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Oct 17 - Oct 18
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Oct 17 - Oct 19
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Oct 24 - Oct 26

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Compare 1,244 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Exterior
Holiday Inn Express Annapolis East-Kent Island by IHG
Holiday Inn Express Annapolis East-Kent Island by IHG
2.5 star property
9.2 out of 10, Wonderful, (906)
"Nice Holiday Inn Express with great water views."
The price is ￥16,679
￥18,514 total
includes taxes & fees
Nov 16 - Nov 17
Holiday Inn Express Annapolis East-Kent Island by IHG
Terrace/patio
Hyatt Place Kent Narrows & Marina
Hyatt Place Kent Narrows & Marina
3.0 star property
9.4 out of 10, Exceptional, (640)
"Nice location and restaurants galore in area. "
The price is ￥21,731
￥24,121 total
includes taxes & fees
Oct 23 - Oct 24
Hyatt Place Kent Narrows & Marina
Terrace/patio
Hilton Garden Inn Kent Island Marina
Hilton Garden Inn Kent Island Marina
3.0 star property
9.0 out of 10, Wonderful, (1003)
"Hotel was great, beautiful location near the water"
The price is ￥22,055
￥24,481 total
includes taxes & fees
Oct 26 - Oct 27
Hilton Garden Inn Kent Island Marina
Aerial view
Kent Island Resort
Kent Island Resort
3.5 star property
9.2 out of 10, Wonderful, (114)
"Great INN super nice staff"
The price is ￥28,399
￥37,167 total
includes taxes & fees
Oct 21 - Oct 22
Kent Island Resort
Suite, 1 Queen Bed, Non Smoking | In-room safe, iron/ironing board, free WiFi, bed sheets
Quality Inn
Quality Inn
2.5 star property
7.8 out of 10, Good, (841)
"Great place and great staff"
The price is ￥14,446
￥16,035 total
includes taxes & fees
Nov 16 - Nov 17
Quality Inn
In-room safe, individually decorated, individually furnished, desk
Best Western Kent Narrows Inn
Best Western Kent Narrows Inn
2.5 star property
8.0 out of 10, Very Good, (1000)
"Clean room and good location to biking trail."
The price is ￥13,827
￥15,348 total
includes taxes & fees
Nov 16 - Nov 17
Best Western Kent Narrows Inn
Front of property
Anchored Inn at Hidden Harbour Marina
Anchored Inn at Hidden Harbour Marina
2.5 star property
9.4 out of 10, Exceptional, (463)
"Property was very nice. They only downside was a limited breakfast."
The price is ￥26,912
￥30,681 total
includes taxes & fees
Oct 20 - Oct 21
Anchored Inn at Hidden Harbour Marina
View from property
The Westin Annapolis
The Westin Annapolis
4.0 star property
8.6 out of 10, Excellent, (1006)
"Would stay there again very soon "
The price is ￥26,897
￥30,663 total
includes taxes & fees
Oct 26 - Oct 27
The Westin Annapolis
Superior Studio Suite | Balcony
Rod 'N' Reel Resort
Rod 'N' Reel Resort
4.0 star property
8.4 out of 10, Very Good, (1000)
"Great place to stay."
The price is ￥16,832
￥21,688 total
includes taxes & fees
Oct 29 - Oct 30
Rod 'N' Reel Resort
Front of property - evening/night
The Inn at Chesapeake Bay Beach Club
The Inn at Chesapeake Bay Beach Club
4.0 star property
9.4 out of 10, Exceptional, (422)
"Beautiful hotel with friendly staff and great food! Comfortable bed, stayed at the Barn. "
The price is ￥29,126
￥36,153 total
includes taxes & fees
Nov 9 - Nov 10
The Inn at Chesapeake Bay Beach Club
Exterior
Courtyard by Marriott Annapolis
Courtyard by Marriott Annapolis
3.0 star property
8.6 out of 10, Excellent, (1001)
"The room was great, and the staff was great. "
The price is ￥15,026
￥17,129 total
includes taxes & fees
Nov 17 - Nov 18
Courtyard by Marriott Annapolis
Indoor pool
Crowne Plaza Annapolis by IHG
Crowne Plaza Annapolis by IHG
3.5 star property
8.8 out of 10, Excellent, (1003)
"Good location"
The price is ￥15,026
￥17,129 total
includes taxes & fees
Nov 2 - Nov 3
Crowne Plaza Annapolis by IHG
Hypo-allergenic bedding, in-room safe, desk, iron/ironing board
Hilton Garden Inn Annapolis
Hilton Garden Inn Annapolis
3.0 star property
8.2 out of 10, Very Good, (1010)
"I had a lovely stay."
The price is ￥12,611
￥14,376 total
includes taxes & fees
Nov 16 - Nov 17
Hilton Garden Inn Annapolis
Egyptian cotton sheets, premium bedding, pillowtop beds, desk
Sonesta ES Suites Annapolis
Sonesta ES Suites Annapolis
3.0 star property
8.8 out of 10, Excellent, (918)
"Had a great stay."
The price is ￥12,171
￥13,874 total
includes taxes & fees
Nov 16 - Nov 17
Sonesta ES Suites Annapolis
1 bedroom, hypo-allergenic bedding, desk, blackout drapes
Country Inn & Suites by Radisson, Annapolis, MD
Country Inn & Suites by Radisson, Annapolis, MD
3.0 star property
9.0 out of 10, Wonderful, (1016)
"Great place to stay Friendly staff secure rooms Thank you "
The price is ￥14,560
￥16,599 total
includes taxes & fees
Nov 2 - Nov 3
Country Inn & Suites by Radisson, Annapolis, MD
Terrace/patio
Historic Inns of Annapolis
Historic Inns of Annapolis
3.5 star property
9.0 out of 10, Wonderful, (1861)
"The hotel was absolutely clean and close to the shops and restaurants. "
Historic Inns of Annapolis
Room, 2 Queen Beds, Non Smoking, Balcony | Premium bedding, down comforters, pillowtop beds, in-room safe
Annapolis Waterfront Hotel, Autograph Collection
Annapolis Waterfront Hotel, Autograph Collection
4.0 star property
8.8 out of 10, Excellent, (871)
"Clean room. Friendly staff awesome location. "
The price is ￥30,525
￥34,799 total
includes taxes & fees
Nov 9 - Nov 10
Annapolis Waterfront Hotel, Autograph Collection
Premium bedding, pillowtop beds, in-room safe, individually furnished
Hampton Inn & Suites Annapolis
Hampton Inn & Suites Annapolis
2.5 star property
8.2 out of 10, Very Good, (1010)
"We had a nice stay. "
The price is ￥14,236
￥16,229 total
includes taxes & fees
Oct 29 - Oct 30
Hampton Inn & Suites Annapolis
Free daily buffet breakfast
Holiday Inn Express & Suites Annapolis by IHG
Holiday Inn Express & Suites Annapolis by IHG
2.5 star property
8.2 out of 10, Very Good, (1002)
"Great location. "
The price is ￥14,906
￥16,993 total
includes taxes & fees
Nov 16 - Nov 17
Holiday Inn Express & Suites Annapolis by IHG
Garden
DoubleTree by Hilton Hotel Annapolis
DoubleTree by Hilton Hotel Annapolis
4.0 star property
8.6 out of 10, Excellent, (1018)
"Comfortable place to stay, nice shopping area close by. "
The price is ￥15,895
￥18,120 total
includes taxes & fees
Oct 19 - Oct 20
DoubleTree by Hilton Hotel 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.
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Top Highland Beach Hotel Reviews

Historic Inns of Annapolis

Historic Inns of Annapolis

10/10 Excellent
"The only criticism I have is that the towels were in terrible condition and even stained"
Sheryl 1-night trip
Posted 1 day ago
Historic Inns of Annapolis

More cheap stays in Highland Beach

Comfort Inn Conference Center

Comfort Inn Conference Center

4500 Crain Hwy, Bowie, MD
The price is ￥14,876 per night from Oct 20 to Oct 21
￥14,876
￥16,810 total
Oct 20 - Oct 21
includes taxes & fees
9/10 Wonderful! (1,011 reviews)

Frequently asked questions

Where is the best place for a stay in Highland Beach?
Located 3.6 mi (5.8 km) from the heart of Highland Beach, Historic Inns of Annapolis is a top choice for your stay based on our traveler data. Two other options for your stay in the area are Sonesta ES Suites Annapolis and Graduate by Hilton Annapolis. See all available top hotels, or vacation rentals in Highland Beach.
What are some of the best vacation rentals in Highland Beach?
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably: This vacation home rental near Highland Beach offers a balcony, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. See all vacation rentals in Highland Beach.
If I need to cancel my hotel reservation in Highland Beach, will I receive a refund?
Yes, you'll find most room reservations are fully refundable if you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of your arrival date. If you booked a non-refundable reservation, it might still be possible to cancel it and receive a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Highland Beach.
Where can I learn more about changing or cancelling my trip to Highland Beach?
For additional details about rescheduling or cancelling your trip to Highland Beach, head over to our customer service page.
What is staying in Highland Beach like?
Visitors to Highland Beach are sure to find plenty to explore and enjoy. There are 1247 hotels and other accommodations in the surrounding area. Find out more about Highland Beach.
What should I see while I'm in Highland Beach?
A couple of favorite places to visit are Chesapeake Bay and Northern Chesapeake Bay. You'll also find Bay Ridge Beach and Maryland Quiet Waters Park in the area. Check out what more to see and do in Expedia's Highland Beach guide.
What's the seasonal weather like in Highland Beach?
The hottest months are usually July and August with an average temp of 75°F, while the coldest months are January and February with an average of 40°F. Average annual precipitation for Highland Beach is 52 inches.

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