Find hotels in Hillsmere Shores, MD from NT$2,395

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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 cozy 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 NT$6,308
NT$6,939 total
includes taxes & fees
Jan 6 - 2026/1/7
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 NT$4,829
NT$5,312 total
includes taxes & fees
Jan 1 - 2026/1/2
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 Center and Queenstown Harbor 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 NT$2,683
NT$2,978 total
includes taxes & fees
Dec 28 - Dec 29
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 Center 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 NT$3,470
NT$3,851 total
includes taxes & fees
Dec 30 - Dec 31
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 NT$3,172
NT$3,490 total
includes taxes & fees
Jan 6 - 2026/1/7
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 onsite. Enjoy complimentary breakfast and explore nearby Chesapeake Bay Environmental Center after a quiet night's rest.
"It was very comfortable and clean"
United States
Maria
The price is NT$2,744
NT$3,046 total
includes taxes & fees
Jan 1 - 2026/1/2
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 washers/dryers and refrigerators. The Mainstay and harbor 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; ocean 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 NT$16,223
NT$19,629 total
includes taxes & fees
Dec 25 - Dec 26
Inn at Perry Cabin
Reception
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 NT$3,791
NT$5,306 total
includes taxes & fees
Dec 28 - Dec 29
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 center for active travelers. Explore nearby Chesapeake Bay Environmental Center, 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 NT$3,595
NT$3,991 total
includes taxes & fees
Dec 30 - Dec 31
Hilton Garden Inn Kent Island Marina
Indoor pool
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 Center.
"Nice place "
United States
Tucker T
The price is NT$2,631
NT$2,921 total
includes taxes & fees
Dec 30 - Dec 31
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 NT$5,204
NT$6,579 total
includes taxes & fees
Jan 6 - 2026/1/7
The Inn at Chesapeake Bay Beach Club
Seasonal outdoor pool, pool umbrellas, sun loungers
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
Front of property
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 NT$5,961
NT$7,251 total
includes taxes & fees
Jan 6 - 2026/1/7
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, (1009)
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 center. NASA Visitor Center 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 NT$2,649
NT$2,993 total
includes taxes & fees
Jan 3 - 2026/1/4
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 NT$6,466
NT$7,113 total
includes taxes & fees
Jan 18 - 2026/1/19
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 Center. The indoor pool provides year-round relaxation after exploring the area.
"Room smelled very fresh and friendly staff"
United States
Kevin
The price is NT$2,807
NT$3,172 total
includes taxes & fees
Jan 2 - 2026/1/3
Holiday Inn Express I-95 Capitol Beltway-Largo by IHG
Exterior
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 NT$3,717
NT$5,476 total
includes taxes & fees
Jan 1 - 2026/1/2
Wylder Tilghman Island
Property amenity
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 center, and complimentary breakfast, this Upper Marlboro hotel offers convenience to Northwest Stadium and NASA Visitor Center. Enjoy free WiFi and parking while staying near Largo Town Center Station.
"Great place to stay"
United States
Roger
The price is NT$3,458
NT$3,908 total
includes taxes & fees
Jan 14 - 2026/1/15
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 NT$4,230
NT$4,822 total
includes taxes & fees
Dec 28 - Dec 29
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

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

10/10 Excellent
"Overall great experience "
Gladness 1-night trip
Posted 16 hours ago
DoubleTree by Hilton Hotel Annapolis

More cheap stays in Hillsmere Shores

Best Western Annapolis

Best Western Annapolis

2520 Riva Rd Annapolis MD
The price is NT$2,101 per night from Jan 10 to Jan 11
NT$2,101
NT$2,395 total
Jan 10 - 2026/1/11
includes taxes & fees
7.6/10 Good! (1,001 reviews)

Hotels in Hillsmere Shores with star-rating

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 traveler 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, you'll find most hotel reservations are fully refundable if you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before your arrival date. If you have a reservation that's non-refundable, you might still have the option to cancel and receive a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Hillsmere Shores.
Where can I learn more about changing or cancelling my trip to Hillsmere Shores?
For additional details about picking new dates or cancelling your trip to Hillsmere Shores, go to https://www.expedia.com/service/.
What are some accommodations 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 center. Comfort Inn Largo-Washington DC East and Crowne Plaza Annapolis by IHG are two additional hotels with an onsite pool. View all hotels with pools in Hillsmere Shores.
What is staying in Hillsmere Shores like?
Visitors are sure to enjoy all that Hillsmere Shores has to offer. In Hillsmere Shores, there are 16 hotels and other accommodations to choose from. Find out more about Hillsmere Shores.
What is there to see in Hillsmere Shores?
A favorite place to visit is Maryland Quiet Waters Park. You'll also find Annapolis Landing Marina and Annapolis Maritime Museum in the area. Check out what more 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 temp of 75°F, while the coldest months are January and February with an average of 40°F. Average annual precipitation for Hillsmere Shores is 52 inches.

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