A grassy area with two Adirondack chairs near a waterfront, a large tree, and a distant view of the sea.

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Check prices for these dates

This weekend
17 Jul - 19 Jul
Next weekend
24 Jul - 26 Jul

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Star rating

Our top choices for Hillsmere hotels

Reception

Kent Island Resort

Kent Island Resort
3.5 star property
16 km from Hillsmere
9.4 out of 10, Exceptional, (158 reviews)
"Enjoyed our stay it was very quaint, beautiful surroundings very helpful and friendly staff. We would highly recommend!"
United States
Mercedes
The price is 4.288.080 ₫
5.655.040 ₫ total
includes taxes & fees
14 Jul - 15 Jul
Kent Island Resort
Exterior

Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
28.6 km from Hillsmere
9.4 out of 10, Exceptional, (388 reviews)
"Breakfast is excellent, staff very friendly"
United States
Polina
The price is 3.940.350 ₫
4.334.385 ₫ total
includes taxes & fees
15 Jul - 16 Jul
Knapps Narrows Marina & Inn
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
2.5 star property
25.8 km from Hillsmere
7.8 out of 10, Good, (936 reviews)
"Room was clean and staff took very good care of us"
United States
Carol
The price is 2.626.900 ₫
2.915.859 ₫ total
includes taxes & fees
21 Jul - 22 Jul
Quality Inn Grasonville near Kent Island
Indoor pool

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
22.8 km from Hillsmere
8.0 out of 10, Very good, (1,007 reviews)
"Good hotel for the price"
United States
Brenda
The price is 3.288.616 ₫
3.650.340 ₫ total
includes taxes & fees
16 Jul - 17 Jul
Best Western Kent Narrows Inn
Outdoor wedding area

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
28 km from Hillsmere
8.6 out of 10, Excellent, (1,021 reviews)
"I really enjoyed my stay. I went for a little birthday vacation, being from out of town I had a few ideas of what I could do but the front desk check in staff was super helpful as well and gave me a lot of ideas for fun things I could do! To me, this resort was the ideal place to stay if you want to get away and relax and take in the beautiful views!!!"
United States
Colton
The price is 5.003.851 ₫
6.429.033 ₫ total
includes taxes & fees
20 Jul - 21 Jul
Rod 'N' Reel Resort
Terrace/patio

The Tilghman Island Inn

The Tilghman Island Inn
3.5 star property
28.4 km from Hillsmere
9.4 out of 10, Exceptional, (142 reviews)
"The bar and restaurant were not open yet. Enjoyed the stay!"
United States
Loren
The price is 5.910.525 ₫
6.501.578 ₫ total
includes taxes & fees
9 Aug - 10 Aug
The Tilghman Island Inn
Front of property

The Wildset

The Wildset
2.5 star property
29.5 km from Hillsmere
9.8 out of 10, Exceptional, (473 reviews)
"Wonderful stay!"
United States
Rachel
The price is 6.278.291 ₫
7.562.845 ₫ total
includes taxes & fees
11 Aug - 12 Aug
The Wildset
Lake

Inn at Huntingfield Creek

Inn at Huntingfield Creek
3.5 star property
30.4 km from Hillsmere
10.0 out of 10, Exceptional, (66 reviews)
"A beautiful place to spend a few days relaxing and enjoying nature. The owners are friendly, welcoming, and take excellent care of the property."
United States
Myrna
The price is 4.677.984 ₫
5.192.331 ₫ total
includes taxes & fees
15 Jul - 16 Jul
Inn at Huntingfield Creek
Reception

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
5.9 km from Hillsmere
8.6 out of 10, Excellent, (1,037 reviews)
"Good location, great room, and a great staff."
United States
Marie
The price is 2.921.113 ₫
3.330.069 ₫ total
includes taxes & fees
14 Jul - 15 Jul
DoubleTree by Hilton Hotel Annapolis
House (3 Bedrooms) | Interior

Waterfront Home on Marley Creek!

Waterfront Home on Marley Creek!
3.0 star property
25.3 km from Hillsmere
The price is 8.747.577 ₫
11.254.690 ₫ total
includes taxes & fees
14 Jul - 15 Jul
Waterfront Home on Marley Creek!
Exterior

Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
2.5 star property
22.9 km from Hillsmere
9.2 out of 10, Wonderful, (1,006 reviews)
"It's a smaller hotel but it did the job. The hotel was clean."
United States
Scott
The price is 3.113.665 ₫
3.456.213 ₫ total
includes taxes & fees
27 Jul - 28 Jul
Holiday Inn Express Annapolis East-Kent Island by IHG
Exterior

Microtel Inn & Suites by Wyndham Gambrills

Microtel Inn & Suites by Wyndham Gambrills
2.0 star property
18.8 km from Hillsmere
9.2 out of 10, Wonderful, (1,110 reviews)
"Perfect for a weekend stay while going to the let's go music fest. Our 2nd year staying here"
United States
Erin
The price is 2.679.438 ₫
3.054.559 ₫ total
includes taxes & fees
19 Jul - 20 Jul
Microtel Inn & Suites by Wyndham Gambrills
Exterior

Haven Point Inn and Gallery

Haven Point Inn and Gallery
2.0 star property
31 km from Hillsmere
9.6 out of 10, Exceptional, (5 reviews)
"Room was very clean and the owner was very helpful will definitely stay there again"
United States
John
The price is 3.664.525 ₫
4.067.624 ₫ total
includes taxes & fees
14 Jul - 15 Jul
Haven Point Inn and Gallery
Front of property

Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
18 km from Hillsmere
9.4 out of 10, Exceptional, (491 reviews)
"absolutely perfect for this traveler!"
United States
BENNY
The price is 6.359.725 ₫
7.250.244 ₫ total
includes taxes & fees
14 Jul - 15 Jul
Anchored Inn at Hidden Harbour Marina
Fridge, microwave

Village Inn Annapolis MD

Village Inn Annapolis MD
2.0 star property
9.5 km from Hillsmere
6.2 out of 10, (510 reviews)
"Always clean staff friendly professional used to pretty much live here years ago always worked with me treated me right.Highly recommend 👌 👍"
United States
Stephen
The price is 2.180.327 ₫
2.485.573 ₫ total
includes taxes & fees
14 Jul - 15 Jul
Village Inn Annapolis MD
Basic Single Room | Desk, laptop workspace, blackout curtains, free WiFi

Rips Country Inn

Rips Country Inn
2.5 star property
18.5 km from Hillsmere
6.6 out of 10, (71 reviews)
"Convenient, quiet, and a restaurant right next door."
United States
Robin
The price is 2.127.552 ₫
2.404.135 ₫ total
includes taxes & fees
15 Jul - 16 Jul
Rips Country Inn
Lobby lounge

Flag House Inn

Flag House Inn
3.5 star property
Historic District, 4.5 km from Hillsmere
9.2 out of 10, Wonderful, (94 reviews)
"Great location. Beautiful room and exemplary service. "
United States
Nathan
The price is 5.723.227 ₫
6.524.432 ₫ total
includes taxes & fees
14 Jul - 15 Jul
Flag House Inn
Lobby

Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis
3.0 star property
5.9 km from Hillsmere
8.2 out of 10, Very good, (1,007 reviews)
"We have stayed here many times over the last 20 years give or take. Two years ago the property was on need of a serious update! I am glad to say the property has been refreshed!! Looks great! Everything was in working order, no maintenance issues at all! Great location for all things Annapolis related!"
United States
Brian
The price is 2.843.357 ₫
3.241.427 ₫ total
includes taxes & fees
20 Jul - 21 Jul
Hilton Garden Inn Annapolis
Meeting facility

Historic Inns of Annapolis

Historic Inns of Annapolis
3.5 star property
Historic District, 4.4 km from Hillsmere
9.0 out of 10, Wonderful, (1,900 reviews)
"Easy check in, easy valet, great location. Overall, very nice stay!"
United States
Caitlin
The price is 2.520.312 ₫
3.771.556 ₫ total
includes taxes & fees
20 Jul - 21 Jul
Historic Inns of Annapolis
House (3 Bedrooms) | Interior

Idyllic Pasadena Retreat With Garden + Hot Tub!

Idyllic Pasadena Retreat With Garden + Hot Tub!
3.0 star property
22 km from Hillsmere
The price is 5.884.256 ₫
12.752.811 ₫ total
includes taxes & fees
19 Jul - 20 Jul
Idyllic Pasadena Retreat With Garden + Hot Tub!
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

Where to stay in Hillsmere

Find the best Hillsmere 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.

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.

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.

Cape Saint Claire

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

Admiral Heights

If you're looking for some top things to see and do in Admiral Heights and surrounding area, you can visit Navy-Marine Corps Memorial Stadium and Maryland Hall for Creative Arts.

Top Hillsmere Hotel Reviews

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

8/10 Good
"Staff was very helpful and friendly"
Reginald 1-night trip
Posted 1 hour ago
DoubleTree by Hilton Hotel Annapolis

Frequently asked questions

What is Hillsmere like?
Travellers are sure to enjoy a stay in Annapolis's Hillsmere neighbourhood. Make sure that you visit Maryland Quiet Waters Park and Great Frogs Winery as part of your Hillsmere travel plans.
How many hotels should I expect to find in the Hillsmere area?
Book one of Expedia's 9 hotels and other accommodation options in Hillsmere and start exploring everything Annapolis has to offer.
If I need to cancel my hotel reservation in Hillsmere, will I receive a refund?
Yes, most hotel room reservations are fully refundable provided that you cancel before the hotel's cancellation deadline, which often is within 24-48 hours of your check-in date. 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. Plug in your dates, click on "Search", then use the "fully refundable" filter to get the best deals available in Hillsmere.
What is there to do in this Annapolis neighbourhood?
A few attractions you might want to check out while you're in Hillsmere are Maryland Quiet Waters Park and Great Frogs Winery. While you're out sightseeing in Annapolis, make sure that you visit other sights such as Bay Bridge Market Place Shopping Center or Historical Society of Talbot County.