Find hotels in Hillsmere Shores, MD from ￥12,606

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Dec 12 - Dec 13
Tomorrow
Dec 13 - Dec 14
This weekend
Dec 12 - Dec 14
Next weekend
Dec 19 - Dec 21

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Hillsmere Shores hotels

View from property
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
4.0 star property
Annapolis
9.4 out of 10, Exceptional, (1002)
This tranquil hotel offers a serene retreat with comfortable beds and stylish Trophy Room for dinner. Explore local attractions using free bike rentals, or unwind at the bar after a workout in the 24-hour fitness center.
"Very nice hotel. The dog park could have better lighting. "
United States
Andrew
The price is ￥20,089
￥22,901 total
includes taxes & fees
Dec 21 - Dec 22
Graduate by Hilton Annapolis
View from property
The Westin Annapolis

The Westin Annapolis

The Westin Annapolis
4.0 star property
Annapolis
8.6 out of 10, Excellent, (1000)
Discover peaceful luxury in Annapolis with a full-service spa offering massages and facials. After enjoying Captain's Daughter restaurant, take a refreshing dip in the indoor pool or maintain your workout routine at the 24-hour fitness center.
"Spectacular "
United States
Dennis
The price is ￥23,945
￥27,298 total
includes taxes & fees
Dec 14 - Dec 15
The Westin Annapolis
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, (674)
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 ￥18,052
￥20,038 total
includes taxes & fees
Dec 14 - Dec 15
Hyatt Place Kent Narrows & Marina
Suite, 1 Bedroom, Terrace | Living area | 42-inch LED TV with digital channels, TV
Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1007)
Experience Art Deco style at this downtown Annapolis hotel, just minutes from the U.S. Naval Academy. Enjoy regional cuisine at Kitchen on West St, unwind at the bar/lounge, or maintain your routine in the 24-hour fitness center.
"Great value for stay with breakfast included "
United States
Aisling
The price is ￥12,315
￥14,040 total
includes taxes & fees
Dec 21 - Dec 22
Hilton Garden Inn Annapolis Downtown
Indoor pool
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
3.5 star property
Annapolis
8.8 out of 10, Excellent, (1001)
Dive into comfort at this Annapolis hotel with a serene indoor pool, onsite restaurant, and bar. Just 10 minutes from the Naval Academy and steps from Westfield Mall, guests love the peaceful atmosphere, attentive staff, and clean rooms.
"Excellent from check in to check out, highly recommend!"
United States
Eric
The price is ￥18,814
￥21,448 total
includes taxes & fees
Dec 21 - Dec 22
Crowne Plaza Annapolis by IHG
Hypo-allergenic bedding, desk, blackout drapes, iron/ironing board
Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1002)
Just 10 minutes from the U.S. Naval Academy, this serene hotel offers free parking and WiFi. Unwind in the indoor pool and hot tub after exploring nearby Westfield Annapolis Mall and local restaurants. Guests consistently praise the peaceful atmosphere and attentive staff.
"Clean hotel, solid breakfast, and great staff. Beds are comfortable and rooms are up to date and quiet."
United States
Paul
The price is ￥14,803
￥16,875 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Country Inn & Suites by Radisson, Annapolis, MD
Terrace/patio
Historic Inns of Annapolis

Historic Inns of Annapolis

Historic Inns of Annapolis
3.5 star property
Historic District
9.0 out of 10, Wonderful, (1898)
Immerse in Maryland's maritime heritage at this historic hotel with a 24-hour fitness center and garden terrace. Just a short walk from the U.S. Naval Academy and colonial attractions, this hotel offers comfortable beds and exceptional service.
"Great staff, comfortable beds, clean rooms and perfect location "
United States
Dawn
Historic Inns of Annapolis
Free daily self-serve breakfast
SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1000)
"Friendly staff and comfortable rooms. We love staying here when we visit the area as a family."
United States
Jennifer
The price is ￥14,406
￥16,424 total
includes taxes & fees
Dec 18 - Dec 19
SpringHill Suites by Marriott Annapolis
Garden
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.6 out of 10, Excellent, (1006)
Located just 5 minutes from U.S. Naval Academy, this hotel offers convenient access to Annapolis Harbor Center and Westfield Annapolis Mall. Enjoy the 24-hour fitness center, restaurant serving 3 meals daily, and garden. Guests particularly praise the helpful staff and prime location.
"Great place!"
United States
Tawnya
The price is ￥11,858
￥13,518 total
includes taxes & fees
Dec 28 - Dec 29
DoubleTree by Hilton Hotel Annapolis
Premium bedding, pillowtop beds, in-room safe, individually furnished
Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis
2.5 star property
Annapolis
8.2 out of 10, Very Good, (1001)
Located within a 10-minute drive of U.S. Naval Academy, this hotel offers a seasonal outdoor pool and fitness center. Guests praise the helpful staff and free breakfast. Annapolis Harbor Center Shopping Center is nearby for all your needs.
"I had a great experience at my stay at Hampton "
United States
Idris O
The price is ￥14,056
￥16,023 total
includes taxes & fees
Dec 18 - Dec 19
Hampton Inn & Suites Annapolis
Exterior
Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1001)
Situated just a short drive from the U.S. Naval Academy, this hotel offers American cuisine at The Bistro. Guests praise the peaceful atmosphere, helpful staff, and clean rooms. Free WiFi and parking enhance your stay near Annapolis Harbor Center.
"Wonderful stay. "
United States
Angela
The price is ￥13,061
￥14,890 total
includes taxes & fees
Dec 28 - Dec 29
Courtyard by Marriott Annapolis
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, (408)
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.
"Awesome! Love the room and fireplace!"
United States
Brian
The price is ￥30,943
￥37,458 total
includes taxes & fees
Dec 15 - Dec 16
The Wildset
Hypo-allergenic bedding, down comforters, in-room safe, desk
Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis
3.0 star property
Annapolis
8.2 out of 10, Very Good, (1000)
"Clean room, fast and easy check in, made to order breakfast options. "
United States
Michael
The price is ￥11,587
￥13,208 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hilton Garden Inn Annapolis
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, (430)
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.
"Beautiful hotel with friendly staff and great food! Comfortable bed, stayed at the Barn. "
United States
Rery
The price is ￥28,587
￥35,687 total
includes taxes & fees
Dec 15 - Dec 16
The Inn at Chesapeake Bay Beach Club
Room, 2 Queen Beds, Balcony | Premium bedding, down comforters, pillowtop beds, in-room safe
Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection
4.0 star property
Historic District
8.8 out of 10, Excellent, (881)
Located steps from Ego Alley and Susan Campbell Park, this hotel offers Caribbean cuisine at Pussers Grille and panoramic harbor views. Enjoy luxury yacht sightings, a 24-hour fitness center, and quick access to the U.S. Naval Academy.
"Great location, nice and clean "
United States
Micah
The price is ￥27,623
￥31,490 total
includes taxes & fees
Dec 21 - Dec 22
Annapolis Waterfront Hotel, Autograph Collection
Terrace/patio
Courtyard Largo Medical Center Drive

Courtyard Largo Medical Center Drive

Courtyard Largo Medical Center Drive
3.0 star property
Upper Marlboro
8.8 out of 10, Excellent, (1001)
This business-friendly hotel offers American cuisine at The Bistro restaurant and convenient access to NASA Visitor Center. Guests praise the helpful staff while enjoying amenities like a 24-hour fitness center, bar, free WiFi and parking.
"Great place"
United States
George
The price is ￥14,174
￥16,016 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Courtyard Largo Medical Center Drive
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, (1003)
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.
"Everyone was so nice. We enjoyed our stay. The room was nice, the beds were comfortable and the bathroom was so bright and clean. The breakfast food was yummy!!! "
United States
paula
The price is ￥13,839
￥15,638 total
includes taxes & fees
Dec 15 - Dec 16
Holiday Inn Express I-95 Capitol Beltway-Largo by IHG
Exterior
DoubleTree by Hilton Hotel Largo/Washington DC

DoubleTree by Hilton Hotel Largo/Washington DC

DoubleTree by Hilton Hotel Largo/Washington DC
4.0 star property
Upper Marlboro
8.2 out of 10, Very Good, (1009)
Quiet and convenient, this Upper Marlboro hotel offers an indoor pool, bar, and 24-hour fitness center. Only 5 minutes from Northwest Stadium, with Morgan Boulevard Station just 6 minutes away. Rooms include refrigerators and microwaves for added comfort.
"Great staff, rooms were clean. "
United States
ashley
The price is ￥14,248
￥16,100 total
includes taxes & fees
Dec 28 - Dec 29
DoubleTree by Hilton Hotel Largo/Washington DC
Egyptian cotton sheets, premium bedding, pillowtop beds, desk
Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis
3.0 star property
Edgewater
8.8 out of 10, Excellent, (962)
Located minutes from U.S. Naval Academy, this peaceful hotel offers spacious suites and complimentary breakfast. The outdoor pool provides relaxation after exploring nearby shopping centers, while friendly staff ensure a comfortable stay close to major highways.
"Nice breakfast, clean room, great parking"
United States
Amy
The price is ￥14,150
￥16,131 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Sonesta ES Suites Annapolis
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.
"clean and comfy, friendly staff"
United States
Tamara
The price is ￥16,710
￥18,382 total
includes taxes & fees
Jan 12 - Jan 13, 2026
St Michaels Inn
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Hillsmere Shores Hotel Reviews

Historic Inns of Annapolis

Historic Inns of Annapolis

10/10 Excellent
"Beautiful area! Loved the room! We took a taxi from the airport, it was nice to not have to worry about parking."
Amy 3-night trip
Posted 1 day ago
Historic Inns of Annapolis

More cheap stays in Hillsmere Shores

Best Western Annapolis

Best Western Annapolis

2520 Riva Rd Annapolis MD
The price is ￥11,057 per night from Dec 28 to Dec 29
￥11,057
￥12,606 total
Dec 28 - Dec 29
includes taxes & fees
7.6/10 Good! (1,004 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 traveler data. Other good choices for your stay in the area are DoubleTree by Hilton Hotel Annapolis and Crowne Plaza Annapolis by IHG. See all available top hotels, or vacation rentals in Hillsmere Shores.
What's the top vacation rental in Hillsmere Shores?
Firepit, Beach, Pier and Gorgeous views without leaving your home ! ! !: This vacation home rental outside of Hillsmere Shores is located on the beach and has a fireplace, a patio, and air-conditioning to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games. See all 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. Crowne Plaza Annapolis by IHG and Comfort Inn Largo-Washington DC East 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 15 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 Bay Ridge Beach 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.

Explore a world of travel with Expedia