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Discover 1,317 Hillsmere hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

Holiday Inn Express Annapolis East-Kent Island by IHG
Exterior

Holiday Inn Express Annapolis East-Kent Island by IHG

2.5 star property
9.2 out of 10, Wonderful, (890)
"Wonderful breakfast and lovely outdoor seating next to the water! My favorite place to stay when I visit!!!"
$119 nightly
The price is $132
Aug 24 - Aug 25
Total with taxes and fees
Holiday Inn Express Annapolis East-Kent Island by IHG
Hyatt Place Kent Narrows & Marina
Terrace/patio

Hyatt Place Kent Narrows & Marina

3.0 star property
9.4 out of 10, Exceptional, (612)
"Great place to stay. "
$166 nightly
The price is $184
Sep 16 - Sep 17
Total with taxes and fees
Hyatt Place Kent Narrows & Marina
The Westin Annapolis
View from property

The Westin Annapolis

4.0 star property
8.6 out of 10, Excellent, (1001)
"Great place! "
$189 nightly
The price is $215
Aug 22 - Aug 23
Total with taxes and fees
The Westin Annapolis
Hilton Garden Inn Kent Island Marina
Terrace/patio

Hilton Garden Inn Kent Island Marina

3.0 star property
9.0 out of 10, Wonderful, (986)
"How clean and polite the staff was "
$158 nightly
The price is $175
Sep 1 - Sep 2
Total with taxes and fees
Hilton Garden Inn Kent Island Marina
Courtyard by Marriott Annapolis
Exterior

Courtyard by Marriott Annapolis

3.0 star property
8.6 out of 10, Excellent, (1000)
"Great place and great staff "
$105 nightly
The price is $120
Aug 28 - Aug 29
Total with taxes and fees
Courtyard by Marriott Annapolis
Historic Inns of Annapolis
Terrace/patio

Historic Inns of Annapolis

3.5 star property
9.0 out of 10, Wonderful, (1815)
"Great stay"
$143 nightly
The price is $163
Sep 8 - Sep 9
Total with taxes and fees
Historic Inns of Annapolis
Hilton Garden Inn Annapolis
Hypo-allergenic bedding, in-room safe, desk, iron/ironing board

Hilton Garden Inn Annapolis

3.0 star property
8.2 out of 10, Very Good, (1002)
"Property is in a nice location, staff were courteous and nice."
$105 nightly
The price is $119
Aug 26 - Aug 27
Total with taxes and fees
Hilton Garden Inn Annapolis
Country Inn & Suites by Radisson, Annapolis, MD
1 bedroom, hypo-allergenic bedding, desk, blackout drapes

Country Inn & Suites by Radisson, Annapolis, MD

3.0 star property
9.0 out of 10, Wonderful, (1005)
"Great visit "
$97 nightly
The price is $110
Aug 28 - Aug 29
Total with taxes and fees
Country Inn & Suites by Radisson, Annapolis, MD
Annapolis Waterfront Hotel, Autograph Collection
Room, 2 Queen Beds, Non Smoking, Balcony | Premium bedding, down comforters, pillowtop beds, in-room safe

Annapolis Waterfront Hotel, Autograph Collection

4.0 star property
8.8 out of 10, Excellent, (856)
"Great location and staff! The hotel is nice - wish that they had a bar and restaurant on site but plenty of options within walking distance though. Nice view of the water and updated rooms."
$237 nightly
The price is $270
Sep 1 - Sep 2
Total with taxes and fees
Annapolis Waterfront Hotel, Autograph Collection
Hampton Inn & Suites Annapolis
Premium bedding, pillowtop beds, in-room safe, individually furnished

Hampton Inn & Suites Annapolis

2.5 star property
8.2 out of 10, Very Good, (1001)
"Very nice stay. Front desk staff was friendly and the pool is a great bonus."
$104 nightly
The price is $118
Aug 24 - Aug 25
Total with taxes and fees
Hampton Inn & Suites Annapolis
DoubleTree by Hilton Hotel Annapolis
Garden

DoubleTree by Hilton Hotel Annapolis

4.0 star property
8.6 out of 10, Excellent, (1001)
"Nice hotel, convenient location with easy parking. "
$98 nightly
The price is $112
Aug 31 - Sep 1
Total with taxes and fees
DoubleTree by Hilton Hotel Annapolis
The Inn at Chesapeake Bay Beach Club
Front of property - evening/night

The Inn at Chesapeake Bay Beach Club

4.0 star property
9.4 out of 10, Exceptional, (411)
"Great location and amenities"
$248 nightly
The price is $275
Sep 1 - Sep 2
Total with taxes and fees
The Inn at Chesapeake Bay Beach Club
SpringHill Suites by Marriott Annapolis
Free daily self-serve breakfast

SpringHill Suites by Marriott Annapolis

3.0 star property
9.0 out of 10, Wonderful, (1001)
"Great place"
$93 nightly
The price is $106
Aug 28 - Aug 29
Total with taxes and fees
SpringHill Suites by Marriott Annapolis
Crowne Plaza Annapolis by IHG
Indoor pool

Crowne Plaza Annapolis by IHG

3.5 star property
8.8 out of 10, Excellent, (1004)
"Good location"
$104 nightly
The price is $119
Aug 28 - Aug 29
Total with taxes and fees
Crowne Plaza Annapolis by IHG
Fairfield Inn & Suites By Marriott Annapolis
Property amenity

Fairfield Inn & Suites By Marriott Annapolis

3.0 star property
9.0 out of 10, Wonderful, (135)
"complimentry breakfast is good ,friendly staff,clean and quite "
$127 nightly
The price is $145
Aug 26 - Aug 27
Total with taxes and fees
Fairfield Inn & Suites By Marriott Annapolis
Kent Island Resort
Aerial view

Kent Island Resort

3.5 star property
9.2 out of 10, Wonderful, (110)
"Hotel was great and peaceful. This hotel was water front. Nice surroundings!! I enjoyed to stay here."
$220 nightly
The price is $240
Sep 1 - Sep 2
Total with taxes and fees
Kent Island Resort
Sonesta ES Suites Annapolis
1 bedroom, Egyptian cotton sheets, premium bedding, pillowtop beds

Sonesta ES Suites Annapolis

3.0 star property
8.8 out of 10, Excellent, (863)
"Great room for a great price... Very friendly staff, too."
$94 nightly
The price is $107
Sep 10 - Sep 11
Total with taxes and fees
Sonesta ES Suites Annapolis
Wylder Tilghman Island
Seasonal outdoor pool

Wylder Tilghman Island

2.0 star property
8.6 out of 10, Excellent, (61)
"Good service and good options to enjoy the stays. "
$209 nightly
The price is $230
Sep 18 - Sep 19
Total with taxes and fees
Wylder Tilghman Island
Holiday Inn Express & Suites Annapolis by IHG
Free daily buffet breakfast

Holiday Inn Express & Suites Annapolis by IHG

2.5 star property
8.2 out of 10, Very Good, (1000)
"Great staff….property a bit “tired” but a very friendly staff working hard to make it comfortable. A decent value for location and price!"
$97 nightly
The price is $111
Aug 24 - Aug 25
Total with taxes and fees
Holiday Inn Express & Suites Annapolis by IHG
The Tilghman Island Inn
Outdoor banquet area

The Tilghman Island Inn

3.5 star property
9.8 out of 10, Exceptional, (101)
"Beautiful location on the water. The staff are super nice and helpful. The restaurant is very good. We had an excellent house smoked pulled pork sandwich and a shrimp po boy."
$205 nightly
The price is $226
Aug 26 - Aug 27
Total with taxes and fees
The Tilghman Island 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.
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Where to stay in Hillsmere

Find the best Hillsmere areas and neighborhoods for the activities you enjoy most.
Annapolis which includes street scenes and a city as well as a small group of people

Historic District

1 out of top 10 points of interest in this area

Discover a well-preserved historic district with elements of the original town plan, featuring landmarks like the Maryland State House, St. Ann's Church, and Paca House and Gardens. The neighborhood features prestigious educational institutions like St. John's College and the U.S. Naval Academy.

Eastport

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

Murray Hill

While visiting Murray Hill, you might make a stop by sights like Ballet Theater of Maryland and Spa Creek.

Cape Saint Claire

Boasting three marinas, multiple parks and beaches, Cape St. Claire offers a shopping center and various churches, with easy access to Annapolis and the Chesapeake Bay Bridge via U.S. Route 50.

Admiral Heights

Admiral Heights might not have many top sights, but Navy-Marine Corps Memorial Stadium and Maryland Hall for Creative Arts are two attractions nearby that you can check out.

Top Hillsmere Hotel Reviews

Aloft BWI Baltimore Washington International Airport

Aloft BWI Baltimore Washington International Airport

10/10 Excellent
"The best wasn't comfortable and couldn't change the air temp "
Daniel 1-night trip
Posted 22 hours ago
Aloft BWI Baltimore Washington International Airport

Frequently asked questions

What are the best family hotels in Hillsmere?
For families seeking a charming getaway in Hillsmere, the 1313 West Luxury Boutique Hotel stands out as an exceptional choice. This boutique hotel has a friendly setting, complete with a lovely garden, great for children to explore and enjoy the outdoors.
What are the most romantic hotels in Hillsmere for couples?
For a romantic escape, the 1313 West Luxury Boutique Hotel in Annapolis is an exceptional choice. This welcoming hotel provides a picturesque terrace and furnished balconies or patios, superb for couples looking to enjoy a cozy evening together. With amenities like deep soaking bathtubs and premium bedding, you'll find everything you need for a relaxing stay.
Can I cancel my hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Hillsmere hotel for you.
How can I save on a Hillsmere hotel booking with Expedia?
One Key™ - Expedia's free travel rewards program - gives you instant access to perks and Member Prices on Hillsmere hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings.

*OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
How much is the nightly rate at a Hillsmere hotel?
Hotel prices in Hillsmere often vary, but you can find a great deal from $87 on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.