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

Hillsmere Hotels, Annapolis

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Our top choices for Hillsmere hotels

Kent Island Resort

Kent Island Resort
3.5 star property
16 km from Hillsmere
9.4 out of 10, Exceptional, (147 reviews)
"It was such a lovely quaint resort. I loved everything about staying there. Thank you."
United States
Sue
The price is NZ$363
includes taxes & fees
30 June - 1 July
Kent Island Resort

Bragg Motel

Bragg Motel
2.0 star property
28.6 km from Hillsmere
The price is NZ$191
includes taxes & fees
7 July - 8 July
Bragg Motel

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, (927 reviews)
"Room was clean and staff took very good care of us"
United States
Carol
The price is NZ$197
includes taxes & fees
15 July - 16 July
Quality Inn Grasonville near Kent Island

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
28 km from Hillsmere
8.6 out of 10, Excellent, (1,002 reviews)
"Awesome spot and room, nice walking distance from multiple places"
United States
Travis
The price is NZ$309
includes taxes & fees
30 June - 1 July
Rod 'N' Reel Resort

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 NZ$293
includes taxes & fees
28 June - 29 June
Knapps Narrows Marina & Inn

Inn at Huntingfield Creek

Inn at Huntingfield Creek
3.5 star property
30.4 km from Hillsmere
10.0 out of 10, Exceptional, (65 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 NZ$350
includes taxes & fees
28 June - 29 June
Inn at Huntingfield Creek

The Tilghman Island Inn

The Tilghman Island Inn
3.5 star property
28.4 km from Hillsmere
9.4 out of 10, Exceptional, (137 reviews)
"The inn is very lovely. The views are spectacular. Very easy access to restaurants and shopping. "
United States
Tracey
The price is NZ$439
includes taxes & fees
30 June - 1 July
The Tilghman Island Inn

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 NZ$249
includes taxes & fees
8 July - 9 July
Haven Point Inn and Gallery

Wylder Tilghman Island

Wylder Tilghman Island
2.0 star property
29.4 km from Hillsmere
9.0 out of 10, Wonderful, (97 reviews)
"Super lovely, very cute even when our weather was pretty rainy."
United States
Jennifer
The price is NZ$759
includes taxes & fees
28 June - 29 June
Wylder Tilghman Island

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, (1,002 reviews)
"Good hotel for the price"
United States
Brenda
The price is NZ$246
includes taxes & fees
5 July - 6 July
Best Western Kent Narrows Inn

Village Inn Annapolis MD

Village Inn Annapolis MD
2.0 star property
9.5 km from Hillsmere
6.2 out of 10, (508 reviews)
"The room was very nice, clean and quiet. Great location"
United States
William
The price is NZ$168
includes taxes & fees
8 July - 9 July
Village Inn Annapolis MD

Rips Country Inn

Rips Country Inn
2.5 star property
18.5 km from Hillsmere
6.6 out of 10, (70 reviews)
"Convenient, quiet, and a restaurant right next door."
United States
Robin
The price is NZ$137
includes taxes & fees
29 June - 30 June
Rips Country Inn

The Wildset

The Wildset
2.5 star property
29.5 km from Hillsmere
9.8 out of 10, Exceptional, (466 reviews)
"Wonderful stay!"
United States
Rachel
The price is NZ$525
includes taxes & fees
28 July - 29 July
The Wildset

Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG
2.5 star property
5.2 km from Hillsmere
8.8 out of 10, Excellent, (272 reviews)
"Great stay in a quiet area"
United States
Mehran
The price is NZ$221
includes taxes & fees
5 July - 6 July
Candlewood Suites Annapolis by IHG

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, (1,096 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 NZ$201
includes taxes & fees
5 July - 6 July
Microtel Inn & Suites by Wyndham Gambrills

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, (1,006 reviews)
"The staff was great, nice hotel bar and the location was close to everything!"
United States
Diane
The price is NZ$192
includes taxes & fees
5 July - 6 July
DoubleTree by Hilton Hotel Annapolis

Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis
3.0 star property
5.9 km from Hillsmere
8.2 out of 10, Very good, (1,001 reviews)
"Breakfast was excellent and parking was convenient and safe"
United States
Paul
The price is NZ$180
includes taxes & fees
5 July - 6 July
Hilton Garden Inn Annapolis

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, (489 reviews)
"absolutely perfect for this traveler!"
United States
BENNY
The price is NZ$478
includes taxes & fees
30 June - 1 July
Anchored Inn at Hidden Harbour Marina

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, (1,002 reviews)
"Beautiful view!!! Clean hotel and very nice helpful staff. Would stay again."
United States
Michele
The price is NZ$274
includes taxes & fees
22 July - 23 July
Holiday Inn Express Annapolis East-Kent Island by IHG

Best Western Annapolis

Best Western Annapolis
2.5 star property
5.8 km from Hillsmere
7.8 out of 10, Good, (1,005 reviews)
"Clean, reasonably priced , great staff and excellent breakfast!"
United States
Brian
The price is NZ$184
includes taxes & fees
1 July - 2 July
Best Western Annapolis
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.

Our guide on where to stay in Hillsmere

Find the best Hillsmere areas for the activities you enjoy most.

Historic District

While visiting Historic District, you might make a stop by sights like Maryland State House and William Paca House.

Eastport

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

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.

Arundel on the Bay

If you're spending some time in Arundel on the Bay, Northern Chesapeake Bay and Chesapeake Bay are top sights worth seeing.

Top Hillsmere Hotel Reviews

Recent Reviews in Hillsmere

Frequently asked questions

What are the best family hotels in Hillsmere?
For excellent family-friendly hotels in Hillsmere, consider The Westin Annapolis, Hilton Garden Inn Annapolis Downtown, and Fairfield Inn & Suites By Marriott Annapolis.

The 4-star Westin Annapolis, with a strong 8.6 rating, offers comfortable and lovely rooms, with the added convenience of connecting rooms for families. It provides a pool, kids meals, and on-site shopping, including gift shops. Its location is great, and guests frequently highlight the friendly staff and super convenient shuttle service. It is also close to Maryland Hall for Creative Arts, just 0.4 km away.

Another great option is the 3-star Hilton Garden Inn Annapolis Downtown, also rated 8.6. This hotel is praised for its convenient and great location, excellent and friendly staff, and clean rooms. It offers covered self-parking and accessible parking options. It is located 0.7 km from Maryland Hall for Creative Arts.

The 3-star Fairfield Inn & Suites By Marriott Annapolis, boasting an impressive 9.0 rating, is highly recommended for its excellent and helpful staff, as well as its delicious complimentary breakfast. Rooms are clean and some include sofa beds, providing extra space for families. Free WiFi and complimentary toiletries are also provided. It is located 0.7 km from Maryland Hall for Creative Arts.
What are the best spa hotels in Hillsmere?
For a superb spa experience in Hillsmere, The Westin Annapolis is an excellent choice.

This 4-star hotel, rated 8.6, offers a full-service spa with a wide array of treatments including body treatments, massages, manicures, pedicures, aromatherapy, and facials. Guests particularly appreciate the comfortable and lovely rooms, the great service from friendly staff, and the super convenient shuttle service. The hotel is also well-situated, being just 1.4 km from Chase-Lloyd House and 1.8 km from the U.S. Naval Academy.
What hotels in Hillsmere offer free breakfast?
Two excellent hotels in Hillsmere that provide complimentary breakfast are the Fairfield Inn & Suites By Marriott Annapolis and the Residence Inn By Marriott Annapolis.

The 3-star Fairfield Inn & Suites By Marriott Annapolis, with an impressive 9.0 rating, offers a free full breakfast daily, alongside free WiFi and complimentary toiletries. Guests consistently praise the excellent and helpful staff, the delicious breakfast, and the clean rooms. It is conveniently located near several points of interest, including Spa Creek and the Annapolis Civil Rights Plaque.

Another superb option is the 3-star Residence Inn By Marriott Annapolis, also rated 9.0. This hotel provides a choice of free buffet or continental breakfast, along with free WiFi and a complimentary grocery shopping service. Guests often highlight the comfortable rooms and the friendly staff. Like the Fairfield Inn, it is close to attractions such as Spa Creek and the Thurgood Marshall Memorial.
What are the top pet-friendly hotels in Hillsmere?
For top pet-friendly hotels in Hillsmere, consider The Westin Annapolis, Hilton Garden Inn Annapolis Downtown, Residence Inn By Marriott Annapolis, and Fairfield Inn & Suites By Marriott Annapolis.

The 4-star Westin Annapolis, with an 8.6 rating, welcomes dogs and is conveniently located near shopping options. Guests frequently mention the comfortable rooms, great location, and friendly staff. It is also close to attractions like the Maryland Hall for Creative Arts and the Helen Avalynne Tawes Garden.

The 3-star Hilton Garden Inn Annapolis Downtown, rated 8.6, permits both dogs and cats and offers various parking options, including covered self-parking and accessible parking. Travellers appreciate its convenient location, excellent and friendly staff, and clean rooms.

Another excellent choice is the 3-star Residence Inn By Marriott Annapolis, which has a 9.0 rating and allows both dogs and cats. They provide food and water bowls, and guests can enjoy a complimentary buffet, continental, or full breakfast. Customers often highlight the comfortable rooms and friendly staff.

Finally, the 3-star Fairfield Inn & Suites By Marriott Annapolis, also with a 9.0 rating, is pet-friendly for dogs and provides food and water bowls. A complimentary full breakfast is included. Guests consistently praise the excellent and helpful staff, delicious breakfast, and clean rooms.
What are the best budget hotels in Hillsmere?
For excellent budget-friendly hotels in Hillsmere, consider the Residence Inn By Marriott Annapolis, the Fairfield Inn & Suites By Marriott Annapolis, and the Hilton Garden Inn Annapolis Downtown.

The 3-star Residence Inn By Marriott Annapolis, with a strong 9.0 rating, offers complimentary breakfast, including continental and buffet options, along with free WiFi and a complimentary grocery shopping service. Guests frequently comment on the comfortable rooms and friendly staff. It is conveniently located near attractions like Spa Creek and the Thurgood Marshall Memorial.

Another excellent choice is the 3-star Fairfield Inn & Suites By Marriott Annapolis, also rated 9.0. This hotel provides a complimentary full breakfast, free WiFi, and free toiletries. Travellers consistently praise the excellent and delicious breakfast, the clean rooms, and the great service from the helpful staff. It shares a similar proximity to local points of interest such as the Kunta Kinte Plaque & Alex Haley Memorial.

Finally, the 3-star Hilton Garden Inn Annapolis Downtown, with an 8.6 rating, is another highly recommended option. It features free WiFi and complimentary toiletries. Guests often highlight its convenient and great location, the excellent and friendly staff, and the clean, good rooms. You'll find it just a short walk from Spa Creek and the Annapolis Civil Rights Plaque.
What are the most romantic hotels in Hillsmere for couples?
For couples seeking a romantic stay in Hillsmere, The Westin Annapolis comes highly recommended.

This 4-star hotel, with an 8.6 rating, offers a full-service spa with couples' treatment rooms, great for a relaxing experience together. Guests often describe the rooms as comfortable and lovely, and the hotel's location is considered great for exploring the area. The Westin Annapolis is within close proximity to attractions such as the Chase-Lloyd House and the U.S. Naval Academy.
What are the best hotels in Hillsmere near Annapolis Harbor?
For hotels in Hillsmere near Annapolis Harbor, consider The Westin Annapolis or the Fairfield Inn & Suites By Marriott Annapolis.

The 4-star Westin Annapolis, with an 8.6 rating, is a great option. Guests frequently mention the comfortable and lovely rooms, and its location is great. This hotel offers an indoor pool and on-site shopping, and a shuttle service is super convenient for getting around. It is also quite close to the Kunta Kinte–Alex Haley Memorial and Maryland Hall for Creative Arts.

Another excellent choice is the 3-star Fairfield Inn & Suites By Marriott Annapolis, rated 9.0. Guests consistently praise the excellent and helpful staff, as well as the delicious, complimentary breakfast. The rooms are noted for being clean, and the hotel offers free WiFi. It's conveniently located near the Kunta Kinte–Alex Haley Memorial and the Maryland Hall for Creative Arts.
When is the best time to go to Hillsmere?
The best time to go to Hillsmere is during the spring (April to June) and autumn (September to October) months. These periods offer pleasant weather, making them ideal for enjoying the outdoors and exploring the area.

In spring, the temperatures are mild, typically ranging from 15°C to 25°C, and the natural scenery around the Chesapeake Bay is particularly beautiful with blooming flowers and lush greenery. This is a great time for couples to enjoy scenic walks along the waterfront or explore nearby Annapolis without the intense summer heat or crowds.

Autumn also provides comfortable temperatures, generally between 10°C and 20°C, and the changing leaves create a stunning backdrop, especially around Quiet Waters Park. This season is superb for families looking for outdoor activities like cycling or picnicking, as the cooler air makes it more comfortable to be outside for extended periods.
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 to 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 hotel booking in Hillsmere with Expedia?
One Key™ – Expedia's free travel rewards programme – 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. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
How much is the nightly rate for a hotel in Hillsmere?
Hotel prices in Hillsmere often vary, but you can find a great deal 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.

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