The Best Hotels in Hillsmere, Annapolis - 2026 Updated Prices

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

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Our top choices for Hillsmere hotels

A modern kitchen with grey cabinets, a white countertop, and various kitchen appliances.

1. SpringHill Suites by Marriott Annapolis

5.4 km from Hillsmere

Joshua

฿4,004 total

includes taxes & fees

13 Sept - 14 Sept

A hotel lobby with a reception desk, a large aquarium, and framed artwork on the walls.

2. DoubleTree by Hilton Hotel Annapolis

5.9 km from Hillsmere

Fabiana

฿3,636 total

includes taxes & fees

30 Aug - 31 Aug

A spacious indoor area with brick walls, wooden flooring, and string lights. There are tables and chairs arranged for dining or socializing.

3. Historic Inns of Annapolis

Historic District, 4.4 km from Hillsmere

Stephanie

฿5,114 total

includes taxes & fees

27 Sept - 28 Sept

A multi-story hotel with a brick facade, large windows, and an American flag.

4. Crowne Plaza Annapolis by IHG

6.2 km from Hillsmere

Heather

฿3,851 total

includes taxes & fees

27 Sept - 28 Sept

A spacious lobby with a high ceiling, a reception desk, seating areas, and a central decorative piece.

5. The Westin Annapolis

4 km from Hillsmere

susan greco

฿6,298 total

includes taxes & fees

30 Aug - 31 Aug

A modern hotel room with a large bed, a separate bathroom with a bathtub, a desk, and a microwave.

6. Holiday Inn Express & Suites Annapolis by IHG

5.7 km from Hillsmere

Frank

฿3,664 total

includes taxes & fees

27 Sept - 28 Sept

A spacious living room with a large wooden coffee table, a leather sofa, and a chandelier.

7. Country Inn & Suites by Radisson, Annapolis, MD

6.9 km from Hillsmere

Leslie

฿3,560 total

includes taxes & fees

27 Sept - 28 Sept

A courtyard with a stone fire pit surrounded by wicker furniture and a grassy lawn.

8. Courtyard by Marriott Annapolis

5.9 km from Hillsmere

Phyllis

฿3,589 total

includes taxes & fees

7 Sept - 8 Sept

A marina with numerous boats docked, a prominent building with a dome in the background, and a clear view of the water.

9. Graduate by Hilton Annapolis

4.2 km from Hillsmere

Patricia

฿5,794 total

includes taxes & fees

30 Aug - 31 Aug

A modern lobby with a seating area, a fireplace, and a bookshelf.

10. Hilton Garden Inn Annapolis Downtown

4.1 km from Hillsmere

Nelson

฿3,955 total

includes taxes & fees

7 Sept - 8 Sept

An outdoor patio with tables, chairs, and a fire feature.

11. Fairfield Inn & Suites By Marriott Annapolis

4.4 km from Hillsmere

Gary

฿4,749 total

includes taxes & fees

31 Aug - 1 Sept

A modern kitchen with white tiled walls, wooden flooring, and labeled sections for 'CRACKED' and 'BOKED'.

12. Sonesta ES Suites Annapolis

5.5 km from Hillsmere

Sophia

฿3,664 total

includes taxes & fees

23 Sept - 24 Sept

A cozy bar area with a brick archway, wooden cabinets, and a dining table with chairs.

13. 86 State Circle - Luxury Boutique Hotel

Historic District, 4.5 km from Hillsmere

฿16,907 total

includes taxes & fees

30 Aug - 31 Aug

14. Residence Inn By Marriott Annapolis

4.3 km from Hillsmere

Caitlin

฿6,000 total

includes taxes & fees

6 Sept - 7 Sept

A Hampton Inn & Suites hotel with a modern design, featuring a prominent entrance and a covered outdoor area.

15. Hampton Inn & Suites Annapolis

5.5 km from Hillsmere

Meghalee

฿3,636 total

includes taxes & fees

10 Sept - 11 Sept

A modern hotel kitchen with a central island, seating area, and various kitchen appliances.

16. Best Western Annapolis

5.8 km from Hillsmere

George

฿2,827 total

includes taxes & fees

27 Sept - 28 Sept

A multi-story Microtel by Wyndham hotel with a parking lot and a landscaped area in front.

17. Microtel Inn & Suites by Wyndham Gambrills

18.8 km from Hillsmere

William

฿3,656 total

includes taxes & fees

30 Aug - 31 Aug

A bar area with multiple seating options, including bar stools and tables, and a variety of bottles and glasses on shelves.

18. Comfort Inn Conference Center

18.7 km from Hillsmere

Rachel

฿4,396 total

includes taxes & fees

30 Aug - 31 Aug

A balcony with a table set for two, overlooking a marina with boats.

19. Annapolis Waterfront Hotel, Autograph Collection

Historic District, 4.2 km from Hillsmere

Deanna

฿8,019 total

includes taxes & fees

2 Sept - 3 Sept

A modern lobby with a reception desk, seating area, and potted plants.

20. Hilton Garden Inn Annapolis

5.9 km from Hillsmere

Glenn

฿3,367 total

includes taxes & fees

27 Sept - 28 Sept

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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.

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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.

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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.

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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.

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A suspension bridge over a body of water with a sunset in the background.

Cape Saint Claire

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

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Top Hillsmere Hotel Reviews

Holiday Inn Baltimore BWI Airport by IHG

10/10 Excellent

"Breakfast is a bit better than most chain hotels. Bar is nice."

Annapolis Waterfront Hotel, Autograph Collection

8/10 Good

"The location of the hotel was awesome along with our balcony view. However you should not have to pay an additional $50 per day to park your car especially since the garage up the street is Therefore the guests are getting pentalized to park at the hotel . Additionally the front desk women were rude and condescending"

Graduate by Hilton Annapolis

10/10 Excellent

"I arrived late following a long-distance sailboat race across the Chesapeake Bay. “Nick” was managing the front desk. He was polite, efficient, friendly, and professional. He offered me the best room the hotel had available at my price, and guaranteed I would have a good night’s rest. He was 100% correct. The room was clean and comfortable, and more importantly it was quiet. Check out was easy the next morning."

Crowne Plaza Annapolis by IHG

8/10 Good

"I wish I could give half stars because this place is really a 4.5 stars. First off this place was great, it is everything you need for a hotel. Great prices, friendly staff, very clean, very nice hotel. Why I gave it 4 stars? The coffee machine was down for our first night, the jacuzzi was down for maintenance, the wifi went for maintenance lol so it was a little much but I know you can't always control those things. Another small thing, I also wish the TV's were smart TV's and I wish the rooms came with a microwave. Overall great hotel, would stay here again."

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.

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Our top choices for Hillsmere hotels

1. SpringHill Suites by Marriott Annapolis

2. DoubleTree by Hilton Hotel Annapolis

3. Historic Inns of Annapolis

4. Crowne Plaza Annapolis by IHG

5. The Westin Annapolis

6. Holiday Inn Express & Suites Annapolis by IHG

7. Country Inn & Suites by Radisson, Annapolis, MD

8. Courtyard by Marriott Annapolis

9. Graduate by Hilton Annapolis

10. Hilton Garden Inn Annapolis Downtown

11. Fairfield Inn & Suites By Marriott Annapolis

12. Sonesta ES Suites Annapolis

13. 86 State Circle - Luxury Boutique Hotel

14. Residence Inn By Marriott Annapolis

15. Hampton Inn & Suites Annapolis

16. Best Western Annapolis

17. Microtel Inn & Suites by Wyndham Gambrills

18. Comfort Inn Conference Center

19. Annapolis Waterfront Hotel, Autograph Collection

20. Hilton Garden Inn Annapolis

Where to stay in Hillsmere

Historic District

Eastport

Murray Hill

Admiral Heights

Cape Saint Claire

Top Hillsmere Hotel Reviews

Holiday Inn Baltimore BWI Airport by IHG

Frequently asked questions

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