Find hotels in Hillsmere, Annapolis from ￥11,908

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

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Sep 30 - Oct 1
Tomorrow
Oct 1 - Oct 2
This weekend
Oct 3 - Oct 5
Next weekend
Oct 10 - Oct 12

Filter by

Guest rating
Guest rating
Star rating

Discover 1,337 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, (903)
"The BEAUTIFUL backyard on the water, the walking trail, and the walkability to several restaurants were so nice!"
The price is ￥18,872
￥20,948 total
includes taxes & fees
Oct 19 - Oct 20
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, (633)
"Great location and rooms. Great place!"
The price is ￥22,141
￥24,576 total
includes taxes & fees
Oct 26 - Oct 27
Hyatt Place Kent Narrows & Marina
Hilton Garden Inn Kent Island Marina
Terrace/patio

Hilton Garden Inn Kent Island Marina

3.0 star property
9.0 out of 10, Wonderful, (1001)
"Hotel was great, beautiful location near the water"
The price is ￥23,407
￥25,982 total
includes taxes & fees
Oct 16 - Oct 17
Hilton Garden Inn Kent Island Marina
The Westin Annapolis
View from property

The Westin Annapolis

4.0 star property
8.6 out of 10, Excellent, (1009)
"Would stay there again very soon "
The price is ￥31,800
￥36,252 total
includes taxes & fees
Oct 26 - Oct 27
The Westin Annapolis
Courtyard by Marriott Annapolis
Exterior

Courtyard by Marriott Annapolis

3.0 star property
8.6 out of 10, Excellent, (1000)
"The room was great, and the staff was great. "
The price is ￥16,940
￥19,312 total
includes taxes & fees
Oct 19 - Oct 20
Courtyard by Marriott Annapolis
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, (1016)
"Nice location and staff was friendly and helpful."
The price is ￥16,741
￥19,085 total
includes taxes & fees
Oct 30 - Oct 31
Hampton Inn & Suites 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, (1024)
"Great place to stay. The pool and hot tub are great amenities. "
The price is ￥15,031
￥17,135 total
includes taxes & fees
Oct 14 - Oct 15
Country Inn & Suites by Radisson, Annapolis, MD
Historic Inns of Annapolis
Terrace/patio

Historic Inns of Annapolis

3.5 star property
9.0 out of 10, Wonderful, (1861)
"Perfect location…terrific staff…spacious room with a king sized bed! "
Historic Inns of Annapolis
Capital O Village Inn Annapolis MD US 50
TV

Capital O Village Inn Annapolis MD US 50

2.0 star property
6.2 out of 10, (502)
"The room was very nice, clean and quiet. Great location"
The price is ￥14,499
￥16,529 total
includes taxes & fees
Oct 15 - Oct 16
Capital O Village Inn Annapolis MD US 50
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, (1008)
"Our stay at the hotel was easy check in and check out. Quiet and great location for our stay."
The price is ￥17,915
￥20,423 total
includes taxes & fees
Oct 19 - Oct 20
Hilton Garden Inn Annapolis
Sonesta ES Suites Annapolis
Egyptian cotton sheets, premium bedding, pillowtop beds, desk

Sonesta ES Suites Annapolis

3.0 star property
8.8 out of 10, Excellent, (901)
"Had a great stay."
The price is ￥15,387
￥17,541 total
includes taxes & fees
Oct 30 - Oct 31
Sonesta ES Suites Annapolis
DoubleTree by Hilton Hotel Annapolis
Garden

DoubleTree by Hilton Hotel Annapolis

4.0 star property
8.6 out of 10, Excellent, (1024)
"Comfortable place to stay, nice shopping area close by. "
The price is ￥16,515
￥18,827 total
includes taxes & fees
Oct 20 - Oct 21
DoubleTree by Hilton Hotel Annapolis
Crowne Plaza Annapolis by IHG
Indoor pool

Crowne Plaza Annapolis by IHG

3.5 star property
8.8 out of 10, Excellent, (1020)
"Good location"
The price is ￥15,454
￥17,618 total
includes taxes & fees
Oct 14 - Oct 15
Crowne Plaza Annapolis by IHG
Best Western Annapolis
Exterior

Best Western Annapolis

2.5 star property
7.8 out of 10, Good, (1027)
"Great place."
The price is ￥12,304
￥14,028 total
includes taxes & fees
Oct 7 - Oct 8
Best Western Annapolis
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, (868)
"Beautiful location, big rooms "
The price is ￥35,240
￥40,174 total
includes taxes & fees
Oct 30 - Oct 31
Annapolis Waterfront Hotel, Autograph Collection
Kent Island Resort
Aerial view

Kent Island Resort

3.5 star property
9.2 out of 10, Wonderful, (114)
"Great INN super nice staff"
The price is ￥28,085
￥36,755 total
includes taxes & fees
Oct 21 - Oct 22
Kent Island Resort
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, (1006)
"Clean room, Good breakfast and friendly staff."
The price is ￥16,926
￥19,297 total
includes taxes & fees
Oct 19 - Oct 20
SpringHill Suites by Marriott Annapolis
The Tilghman Island Inn
Outdoor banquet area

The Tilghman Island Inn

3.5 star property
9.6 out of 10, Exceptional, (111)
"Great staff and food!"
The price is ￥30,463
￥33,509 total
includes taxes & fees
Oct 1 - Oct 2
The Tilghman Island Inn
Fairfield Inn & Suites By Marriott Annapolis
Property amenity

Fairfield Inn & Suites By Marriott Annapolis

3.0 star property
9.0 out of 10, Wonderful, (149)
"Great room, very clean property, and the breakfast… absolutely perfect for me and my son. "
The price is ￥21,398
￥24,393 total
includes taxes & fees
Oct 13 - Oct 14
Fairfield Inn & Suites By Marriott Annapolis
Hilton Garden Inn Annapolis Downtown
Suite, 1 Bedroom, Terrace | Living area | 42-inch LED TV with digital channels, TV

Hilton Garden Inn Annapolis Downtown

3.0 star property
8.6 out of 10, Excellent, (1018)
"Great staff, very helpful and welcoming!! Also location is great and very walkable to downtown area"
The price is ￥16,988
￥19,366 total
includes taxes & fees
Oct 19 - Oct 20
Hilton Garden Inn Annapolis Downtown
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 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

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

Historic Inns of Annapolis

Historic Inns of Annapolis

10/10 Excellent
"So the entire experience was amazing. There was so much in walking distance. It was kind of weird because there were actually 3 inns and we didn't know which one we were in"
Alison Marie 4-night trip
Posted 2 days ago
Historic Inns of Annapolis

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

What is Hillsmere like?

Travelers are sure to enjoy a stay in Annapolis's Hillsmere neighborhood. Be sure to check out Maryland Quiet Waters Park and Great Frogs Winery as part of your Hillsmere travel plans.

How many hotels are there in the Hillsmere area?

When you want to kick up your feet after a day of exploring the sights in Annapolis, you can choose from 12 Expedia hotels and other accommodations in Hillsmere.

If I need to cancel my hotel reservation in Hillsmere, will I receive a refund?

Yes, the majority of room reservations are fully refundable provided that you cancel before the hotel’s cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If you have a reservation that's non-refundable, you might be able to cancel it and be given a refund within 24 hours of your booking. Enter dates in and click on "Search", then use the filter option "fully refundable" to get the best deals in Hillsmere.

Where can I learn more about changing or cancelling my trip to Hillsmere?

To find more details about changing or cancelling your trip to Hillsmere, head over to our customer service page.

What is there to do in this Annapolis neighborhood?

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, be sure to visit other sights like Bay Bridge Market Place Shopping Center or Historical Society of Talbot County.