Annapolis Holiday Rentals, Maryland: Private House Rentals

A historic town street at dusk with a prominent church dome, brick buildings, and a yellow fire hydrant.

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Our top choices for Annapolis hotels

A spacious indoor area with brick walls, wooden flooring, and string lights. There are tables and chairs arranged for dining or socializing.

A historic brick building with a red roof, multiple windows, and a central staircase.

A spacious indoor area with brick walls, multiple tables and chairs, and string lights.

A marina with multiple boats docked during sunset.

1. Historic Inns of Annapolis

Historic District

Ashley

Rp1.903.715

Rp2.782.518 total

includes taxes & fees

12 Oct - 13 Oct

A hotel lobby with a reception desk, a large aquarium, and framed artwork on the walls.

A modern living room with a sofa, armchairs, a coffee table, and a fireplace.

A spacious lobby with a high ceiling, a central seating area with sofas and tables, and large windows with curtains.

A restaurant with wooden tables and chairs, a bar area, and a tiled floor.

2. DoubleTree by Hilton Hotel Annapolis

Annapolis

Michele

Rp1.734.496

Rp1.977.324 total

includes taxes & fees

21 Oct - 22 Oct

A marina with numerous boats docked, a prominent building with a dome in the background, and a clear view of the water.

A hotel lobby with a high ceiling, large windows, and a blue and white color scheme. Tables and chairs are arranged for dining or meetings.

A modern lounge area with a blue sofa, red chairs, and plaid armchairs. A coffee table with books and a vase of flowers is in the center. Large windows offer a view of a brick building with awnings.

A spacious atrium with a high ceiling, skylights, and a patterned floor.

3. Graduate by Hilton Annapolis

Annapolis

princess

Rp2.627.802

Rp2.995.694 total

includes taxes & fees

26 Oct - 27 Oct

A modern kitchen with white tiled walls, wooden flooring, and labeled sections for 'CRACKED' and 'BOKED'.

A gym with treadmills, weight machines, and dumbbells.

A hotel room with a sofa, a desk, a television, a chair, a bed, and a fireplace.

A modern lobby with a reception desk, seating area, and a patterned rug.

4. Sonesta ES Suites Annapolis

Edgewater

Philip

Rp1.734.801

Rp1.977.565 total

includes taxes & fees

27 Sept - 28 Sept

An indoor swimming pool with clear glass ceilings, large windows, and lounge chairs.

A modern lounge area with two grey armchairs, a round coffee table, a fireplace, and decorative shelves.

A bar area with multiple seating options, including bar stools and round tables, and a well-stocked bar counter.

A modern hotel lobby with round tables and blue chairs, a bar area with various liquor bottles, and contemporary lighting fixtures.

5. Crowne Plaza Annapolis by IHG

Annapolis

Cynthia

Rp1.969.330

Rp2.245.036 total

includes taxes & fees

26 Oct - 27 Oct

An outdoor patio with tables, chairs, and a fire feature.

A modern dining area with multiple tables and chairs, large windows with a view of greenery, and decorative wall mirrors.

A bar area with a long counter, multiple stools, and a television above.

A modern living room with a fireplace, a sofa, and a coffee table.

6. Fairfield Inn & Suites By Marriott Annapolis

Annapolis

Imola

Rp2.416.905

Rp2.755.272 total

includes taxes & fees

27 Oct - 28 Oct

A modern kitchen with grey cabinets, a white countertop, and various kitchen appliances.

A hotel reception area with a reception desk, a television, and seating area.

A hotel pool area with two pools, chairs, and a sunshade.

A hotel room with a bed, a desk, a chair, a coffee machine, and a tray table.

7. SpringHill Suites by Marriott Annapolis

Annapolis

FRANK

Rp2.115.239

Rp2.411.372 total

includes taxes & fees

18 Oct - 19 Oct

A modern hotel room with a large bed, a separate bathroom with a bathtub, a desk, and a microwave.

A microwave, a coffee maker, and a refrigerator in a kitchen area.

A laundry room with four stacked front-loading washing machines and a black shelf.

A modern office setup with two monitors, a keyboard, and two wooden chairs.

8. Holiday Inn Express & Suites Annapolis by IHG

Annapolis

Wilma

Rp1.809.516

Rp2.062.848 total

includes taxes & fees

30 Sept - 1 Oct

A modern lobby with a seating area, a fireplace, and a bookshelf.

A restaurant with a yellow cushioned bench, wooden tables, and chairs.

A modern hotel room with a flat-screen TV, a sofa, a chair, and a small table.

A modern bar area with a long counter, bar stools, and shelves stocked with various bottles.

9. Hilton Garden Inn Annapolis Downtown

Annapolis

Jeffrey

Rp2.311.098

Rp2.634.652 total

includes taxes & fees

19 Oct - 20 Oct

A modern hotel kitchen with a central island, seating area, and various kitchen appliances.

A hotel room with a large bed, a desk with a laptop, a television, and a door with a curtain.

A hotel lobby with a reception desk, seating area, and dining space.

A Best Western hotel with a modern facade, entrance with glass doors, and a parking area.

10. Best Western Annapolis

Annapolis

Sanaul

Rp1.401.984

Rp1.598.262 total

includes taxes & fees

4 Oct - 5 Oct

A modern lobby with a reception desk, seating area, and potted plants.

A Hilton Garden Inn with a large building and a smaller entrance building.

A modern hotel lobby with a sectional sofa, ottomans, round tables, potted plants, and a large window.

A hotel dining area with multiple tables and chairs, large windows, and a chandelier.

11. Hilton Garden Inn Annapolis

Annapolis

Glenn

Rp1.746.975

Rp1.991.552 total

includes taxes & fees

12 Oct - 13 Oct

A spacious lobby with a high ceiling, a reception desk, seating areas, and a central decorative piece.

A modern hotel lobby with a curved seating area, a bar, and a large bookshelf.

A store with shelves of beverages, a counter with a cash register, and baskets with items.

12. The Westin Annapolis

Annapolis

Bobbi

Rp3.562.697

Rp4.061.475 total

includes taxes & fees

25 Oct - 26 Oct

A courtyard with a stone fire pit surrounded by wicker furniture and a grassy lawn.

A section of a hotel with a wall labeled "the market" and two refrigerated display cases filled with beverages and snacks.

An indoor swimming pool with clear glass walls, lounge chairs, and a view of the outside.

13. Courtyard by Marriott Annapolis

Annapolis

Phyllis

Rp2.033.824

Rp2.318.560 total

includes taxes & fees

4 Oct - 5 Oct

A Hampton Inn & Suites hotel with a modern design, featuring a prominent entrance and a covered outdoor area.

A hotel room with two desks, two chairs, a carpeted floor, and artwork on the wall.

A conference room with a long table, chairs, water bottles, and a projector.

An outdoor patio area with tables and chairs, covered by large orange umbrellas, and a brick building in the background.

14. Hampton Inn & Suites Annapolis

Annapolis

Earnest

Rp1.893.779

Rp2.158.908 total

includes taxes & fees

26 Oct - 27 Oct

A bar area with a long counter, multiple stools, and a television screen above.

A modern lounge area with a sofa, round tables, and chairs, featuring geometric wall decor and large windows.

A modern living room with a fireplace, a sofa, a coffee table, and a TV mounted on the wall.

15. Residence Inn By Marriott Annapolis

Annapolis

Francis

Rp2.579.904

Rp2.941.090 total

includes taxes & fees

30 Sept - 1 Oct

A modern living room with a large window, a dining area, and a kitchen in the background.

An outdoor patio with a brick floor, surrounded by lush greenery and trees.

A modern hotel lobby with grey sofas, wooden accents, and a large TV on the wall.

A hotel room with a bed, desk, chair, television, and a window with curtains.

16. Candlewood Suites Annapolis by IHG

Annapolis

Stacy

Rp1.664.979

Rp1.986.518 total

includes taxes & fees

4 Oct - 5 Oct

A circular fire pit surrounded by outdoor seating with a brick wall and a multi-story building in the background.

A modern kitchen with a white countertop, stainless steel appliances, and wooden cabinets.

A reception desk with a 'HELLO' sign and 'Annapolis' text, wooden paneling, and hanging pendant lights.

A hotel with a modern design, featuring a mix of brick and siding exteriors, a covered entrance, and a parking area.

17. TownePlace Suites by Marriott Annapolis

Annapolis

Nkusu Lauren

Rp2.112.554

Rp2.408.312 total

includes taxes & fees

4 Oct - 5 Oct

A cozy bar area with a brick archway, wooden cabinets, and a dining table with chairs.

A bedroom with a large window, a chair, a bedside table with a lamp, and a bookshelf.

A living room with a fireplace, a chandelier, and a sofa.

A church with a spire, surrounded by trees and illuminated by warm lights.

18. 86 State Circle - Luxury Boutique Hotel

Historic District

Rp4.877.094

Rp5.559.887 total

includes taxes & fees

27 Sept - 28 Sept

A spacious living room with a large wooden coffee table, a leather sofa, and a chandelier.

A Country Inn & Suites by Radisson building with a brick facade, white columns, and a green roof.

A spacious dining area with multiple tables and chairs, a central bar area, and large windows providing natural light.

A hotel room with a large bed, a bedside table with a lamp, a phone, a mirror, and a bathroom with a bathtub and toilet.

19. Country Inn & Suites by Radisson, Annapolis, MD

Annapolis

Leslie

Rp1.704.366

Rp1.942.978 total

includes taxes & fees

20 Oct - 21 Oct

A balcony with a table set for two, overlooking a marina with boats.

A waterfront area with boats docked, a clear sky, and buildings in the background.

A waterfront property with a docked boat, a tall building with balconies, and a church spire in the background.

The exterior of the Annapolis Waterfront Hotel with a clear entrance, large windows, and a bench outside.

20. Annapolis Waterfront Hotel, Autograph Collection

Historic District

William

Rp4.854.398

Rp5.534.014 total

includes taxes & fees

12 Oct - 13 Oct

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Where to stay in Annapolis

Find the best Annapolis areas for the activities you enjoy most.Learn more about Annapolis

An aerial view of a coastal town with a prominent church, dense residential area, and a marina with boats.

A historic town with a prominent white church steeple, colorful buildings, and a cobblestone street.

A waterfront cityscape with a prominent green dome building, a marina with boats, and a large industrial structure.

A town with historic buildings, a prominent church steeple, and a weather vane atop a building.

A street with a convertible car, American flags, and a historic building with a dome.

Historic District

Step back in time as you wander through Annapolis's Historic District. Cobblestone streets wind past America's oldest working state capitol and brick townhouses dating to the 1700s. The majestic US Naval Academy grounds offer a glimpse into military tradition. City Dock buzzes with maritime activity where tall ships dock against a colonial backdrop. Explore waterfront restaurants serving fresh Chesapeake seafood and boutique shops housed in centuries-old buildings. History buffs will appreciate the William Paca House and Thurgood Marshall Memorial.

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A marina with numerous sailboats docked, surrounded by residential houses and a backdrop of trees and a distant shoreline.

Eastport

Across the bridge from city centre Annapolis lies maritime Eastport, a charming peninsula defined by its waterfront character. Historic homes and converted maritime buildings line quiet streets that lead to scenic walks along the Severn River and Back Creek. The Annapolis Maritime Museum showcases the area's nautical heritage and working waterfront past. "Restaurant Row" on Severn Avenue buzzes with waterfront dining where fresh Chesapeake Bay seafood takes centre stage. Local marinas display classic workboats alongside modern yachts. The neighborhood's walkable streets and waterfront promenades offer peaceful spaces to enjoy salt air and harbour views.

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A historic town with prominent buildings, a large dome, and a river in the background.

A historic building with a porch and a coffee shop inside.

West Annapolis

West Annapolis offers a peaceful slice of Maryland living with tree-lined streets and well-maintained homes. This charming residential area sits near the Severn River and College Creek, providing scenic water views. Visitors can enjoy uncrowded pavements perfect for contemplative morning strolls among mature trees. The area serves as a quiet gateway to nearby attractions. Navy-Marine Corps Memorial Stadium and Thurgood Marshall Memorial are just outside its boundaries. City centre Annapolis with its historic sites is a short drive away. Morning bird songs and fresh Chesapeake Bay breezes create a refreshing retreat from busier tourist areas.

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A cityscape with historic buildings, a river, and a bridge in the background.

A coastal cityscape with historic buildings, a marina, and a large body of water.

A chalkboard sign for a liquor bar on a brick sidewalk.

Murray Hill

Murray Hill offers a charming retreat just steps from Annapolis's historic centre. Colonial-era homes line quiet streets where mature oaks create peaceful canopies. The area balances residential calm with easy access to maritime attractions along the Chesapeake Bay. Visitors can stroll to city centre shops and restaurants in minutes. Ballet Theatre of Maryland and Spa Creek provide cultural and natural highlights. History lovers will appreciate the authentic architecture while enjoying a genuine local experience away from tourist crowds.

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A large suspension bridge spanning a wide river at sunset.

A grassy area with two Adirondack chairs near a waterfront, a large tree, and a distant view of the sea.

A white lattice bridge over a calm river, surrounded by lush greenery and trees.

A pond with a fountain in the center surrounded by lush greenery.

Hillsmere

Hillsmere offers a peaceful retreat on Annapolis's outskirts where tree-lined streets lead to community waterfront access. This family-friendly area balances suburban comfort with natural beauty along the South River and Chesapeake Bay. Maryland Quiet Waters Park provides scenic trails for outdoor enthusiasts. Visitors can explore the local Great Frogs Winery or take a quick 15-minute drive to city centre Annapolis attractions. The neighborhood's small marina welcomes kayakers and boaters seeking authentic waterfront living without tourist crowds.

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Stay near popular Annapolis attractions

A park with a walking path, picnic tables, and a large tree. In the background, there is a bridge over a body of water.

Sandy Point State Park

8.6/10 (221 reviews)

Sandy Point State Park offers pristine Chesapeake Bay beachfront beneath the towering Bay Bridge. Visitors can launch boats, fish for striped bass, or attend the renowned Maryland Seafood Festival.

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A beach with two people, a large suspension bridge in the background.

Chesapeake Bay Bridge

8.8/10 (1,066 reviews)

This 4.3-mile engineering marvel connects Maryland's shores while offering spectacular panoramic bay views. Drive across at sunrise to witness the Chesapeake's shimmering waters dotted with sailboats below.

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A grand hall with marble columns, a chandelier, and informational displays about historical rooms.

Maryland State House

9.0/10 (433 reviews)

Appreciate the superb architecture and fascinating history of America’s first peacetime capitol and the oldest state capitol still in legislative use.

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Navy-Marine Corps Memorial Stadium

9.2/10 (287 reviews)

Home to the Navy Midshipmen teams, this stadium honours naval service members with its impressive Memorial Plaza. Catch the vibrant atmosphere of a fall football game or the annual Annapolis Crab Feast in August.

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Westfield Annapolis Mall

8.8/10 (394 reviews)

Westfield Annapolis offers over 200 stores, from luxury boutiques to popular department stores. Explore high-end fashion, dine at diverse restaurants, or catch a film at the state-of-the-art theatre.

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Annapolis Mall Shopping Center

9.0/10 (23 reviews)

Annapolis Mall offers over 140 stores including Macy's and Nordstrom in a spacious, well-maintained environment. Visit weekday mornings for a relaxed shopping experience, then catch a film at the 11-screen AMC theatre.

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Maryland Renaissance Festival

10.0/10 (1 review)

Step back in time at this sprawling 16th-century English village recreation with over 200 performers. Watch jousting tournaments, sample period foods like turkey legs, and browse 140 artisan craft shops.

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Sandy Point Beach

9.6/10 (10 reviews)

Sandy Point State Park features a mile-long beach with Bay Bridge views on the Chesapeake. Enjoy swimming in calm waters, launch a boat from the marina, or experience the September Seafood Festival.

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Annapolis and related destinations

Cobblestone streets wind past the Naval Academy where midshipmen march in crisp white uniforms during ceremonial parades. Sail the Chesapeake Bay in the morning, then explore historic homes and seafood spots along the charming waterfront district.

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Top Annapolis Hotel Reviews

DoubleTree by Hilton Hotel Annapolis

10/10 Excellent

"I liked the staff!"

Annapolis Waterfront Hotel, Autograph Collection

8/10 Good

"The view from our room was incredible. The property is clean and the beds comfortable. For the price, however, the only thing that justifies it is the view and location. There are 2 restaurants- Marmo was disappointing and overpriced. The cantina was great. Unfortunately, they take up all of the waterfront dock area, so there is really nowhere else to gather in the hotel to enjoy the water if you just want to sit and visit or play a game, or some such. (The balconies were too small for anything except a cup of coffee). And since the restaurants are open to the public the area is packed all the time. Otherwise, being an older hotel, there really aren't any special amenities. No spa or pool. nothing else special about it. And those terrible nespresso machines in the room. I just want a regular cup of coffee. Parking is overpriced- we hoofed it to a garage a few blocks away for significantly less per day."

Holiday Inn Express & Suites Annapolis by IHG

10/10 Excellent

"Great"

Best Western Annapolis

10/10 Excellent

"The room was clean and well maintained. The lobby was pleasant, and the staff was friendly and attentive. The breakfast was excellent for this price point, with a wide selection of hot and cold items."

The Westin Annapolis

10/10 Excellent

"Only used the valet parking."

Courtyard by Marriott Annapolis

10/10 Excellent

"I thought breakfast was included but apparently not . There was not even complimentary coffee"

Fairfield Inn & Suites By Marriott Annapolis

8/10 Good

"Nice hotel"

SpringHill Suites by Marriott Annapolis

10/10 Excellent

"Breakfast and pool were awesome"

Hilton Garden Inn Annapolis

10/10 Excellent

"Thumbs up"

More cheap stays in Annapolis

Red Roof Inn Annapolis

2520C Riva Road Annapolis MD

Rp1.324.822

Rp1.510.297 total

4 Oct - 5 Oct

includes taxes & fees

7/10 Good! (462 reviews)

Best Western Annapolis

2520 Riva Rd Annapolis MD

Rp1.401.984

Rp1.598.262 total

4 Oct - 5 Oct

includes taxes & fees

7.8/10 Good! (1,000 reviews)

Village Inn Annapolis MD

69 Old Mill Bottom Rd Annapolis MD

Rp1.485.949

Rp1.693.982 total

27 Sept - 28 Sept

includes taxes & fees

6.2/10 (523 reviews)

Candlewood Suites Annapolis by IHG

1 Womack Dr Annapolis MD

Rp1.664.979

Rp1.986.518 total

4 Oct - 5 Oct

includes taxes & fees

8.8/10 Excellent! (316 reviews)

Holiday Inn Express & Suites Annapolis by IHG

2451 Riva Rd Annapolis MD

Rp1.809.516

Rp2.062.848 total

30 Sept - 1 Oct

includes taxes & fees

8.4/10 Very good! (1,000 reviews)

Hampton Inn & Suites Annapolis

124 Womack Dr Annapolis MD

Rp1.893.779

Rp2.158.908 total

26 Oct - 27 Oct

includes taxes & fees

Find out more about Annapolis

Top reasons to visit Annapolis

Historic Charm: Annapolis boasts a rich history with its vibrant downtown, where historic sites harmoniously blend with modern amenities.
Scenic Waterfront: The picturesque Annapolis Harbour offers lovely strolls and beautiful views, ideal for relaxation.
Cultural Experiences: Visit the Annapolis Maritime Museum to immerse yourself in the city's maritime heritage.
Family-Friendly Activities: Enjoy outdoor parks and engaging excursions that cater to families and adventure enthusiasts.
Diverse Accommodation: Choose from charming bed and breakfasts to modern hotels, ensuring a comfortable stay for all visitors.

Find great hotels near Annapolis

Annapolis offers a delightful selection of accommodations, catering to various preferences and needs. From charming bed and breakfasts to modern hotels, visitors can enjoy pet-friendly and LGBTQIA welcoming options. Whether you seek a waterfront experience or a business-friendly stay, Annapolis has something for everyone. Notable choices include the Hilton Annapolis and other top-rated hotels that promise a memorable visit to this historic city.

Red Roof Inn PLUS+ Baltimore-Washington DC/BWI Airport: Situated 29km from Annapolis, the Red Roof Inn PLUS+ offers a budget-friendly lodging option ideal for business travellers and those seeking a pet-friendly experience. With its welcoming atmosphere, this hotel allows pets with specific restrictions, ensuring a comfortable stay for both guests and their furry companions. Amenities include a designated pet policy, allowing dogs and cats, along with fees based on pet weight. This property is particularly suited for guests who appreciate convenience and affordability without compromising quality.
Sonesta ES Suites Baltimore BWI Airport: A 3-star establishment located 29km from Annapolis, the Sonesta ES Suites provides a contemporary lodging experience with a guest rating of 8.0 out of 10. This hotel caters to pet owners and business travellers alike, featuring amenities such as food and water bowls, a dedicated dog exercise area, and a pet policy that ensures both comfort and convenience. With a focus on spacious suites and a welcoming atmosphere, this property is ideal for those seeking a blend of leisure and practicality during their stay.
La Quinta Inn & Suites by Wyndham Baltimore BWI Airport: Also located 29km from Annapolis, La Quinta Inn & Suites offers a budget-friendly option with a commendable guest rating of 8.2 out of 10. This hotel is designed for families, business travellers, and pet owners, providing child-friendly amenities like complimentary cribs. Pets are welcome, subject to specific restrictions, ensuring families can travel with their beloved companions. With its focus on comfort and convenience, La Quinta Inn & Suites presents an excellent choice for those seeking a pleasant stay near Annapolis.

Where to stay in Annapolis

Annapolis offers a delightful blend of history and charm, perfect for family-friendly adventures. Explore the vibrant downtown, where historic sites and modern amenities coexist, or visit the Annapolis Mall for some shopping. The Graduate Annapolis provides a unique lodging experience, while the Gateway to Historic Annapolis invites you to delve into the city’s rich past. With friendly locals and a relaxing atmosphere, your stay in this picturesque city promises unforgettable memories.

Historic District: The Historic District of Annapolis is a captivating neighbourhood steeped in history and charm. Nestled around the heart of Annapolis, this area is characterised by its well-preserved colonial architecture and cobblestone streets. Visitors flock here for outdoor activities, family experiences, and a city-themed atmosphere. The district comes alive with vibrant shops, educational institutions, and a bustling shopping area. Nearby landmarks include the renowned United States Naval Academy and the picturesque dock port, making it an ideal spot for both sightseeing and leisure.
Parole: Parole is a quaint village located just outside Annapolis, offering a blend of family-friendly and business-themed experiences. The village sees a steady flow of visitors throughout the year, with peaks in May, July, and October. Parole is home to expansive shopping centres and educational institutions, making it a convenient destination for those seeking retail therapy or a quick business trip. The local attractions include a serene lake and an urban park, perfect for leisurely strolls or picnics with family and friends.
Eastport: Situated across the water from the Historic District, Eastport is a vibrant neighbourhood known for its outdoor activities and family-friendly vibe. This area attracts visitors particularly in April and during the summer months, offering a variety of experiences, from picturesque bayside views to sandy beaches. Eastport features educational venues, shopping areas, and even a golf course, catering to a diverse array of interests. Its proximity to the bay and beach ensures that outdoor enthusiasts will find plenty to explore, making it a delightful stop on your Annapolis adventure.

Things to do in Annapolis

Shopping

In Annapolis, enjoy shopping at the local Westfield Annapolis Mall, featuring a range of popular retailers and dining options. If you're up for a drive, visit Arundel Mills located about 32km away, known for its outlet shops and entertainment facilities.

Recreation

Retreat to the tranquil Haven on the Bay, offering holistic therapies and calming views of the water. Enjoy rejuvenating yoga sessions at the Annapolis Yoga Centre, where skilled instructors guide you through mindful practices amidst a welcoming atmosphere, promoting relaxation and inner peace.

Adventure

In Annapolis, explore the Chesapeake Bay by kayaking or paddleboarding, offering a unique perspective of the historic waterfront. For a thrilling experience, try sailing lessons or embark on a scenic boat tour, where you can appreciate the stunning views of the bay and its picturesque surroundings.

Nightlife

Annapolis boasts a vibrant nightlife scene, with venues like Rams Head Tavern offering live music and a lively atmosphere. The downtown area features various bars and pubs, including the popular Federal House, serving craft beers and delicious food, making it an exciting spot to unwind after a day of exploration.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Annapolis

Visiting Annapolis on a budget is quite feasible with several free attractions like the Annapolis Maritime Museum and Maryland State House. The best time to visit for lower prices is from December to February, with Mondays being the cheapest days for accommodation. Public transport options include buses and walking, which are both economical ways to navigate the city. For additional savings, consider booking your flights and hotel together through Expedia, and use filters to find eco-friendly options or sort by price to secure the best deals.

The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Annapolis are December to February, where the prices are slightly lower. This is in comparison to May to June and September, where prices are slightly higher.
The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Annapolis is Monday. The most expensive day to stay in Annapolis is Saturday.
Find cheap hotels on Expedia: Utilise Expedia’s search tool to refine your preferences, such as your budget, desired location, and preferred type of accommodation. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels currently available. To find the most economical prices and offers, simply sort the price filter from lowest to highest.
Consider bundling your trip: You can save money by combining your hotel booking in Annapolis with your flights and activities through an Expedia package.

Find the best attractions in Annapolis

Annapolis is an ideal destination for families and outdoor enthusiasts, offering a blend of urban parks, marinas, and historic houses. Key attractions include the heart of Annapolis, its vibrant waterfront, and the Annapolis Maritime Museum, all perfect for cultural and family experiences. Visitors can enjoy leisurely strolls around Annapolis Harbour while soaking in the scenic beauty and local charm.

Chesapeake Bay Bridge: This impressive modern bridge spans the Chesapeake Bay, linking the eastern and western shores of Maryland. Offering breathtaking views of the bay, the bridge is a marvel of engineering and a popular spot for photographs, especially at sunset.
Sandy Point State Park: This expansive national park features stunning beaches, lush woodlands, and picturesque picnic areas. Ideal for outdoor enthusiasts, visitors can enjoy hiking, birdwatching, and water activities, all while soaking in the natural beauty of the Chesapeake Bay.
Maryland State House: As the oldest state capitol still in continuous use, the Maryland State House boasts rich history and stunning architecture. Visitors can explore its beautiful grounds and learn about Maryland's legislative history in this culturally significant building.

Best time to go to Annapolis

The best time to visit Annapolis can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Annapolis falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Annapolis falls in January, visitor numbers are slightly low and weather is mostly sunny with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	35.6°F (2.0°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low
February	37.9°F (3.3°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low
March	44.6°F (7.0°C)	Light Rain	Mostly Sunny	Average	Average
April	55.0°F (12.8°C)	Light Rain	Mostly Sunny	Average	Average
May	64.2°F (17.9°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
June	73.0°F (22.8°C)	Light Rain	Mostly Sunny	Average	Slightly High
July	78.4°F (25.8°C)	Light Rain	Mostly Sunny	Slightly High	Average
August	76.8°F (24.9°C)	Light Rain	Mostly Sunny	Slightly High	Average
September	70.7°F (21.5°C)	Light Rain	Mostly Sunny	Average	Slightly High
October	60.4°F (15.8°C)	Light Rain	Mostly Sunny	Average	Average
November	48.7°F (9.3°C)	Light Rain	Mostly Sunny	Average	Average
December	41.5°F (5.3°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low

The nearest major airports for your trip to Annapolis

Flying into Annapolis, Maryland, offers convenient access via three major airports. Baltimore Washington International Airport (BWI) is only 27km away, with nearby hotels such as the Four Seasons Hotel Baltimore and Pendry Baltimore, both about 13km from the airport. Washington Dulles International Airport (IAD) is located 82km away, with excellent options like Hyatt Regency Dulles International Airport and The Westin Washington Dulles Airport just 2km from the terminal. Lastly, Ronald Reagan Washington National Airport (DCA) is 50km distant, with luxurious accommodations including InterContinental Washington D.C. - The Wharf a mere 3km from the airport, ensuring a seamless travel experience.

Frequently asked questions

What's the best place for a stay in Annapolis?

DoubleTree by Hilton Hotel Annapolis is one of the top choices for your stay based on our traveller data. This hotel offers a restaurant and free parking. Other good options for your visit include Historic Inns of Annapolis and Crowne Plaza Annapolis by IHG. See all available top hotels, or vacation rentals in Annapolis.

If I need to cancel my hotel reservation in Annapolis, will I receive a refund?

Yes, most hotel room reservations are refundable provided that you cancel prior to the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of check in. If you have a non-refundable reservation, you may still be able to cancel and be given a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Annapolis.

What's the best budget-friendly hotel in Annapolis?

Based on reviews, Red Roof Inn Annapolis is a popular hotel for our travellers who want a more economical choice, and features free Wi-Fi and free parking. View all budget hotels in Annapolis.

What's the best family accommodation in Annapolis?

Historic Inns of Annapolis is a hotel with free WiFi and free cots, and it's a top choice on Expedia for families. Other good choices to stay with the children include DoubleTree by Hilton Hotel Annapolis and Graduate by Hilton Annapolis. Also, attractions such as Annapolis Maritime Museum and Annapolis Bowl are fun for children of all ages. Find more child-friendly accommodations in Annapolis.

What is the top LGBTQ-friendly accommodation in Annapolis?

Historic Inns of Annapolis is a top LGBTQ-friendly hotel, and features free Wi-Fi and flat-screen TVs. Crowne Plaza Annapolis by IHG and DoubleTree by Hilton Hotel Annapolis are other good options for your stay. See all available hotels listed as LGBTQ-friendly in Annapolis.

What's the best dog-friendly accommodation option in Annapolis?

Historic Inns of Annapolis is a top dog-friendly hotel, and offers a 24-hour fitness centre and a bar/lounge for its human guests. Two other good options for you and your pet include DoubleTree by Hilton Hotel Annapolis and Hilton Garden Inn Annapolis Downtown. See more pet-friendly hotel accommodations in Annapolis.

What's the best hotel in Annapolis to be near historical sites?

Based on our travel expertise, Historic Inns of Annapolis is a top historic hotel bookable on Expedia and it features free Wi-Fi. Also, notable landmarks to visit include William Paca House, 97, 99 and 101 East Street and Hammond-Harwood House. See more options for historical stays in Annapolis.

What are some accommodation options with pools in Annapolis?

Country Inn & Suites by Radisson, Annapolis, MD is a top hotel with an indoor pool, free buffet breakfast and free WiFi. View all hotels with pools in Annapolis.

What is the best spa hotel in Annapolis?

The Westin Annapolis is a top spa hotel featuring a 24-hour fitness centre, a bar, an indoor pool and a restaurant. Spend an afternoon at Varuna Spa by Aveda where you'll find facials, body treatments, and aromatherapy and more. See all spa hotels in Annapolis.

What's it like to stay in Annapolis?

History buffs will enjoy exploring Annapolis, and visitors give high marks for the university vibe, shopping and top-notch restaurants. This city also attracts tourists with its live music, sporting events and marina. In Annapolis, there are 557 hotels and other accommodation options to choose from. Find out more about Annapolis.

What should I do while I'm visiting Annapolis?

Cultural venues include Annapolis Maritime Museum, Hammond-Harwood House and Banneker Douglass Museum. Attractions like Annapolis Bowl and Maryland Renaissance Festival are fun for everyone. Notable for its historic sites, landmarks like William Paca House, Chesapeake Bay Bridge and Thurgood Marshall Memorial are not to be missed. Take a look at what more there is to see and do in Expedia's Annapolis guide.

What's the seasonal weather like in Annapolis?

The hottest months are usually July and August, with an average temperature of 24°C, while the coldest months are January and February, with an average of 4°C. Average annual precipitation for Annapolis is 1318 mm.

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Our top choices for Annapolis hotels

1. Historic Inns of Annapolis

2. DoubleTree by Hilton Hotel Annapolis

3. Graduate by Hilton Annapolis

4. Sonesta ES Suites Annapolis

5. Crowne Plaza Annapolis by IHG

6. Fairfield Inn & Suites By Marriott Annapolis

7. SpringHill Suites by Marriott Annapolis

8. Holiday Inn Express & Suites Annapolis by IHG

9. Hilton Garden Inn Annapolis Downtown

10. Best Western Annapolis

11. Hilton Garden Inn Annapolis

12. The Westin Annapolis

13. Courtyard by Marriott Annapolis

14. Hampton Inn & Suites Annapolis

15. Residence Inn By Marriott Annapolis

16. Candlewood Suites Annapolis by IHG

17. TownePlace Suites by Marriott Annapolis

18. 86 State Circle - Luxury Boutique Hotel

19. Country Inn & Suites by Radisson, Annapolis, MD

20. Annapolis Waterfront Hotel, Autograph Collection

Where to stay in Annapolis

Historic District

Eastport

West Annapolis

Murray Hill

Hillsmere

Stay near popular Annapolis attractions

Sandy Point State Park

Chesapeake Bay Bridge

Maryland State House

Navy-Marine Corps Memorial Stadium

Westfield Annapolis Mall

Annapolis Mall Shopping Center

Maryland Renaissance Festival

Sandy Point Beach

Annapolis and related destinations

Top Annapolis Hotel Reviews

DoubleTree by Hilton Hotel Annapolis

Annapolis Waterfront Hotel, Autograph Collection

Holiday Inn Express & Suites Annapolis by IHG

Best Western Annapolis

The Westin Annapolis

Courtyard by Marriott Annapolis

Fairfield Inn & Suites By Marriott Annapolis

SpringHill Suites by Marriott Annapolis

Hilton Garden Inn Annapolis

More cheap stays in Annapolis

Red Roof Inn Annapolis

Best Western Annapolis

Village Inn Annapolis MD

Candlewood Suites Annapolis by IHG

Holiday Inn Express & Suites Annapolis by IHG

Hampton Inn & Suites Annapolis

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