The Best Hotels in Oyster Harbor, Annapolis - 2026 Updated Prices

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Our top choices for Oyster Harbor hotels

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

1. The Westin Annapolis

6.4 km from Oyster Harbor

Bobbi

Rp4.089.605 total

includes taxes & fees

25 Oct - 26 Oct

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

2. DoubleTree by Hilton Hotel Annapolis

9 km from Oyster Harbor

Michele

Rp2.342.377 total

includes taxes & fees

25 Oct - 26 Oct

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

3. Historic Inns of Annapolis

Historic District, 6.2 km from Oyster Harbor

Jennifer

Rp2.377.314 total

includes taxes & fees

30 Oct - 31 Oct

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

4. Crowne Plaza Annapolis by IHG

9.3 km from Oyster Harbor

Jose

Rp2.180.678 total

includes taxes & fees

17 Nov - 18 Nov

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

5. Graduate by Hilton Annapolis

6.3 km from Oyster Harbor

Nadine

Rp3.016.445 total

includes taxes & fees

26 Oct - 27 Oct

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

6. Holiday Inn Express & Suites Annapolis by IHG

8.8 km from Oyster Harbor

Omer

Rp2.016.099 total

includes taxes & fees

17 Nov - 18 Nov

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

7. SpringHill Suites by Marriott Annapolis

8.6 km from Oyster Harbor

Kaiya

Rp2.445.543 total

includes taxes & fees

9 Nov - 10 Nov

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

8. Annapolis Waterfront Hotel, Autograph Collection

Historic District, 5.7 km from Oyster Harbor

William

Rp4.586.934 total

includes taxes & fees

1 Nov - 2 Nov

A hotel room with two beds, a desk with a television, a chair, and a balcony with a view of the city.

9. Hilton Garden Inn Annapolis Downtown

6.3 km from Oyster Harbor

petra

Rp2.173.862 total

includes taxes & fees

2 Nov - 3 Nov

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

10. Fairfield Inn & Suites By Marriott Annapolis

6.7 km from Oyster Harbor

Imola

Rp2.774.355 total

includes taxes & fees

1 Nov - 2 Nov

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

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

10 km from Oyster Harbor

Catherine

Rp1.874.230 total

includes taxes & fees

9 Nov - 10 Nov

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

12. Sonesta ES Suites Annapolis

8.8 km from Oyster Harbor

Dennis

Rp1.892.665 total

includes taxes & fees

11 Nov - 12 Nov

A white two-story building with a central entrance, a staircase, and a small garden area.

13. 134 Prince - Luxury Boutique Hotel

6 km from Oyster Harbor

Chris

Rp6.133.545 total

includes taxes & fees

25 Oct - 26 Oct

14. Residence Inn By Marriott Annapolis

6.7 km from Oyster Harbor

Francis

Rp3.123.718 total

includes taxes & fees

1 Nov - 2 Nov

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

15. Courtyard by Marriott Annapolis

9.1 km from Oyster Harbor

Jim

Rp2.061.655 total

includes taxes & fees

9 Nov - 10 Nov

A room with a dark blue wall, a fireplace with lit candles, a leather armchair, and a bookshelf with decorative items.

16. Flag House Inn

Historic District, 6.1 km from Oyster Harbor

Thomas

Rp4.797.526 total

includes taxes & fees

26 Oct - 27 Oct

A gym with exercise equipment, including a treadmill, stationary bike, and weights.

17. Hilton Garden Inn Annapolis

9.1 km from Oyster Harbor

Walter

Rp1.904.030 total

includes taxes & fees

9 Nov - 10 Nov

A hotel entrance with a stone facade, large glass doors, and a sign indicating it is The Inn.

18. The Inn at Chesapeake Bay Beach Club

13.7 km from Oyster Harbor

scott

Rp4.742.297 total

includes taxes & fees

15 Nov - 16 Nov

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

19. Best Western Annapolis

9 km from Oyster Harbor

Silvia

Rp1.553.639 total

includes taxes & fees

1 Nov - 2 Nov

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

20. Hampton Inn & Suites Annapolis

8.7 km from Oyster Harbor

Christopher

Rp2.005.346 total

includes taxes & fees

9 Nov - 10 Nov

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Where to stay in Oyster Harbor

Find the best Oyster Harbor areas for the activities you enjoy most.

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

Historic District

While visiting Historic District, you might make a stop by sights like Maryland State House and William Paca House.

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

Eastport

While visiting Eastport, you might make a stop by sights like Annapolis Maritime Museum and Annapolis Harbor.

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

Murray Hill

If you're spending some time in Murray Hill, Spa Creek and Ballet Theater of Maryland are top sights worth seeing.

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A large suspension bridge spanning a wide river at sunset.

Hillsmere

While visiting Hillsmere, you might make a stop by sights like Maryland Quiet Waters Park and Great Frogs Winery.

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A suspension bridge over a body of water with a sunset in the background.

Cape Saint Claire

While visiting Cape Saint Claire, you might make a stop by sights like Northern Chesapeake Bay and Chesapeake Bay.

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Top Oyster Harbor Hotel Reviews

Comfort Inn Conference Center

8/10 Good

"The comfort Inn"

Microtel Inn & Suites by Wyndham Gambrills/Odenton

10/10 Excellent

"This hotel is conveniently located near two shopping centers. There are several restaurants, grocery stores, and various merchandise outlets within walking distance. The hotel was very clean and well maintained. The staff at the desk was friendly and helpful, and the included breakfast was a nice addition to our stay."

Sonesta ES Suites Annapolis

8/10 Good

"My husband and I were traveling with our 14 month-old son. The room was a good size and had two separate bedrooms, which worked out really well for us. There was a strong odor when we first arrived to our room. We travel with an air purifier for our son, as he sometimes has sinus issues, so that helped. The room itself was a bit dated, although well laid out. The fridge, microwave and dishwasher were all really nice to have. We didn’t get to use the fireplace, as we purchased a log, but we didn’t have a lighter or matches and the property didn’t either. The breakfast every morning was great! Fresh food snd fresh ingredients. Kitchen staff was incredibly friendly and good with our son, too. I’d say 7.5/10, but if they were to update the room and eliminate the odor, I feel like it’d be a 9/10."

Frequently asked questions

What's it like in Oyster Harbor?

Travellers to the Oyster Harbor neighbourhood in Annapolis will be sure to enjoy their stay. Make sure that you visit Northern Chesapeake Bay and Chesapeake Bay as part of your Oyster Harbor travel plans.

How many hotels are there in Oyster Harbor?

Expedia has 5 Oyster Harbor hotels and other accommodation options, and one might make a good home base for venturing out into the greater Annapolis area.

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

Yes! You'll find that most hotel room reservations are fully refundable provided that you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If you have a reservation that's non-refundable, it may still be possible to cancel it and be given a refund within 24 hours of your booking. Enter your dates, click on "Search", then use the filter option "fully refundable" to review the best options available in Oyster Harbor.

What is there to do around this Annapolis neighbourhood?

A few attractions you might want to check out while you're in Oyster Harbor are Northern Chesapeake Bay and Chesapeake Bay. While you're out sightseeing, Bay Ridge Beach and Annapolis Golf Club are a couple of additional sights to visit in Annapolis.

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Our top choices for Oyster Harbor hotels

1. The Westin Annapolis

2. DoubleTree by Hilton Hotel Annapolis

3. Historic Inns of Annapolis

4. Crowne Plaza Annapolis by IHG

5. Graduate by Hilton Annapolis

6. Holiday Inn Express & Suites Annapolis by IHG

7. SpringHill Suites by Marriott Annapolis

8. Annapolis Waterfront Hotel, Autograph Collection

9. Hilton Garden Inn Annapolis Downtown

10. Fairfield Inn & Suites By Marriott Annapolis

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

12. Sonesta ES Suites Annapolis

13. 134 Prince - Luxury Boutique Hotel

14. Residence Inn By Marriott Annapolis

15. Courtyard by Marriott Annapolis

16. Flag House Inn

17. Hilton Garden Inn Annapolis

18. The Inn at Chesapeake Bay Beach Club

19. Best Western Annapolis

20. Hampton Inn & Suites Annapolis

Where to stay in Oyster Harbor

Historic District

Eastport

Murray Hill

Hillsmere

Cape Saint Claire

Top Oyster Harbor Hotel Reviews

Comfort Inn Conference Center

Frequently asked questions

Explore a world of travel with Expedia