Find hotels in Hillsmere Shores, MD from Rp1.273.777

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24 Dec - 25 Dec
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26 Dec - 28 Dec
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2 Jan - 4 Jan

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Our top choices for Hillsmere Shores hotels

Porch
Parsonage Inn

Parsonage Inn

Parsonage Inn
3.5 star property
Downtown St. Michaels
9.2 out of 10, Wonderful, (130)
Wake up to a full complimentary breakfast at this cosy B&B in St. Michaels before exploring Perry Cabin Park and nearby marinas. Enjoy free WiFi and parking while unwinding in the peaceful garden and terrace after hiking local trails.
"Hosts were wonderful, breakfast was delicious, everything was walkable "
United States
Nathaly
The price is Rp3.355.400
Rp3.690.940 total
includes taxes & fees
1 Jan - 2 Jan 2026
Parsonage Inn
Exterior
George Brooks House B&B

George Brooks House B&B

George Brooks House B&B
3.0 star property
St. Michaels
8.6 out of 10, Excellent, (65)
"Gorgeous quaint historic house. Friendly owner, close to town "
United States
Christopher
The price is Rp2.566.881
Rp2.823.569 total
includes taxes & fees
1 Jan - 2 Jan 2026
George Brooks House B&B
Suite, 1 Queen Bed, Non Smoking | In-room safe, iron/ironing board, free WiFi, bed sheets
Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (863)
This Grasonville hotel provides a peaceful environment with a seasonal outdoor pool and complimentary breakfast, WiFi, and parking. Located near Chesapeake Bay Environmental Centre and Queenstown Harbour Golf Links for easy exploration.
"room was nice breakfast was good and the staff was very friendly and helpful. "
United States
Esai
The price is Rp1.418.334
Rp1.574.351 total
includes taxes & fees
19 Jan - 20 Jan 2026
Quality Inn Grasonville near Kent Island
Terrace/patio
Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
Grasonville
9.6 out of 10, Exceptional, (678)
Experience a refreshing stay at this waterfront hotel with an indoor pool and helpful staff. Just minutes from Chesapeake Bay Environmental Centre and Paul Reed Smith Guitars, enjoy convenient access to local attractions with free WiFi and parking.
"Great view, good ambiance all around"
United States
Dianne
The price is Rp1.845.470
Rp2.048.472 total
includes taxes & fees
30 Dec - 31 Dec
Hyatt Place Kent Narrows & Marina
Front of property
St Michaels Inn

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very good, (1000)
Experience serene stays at this peaceful inn with seasonal outdoor pool and garden terrace. Located conveniently near Saint Michaels Village and Classic Motor Museum, guests appreciate the helpful staff, clean rooms, and complimentary breakfast, WiFi, and parking.
"Staff was friendly, courteous, and helpful."
United States
Donna
The price is Rp1.687.431
Rp1.856.207 total
includes taxes & fees
4 Jan - 5 Jan 2026
St Michaels Inn
Exterior
Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
2.5 star property
Grasonville
9.2 out of 10, Wonderful, (939)
Discover tranquility on Kent Island with beautiful bay views and a seasonal outdoor pool. This hotel sits right on a bike trail with rentals available on-site. Enjoy complimentary breakfast and explore nearby Chesapeake Bay Environmental Centre after a quiet night's rest.
"It was very comfortable and clean"
United States
Maria
The price is Rp1.459.599
Rp1.620.155 total
includes taxes & fees
1 Jan - 2 Jan 2026
Holiday Inn Express Annapolis East-Kent Island by IHG
Lake
Inn at Huntingfield Creek

Inn at Huntingfield Creek

Inn at Huntingfield Creek
3.5 star property
Rock Hall
10.0 out of 10, Exceptional, (58)
This bayside B&B features spa massages and peaceful garden views. Take a refreshing swim, then unwind on the terrace. Each room offers conveniences like washing machines/dryers and refrigerators. The Mainstay and harbour attractions are just moments away.
"We stayed one night for our Anniversary, and the stay was so peaceful. The grounds are beautiful, the staff so nice, and the main house is amazing. We definitely plan on making this an annual thing!"
United States
Aaron
Inn at Huntingfield Creek
Breakfast, lunch, dinner served; sea views
Inn at Perry Cabin

Inn at Perry Cabin

Inn at Perry Cabin
5.0 star property
Downtown St. Michaels
9.6 out of 10, Exceptional, (371)
Set on the waterfront, this charming inn offers a relaxing retreat with a full-service spa and outdoor pool. Play golf, dine at Stars restaurant, or enjoy drinks at 2 bars. Close to Perry Cabin Park with helpful staff to enhance your stay.
"Friendly and attentive staff, good cleaning services"
United States
Nathan
The price is Rp8.757.594
Rp10.596.688 total
includes taxes & fees
30 Dec - 31 Dec
Inn at Perry Cabin
Aerial view
Kent Island Resort

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (129)
"Beautiful and peaceful property!"
United States
Jerry
The price is Rp2.004.893
Rp2.808.938 total
includes taxes & fees
28 Dec - 29 Dec
Kent Island Resort
Terrace/patio
Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
3.0 star property
Grasonville
9.0 out of 10, Wonderful, (1000)
Overlooking the bay in Grasonville, this hotel offers an indoor pool and fitness centre for active travellers. Explore nearby Chesapeake Bay Environmental Centre, then unwind with drinks at the bar. Rooms include microwaves and refrigerators for added convenience.
"Clean and friendly staff"
United States
Lisa
The price is Rp1.912.242
Rp2.122.590 total
includes taxes & fees
29 Dec - 30 Dec
Hilton Garden Inn Kent Island Marina
In-room safe, individually decorated, individually furnished, desk
Best Western Kent Narrows Inn

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very good, (1000)
Ideally located near restaurants and walking trails, this Grasonville getaway offers superior rooms with spectacular sunset views over the water. Enjoy the indoor pool, hot tub, and sauna after exploring nearby Chesapeake Bay Environmental Centre.
"Nice place "
United States
Tucker T
The price is Rp1.399.537
Rp1.553.486 total
includes taxes & fees
30 Dec - 31 Dec
Best Western Kent Narrows Inn
Front of property – evening/night
The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
4.0 star property
Stevensville
9.4 out of 10, Exceptional, (432)
Located in Stevensville with easy access to Paul Reed Smith Guitars and Northern Chesapeake Bay, this hotel offers spa treatments, an outdoor pool, and a café. Enjoy free WiFi and parking while the helpful staff ensures a memorable stay.
"Very nice and clean! Only complaints A few stains on the couch And no body lotion. We really enjoyed our stay! "
United States
DEANNA
The price is Rp2.768.205
Rp3.499.514 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Inn at Chesapeake Bay Beach Club
Horse riding
The Inn at Tacaro Estate

The Inn at Tacaro Estate

The Inn at Tacaro Estate
5.0 star property
Tracys Landing
9.4 out of 10, Exceptional, (11)
This elegant B&B features a seasonal outdoor pool and relaxing hot tub for unwinding after exploring nearby attractions. Free bike rentals invite local adventure while complimentary breakfast, WiFi, and parking enhance the luxury experience.
"Wonderful experience Felt like being in good friends home without having to help with the dishes Luxurious stay Recommend *****"
United States
Todd
The Inn at Tacaro Estate
Premium Room | Frette Italian sheets, premium bedding, iron/ironing board, free WiFi
The Wildset

The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (410)
Located in St. Michaels, this welcoming hotel offers free breakfast, WiFi, and parking. Enjoy drinks at the bar or grab a bite at the café. Nearby attractions include Higgins Yacht Yard and Muskrat Park, with attentive staff to enhance your stay.
"Well decorated inn w spacious and clean rooms, walking distance to shops, great restaurant with bar & breakfast included. Would absolutely come back. "
United States
Jenn
The price is Rp3.170.853
Rp3.857.032 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Wildset
Lobby
Hampton Inn & Suites Glenarden/Washington DC

Hampton Inn & Suites Glenarden/Washington DC

Hampton Inn & Suites Glenarden/Washington DC
2.5 star property
Lanham
9.2 out of 10, Wonderful, (1000)
Located just 10 minutes from Northwest Stadium, this Lanham hotel offers a complimentary buffet breakfast daily. Enjoy free WiFi and parking while staying active in the fitness centre. NASA Visitor Centre is nearby, with Morgan Boulevard Station only 7 minutes away.
"Very clean, with friendly and professional staff. Would definitely stay here again!"
United States
Amanda
The price is Rp1.408.933
Rp1.592.094 total
includes taxes & fees
3 Jan - 4 Jan 2026
Hampton Inn & Suites Glenarden/Washington DC
Outdoor banquet area
The Tilghman Island Inn

The Tilghman Island Inn

The Tilghman Island Inn
3.5 star property
Tilghman
9.6 out of 10, Exceptional, (121)
This charming Tilghman inn offers stunning water views with convenient access to Tilghman Island Marina. Enjoy a complimentary breakfast before lounging by the seasonal outdoor pool or exploring the garden. The friendly staff and relaxing bar enhance your Eastern Shore getaway.
"Great room and water view! Staff is very friendly and welcoming. "
United States
Nicole
The price is Rp3.441.335
Rp3.785.469 total
includes taxes & fees
18 Jan - 19 Jan 2026
The Tilghman Island Inn
Exterior
Holiday Inn Express I-95 Capitol Beltway-Largo by IHG

Holiday Inn Express I-95 Capitol Beltway-Largo by IHG

Holiday Inn Express I-95 Capitol Beltway-Largo by IHG
2.5 star property
Upper Marlboro
8.4 out of 10, Very good, (1001)
Located in Upper Marlboro, this hotel offers free breakfast, WiFi, and parking. Guests love the helpful staff and convenient access to attractions like NASA Visitor Centre. The indoor pool provides year-round relaxation after exploring the area.
"Everything at the hotel was excellent. I enjoyed my stay and I will use this hotel again."
United States
Sarena
The price is Rp1.493.153
Rp1.687.263 total
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Inn Express I-95 Capitol Beltway-Largo by IHG
Seasonal outdoor pool
Wylder Tilghman Island

Wylder Tilghman Island

Wylder Tilghman Island
2.0 star property
Tilghman
8.8 out of 10, Excellent, (90)
"Very relaxing stay."
United States
Anne
The price is Rp1.976.936
Rp2.912.818 total
includes taxes & fees
12 Jan - 13 Jan 2026
Wylder Tilghman Island
Reception
Residence Inn Largo Medical Center Drive

Residence Inn Largo Medical Center Drive

Residence Inn Largo Medical Center Drive
3.0 star property
Upper Marlboro
9.0 out of 10, Wonderful, (593)
Featuring an indoor pool, fitness centre, and complimentary breakfast, this Upper Marlboro hotel offers convenience to Northwest Stadium and NASA Visitor Centre. Enjoy free WiFi and parking while staying near Largo Town Centre Station.
"Great place to stay"
United States
Roger
The price is Rp1.839.598
Rp2.078.746 total
includes taxes & fees
14 Jan - 15 Jan 2026
Residence Inn Largo Medical Center Drive
Front of property
Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
Deale
9.4 out of 10, Exceptional, (470)
"Beautiful place to stay, we stay their one to two times a year."
United States
Marjorie
The price is Rp2.249.796
Rp2.564.868 total
includes taxes & fees
28 Dec - 29 Dec
Anchored Inn at Hidden Harbour Marina
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Hillsmere Shores Hotel Reviews

Hampton Inn Baltimore/Glen Burnie

Hampton Inn Baltimore/Glen Burnie

10/10 Excellent
"Yes and yes"
MARY ANN 1-night trip
Posted 4 days ago
Hampton Inn Baltimore/Glen Burnie
Hampton Inn & Suites Glenarden/Washington DC

Hampton Inn & Suites Glenarden/Washington DC

10/10 Excellent
"Very clean. the housekeepers are very thorough when refreshing the room. the surrounding areas were also cleaned daily. the hotel is also conveniently located by a plaza in a nice area that has restaurants and grocery stores within walking distance."
Jasmine 1-night trip
Posted 5 days ago
Hampton Inn & Suites Glenarden/Washington DC

More cheap stays in Hillsmere Shores

Best Western Annapolis

Best Western Annapolis

2520 Riva Rd Annapolis MD
The price is Rp1.117.348 per night from 10 Jan to 11 Jan
Rp1.117.348
Rp1.273.777 total
10 Jan - 11 Jan 2026
includes taxes & fees
7.6/10 Good! (1,003 reviews)

Frequently asked questions

Where is the best place for a stay in Hillsmere Shores?
DoubleTree by Hilton Hotel Largo/Washington DC, located 19.1 mi (30.7 km) from the heart of Hillsmere Shores, is a top choice for your stay, based on our traveller data. Other good choices for your stay in the area are Historic Inns of Annapolis and DoubleTree by Hilton Hotel Annapolis. See all available top hotels, or vacation rentals in Hillsmere Shores.
If I need to cancel my hotel reservation in Hillsmere Shores, will I receive a refund?
Yes, the majority of hotel bookings are fully refundable provided that you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of your check-in date. If you have a non-refundable reservation, it may still be possible to cancel it and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Hillsmere Shores.
What are some accommodation options with pools in Hillsmere Shores?
DoubleTree by Hilton Hotel Largo/Washington DC: Hotel located near Northwest Stadium. Features free self parking, an indoor pool and a 24-hour fitness centre. Comfort Inn Largo-Washington DC East and Crowne Plaza Annapolis by IHG are two additional hotels that offer an on-site pool. View all hotels with pools in Hillsmere Shores.
What is staying in Hillsmere Shores like?
Visitors will definitely enjoy all that Hillsmere Shores has to offer. In Hillsmere Shores, there are 16 hotels and other accommodation options to choose from. Find out more about Hillsmere Shores.
What should I see while I'm in Hillsmere Shores?
A favourite place to visit is Maryland Quiet Waters Park. You'll also find Annapolis Landing Marina and Annapolis Maritime Museum in the area. Take a look at what more there is to see and do in Expedia's Hillsmere Shores guide.
What's the seasonal weather like in Hillsmere Shores?
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 Hillsmere Shores is 1313 mm.