Book Hotels in Hillsmere Shores, MD

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Oct 9 - Oct 11
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Top Hillsmere Shores hotels

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

4 out of 5
126 West St Annapolis MD
Fully refundableReserve now, pay when you stay
$147 nightly
The price is $167 total per night from Oct 26 to Oct 27
$167 total
Oct 26 - Oct 27
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, conference space, ...
"Bed was uncomfortable and in addition to being very low it felt worn out. The closet was missing half the door and the other half was in need of repair. The room was very clean."

Reviewed on Oct 6, 2026

Opens in a new windowGraduate by Hilton Annapolis
Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
58 State Circle Annapolis MD
$125 nightly
The price is $143 total per night from Nov 4 to Nov 5
$143 total
Nov 4 - Nov 5
Total with taxes and fees
This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and valet parking. ...
"Only complaint was no coffee or cups. And lightbulbs were out."

Reviewed on Oct 6, 2026

Opens in a new windowHistoric Inns of Annapolis
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

4 out of 5
210 Holiday Court Annapolis MD
Fully refundableReserve now, pay when you stay
$90 nightly
The price is $103 total per night from Oct 12 to Oct 13
$103 total
Oct 12 - Oct 13
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. ...
"This was a nice spot to land while we visited Annapolis family and friends. Comfortable and very nice staff - especially in the dining room!"

Reviewed on Oct 6, 2026

Opens in a new windowDoubleTree by Hilton Hotel Annapolis
Rod 'N' Reel Resort

Rod 'N' Reel Resort

4 out of 5
4165 Mears Ave Chesapeake Beach MD
Fully refundableReserve now, pay when you stay
$132 nightly
The price is $146 total per night from Oct 21 to Oct 22
$146 total
Oct 21 - Oct 22
Total with taxes and fees
A marina, 2 restaurants, and an indoor pool are all featured at this smoke-free hotel. Make the most of the 24-hour gym and seasonal outdoor pool, and relax ...
"The views were fantastic."

Reviewed on Oct 6, 2026

Opens in a new windowRod 'N' Reel Resort
Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown

3 out of 5
174 West Street Annapolis MD
$106 nightly
The price is $121 total per night from Nov 1 to Nov 2
$121 total
Nov 1 - Nov 2
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and ...
"Staff was great, hotel needs real renovation seems like they've done a lot of patch work. Parking should be complimentary for people staying in the hotel or a discounted rate. $35 a day for parking at the hotel you're staying at is crazy. There's very limited parking to begin with."

Reviewed on Oct 5, 2026

Opens in a new windowHilton Garden Inn Annapolis Downtown
DoubleTree by Hilton Hotel Largo/Washington DC

DoubleTree by Hilton Hotel Largo/Washington DC

4 out of 5
9100 Basil Court Upper Marlboro MD
Fully refundableReserve now, pay when you stay
$106 nightly
The price is $120 total per night from Nov 2 to Nov 3
$120 total
Nov 2 - Nov 3
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 5 conference rooms, along with the 24-hour business ...
"my cozy room pet friendly staff"

Reviewed on Oct 6, 2026

Opens in a new windowDoubleTree by Hilton Hotel Largo/Washington DC
Comfort Inn Largo-Washington DC East

Comfort Inn Largo-Washington DC East

3 out of 5
9421 Largo Drive West Upper Marlboro MD
Fully refundable
$67 nightly
The price is $76 total per night from Nov 2 to Nov 3
$76 total
Nov 2 - Nov 3
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will ...
Opens in a new windowComfort Inn Largo-Washington DC East
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

3.5 out of 5
173 Jennifer Rd Annapolis MD
Fully refundable
$110 nightly
The price is $125 total per night from Oct 11 to Oct 12
$125 total
Oct 11 - Oct 12
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. ...
Opens in a new windowCrowne Plaza Annapolis by IHG
St Michaels Inn

St Michaels Inn

2.5 out of 5
1228 S Talbot Street St. Michaels MD
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $109 total per night from Oct 11 to Oct 12
$109 total
Oct 11 - Oct 12
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of ...
Opens in a new windowSt Michaels Inn
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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.

Frequently asked questions

What are the top kid-friendly hotels in Hillsmere Shores?
From thoughtful amenities to rooms with bunk beds, kid-friendly hotels are equipped with features that can help turn a great family vacation into a sensational one. These Hillsmere Shores options make traveling with young ones a piece of cake: Put your bags down at Easy Annapolis lodging - still available for Sailboat Show!. It comes with a playground, a nearby beach and a knack for making families feel at home. Cute, cozy rancher close to down town Annapolis is also a great choice. After an exciting day of exploring, come home to your comfortable room and amenities like free WiFi and clothes washing facilities.
Where can I find cheap hotels in Hillsmere Shores?
At Travelocity you'll find really nice hotels in Hillsmere Shores at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Hillsmere Shores rather than in Hillsmere Shores. We may find you even better rates, too.
How do I find the best Hillsmere Shores hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Hillsmere Shores then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Hillsmere Shores?
The cheapest hotel in Hillsmere Shores is $76. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Hillsmere Shores?
There are 1,311 hotels in Hillsmere Shores on Travelocity.
What are the best hotels in Hillsmere Shores?
Hillsmere Shores has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Hillsmere Shores for you!
When is the best time to visit Hillsmere Shores?
If you want the joy of a fun-filled trip in peak season, visit Hillsmere Shores during March, July and August. If you'd prefer the peace of off-season, book a stay during quieter months, such as January, October and December.
When is the cheapest time to stay in Hillsmere Shores?
Based on historic data is usually the cheapest month to visit Hillsmere Shores. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Hillsmere Shores?
There are multiple hotels in Hillsmere Shores that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Hillsmere Shores. We have plenty of kid-friendly hotels in Hillsmere Shores to choose from on Travelocity!
Why book a hotel in Hillsmere Shores through Travelocity?
Because we have the top hotels in Hillsmere Shores! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Hillsmere Shores on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Hillsmere Shores hotel reviews by fellow wanderers

Historic Inns of Annapolis

Historic Inns of Annapolis

4 out of 5
Posted 13 hours ago
Travelocity Verified Review
"Only complaint was no coffee or cups. And lightbulbs were out."
A verified traveler stayed at Historic Inns of Annapolis
Historic Inns of Annapolis

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