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Compare 1,229 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, (908)
"Nice Holiday Inn Express with great water views."
United States
Michael
The price is ￥16,954
￥18,819 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, (642)
"Nice location and restaurants galore in area. "
United States
David
The price is ￥22,758
￥25,261 total
includes taxes & fees
Nov 3 - Nov 4
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, (1000)
"Easy parking and check in. Conveniently located within walking distance of some great seafood restaurants. Always an enjoyable stay"
United States
Roberta
The price is ￥21,167
￥23,496 total
includes taxes & fees
Nov 3 - Nov 4
Hilton Garden Inn Kent Island Marina
Aerial view
Kent Island Resort
Kent Island Resort
3.5 star property
9.2 out of 10, Wonderful, (121)
"Great INN super nice staff"
United States
Eric
The price is ￥24,025
￥32,215 total
includes taxes & fees
Oct 29 - Oct 30
Kent Island Resort
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)
"Great spot. "
United States
Steve
The price is ￥14,055
￥15,600 total
includes taxes & fees
Nov 25 - Nov 26
Best Western Kent Narrows Inn
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, (845)
"Great place and great staff"
United States
Rhonda
The price is ￥14,280
￥15,851 total
includes taxes & fees
Nov 2 - Nov 3
Quality Inn
Balcony
Rod 'N' Reel Resort
Rod 'N' Reel Resort
4.0 star property
8.4 out of 10, Very Good, (1000)
"Our stay was great! No complaints at all."
United States
Diane
The price is ￥13,760
￥18,329 total
includes taxes & fees
Nov 16 - Nov 17
Rod 'N' Reel Resort
View from property
The Westin Annapolis
The Westin Annapolis
4.0 star property
8.6 out of 10, Excellent, (1004)
"Would stay there again very soon "
United States
Robert
The price is ￥24,286
￥27,686 total
includes taxes & fees
Nov 23 - Nov 24
The Westin Annapolis
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, (464)
"Property was very nice. They only downside was a limited breakfast."
United States
Elisha
The price is ￥27,355
￥31,185 total
includes taxes & fees
Oct 29 - Oct 30
Anchored Inn at Hidden Harbour Marina
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, (423)
"Beautiful hotel with friendly staff and great food! Comfortable bed, stayed at the Barn. "
United States
Rery
The price is ￥29,607
￥36,749 total
includes taxes & fees
Nov 2 - Nov 3
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. "
United States
Mario
The price is ￥15,274
￥17,412 total
includes taxes & fees
Nov 16 - Nov 17
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, (1012)
"Staff was amazing..Staff keep all of the area clean Staff is amazing.."
United States
lynn
The price is ￥14,816
￥16,890 total
includes taxes & fees
Nov 24 - Nov 25
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, (1001)
"I had a lovely stay."
United States
Kalynn
The price is ￥11,182
￥12,747 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, (930)
"Had a great stay."
United States
Melvin
The price is ￥12,830
￥14,627 total
includes taxes & fees
Nov 23 - Nov 24
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, (1012)
"Had a wonderful stay"
United States
John
The price is ￥14,801
￥16,873 total
includes taxes & fees
Nov 23 - Nov 24
Country Inn & Suites by Radisson, Annapolis, MD
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, (1019)
"Very good location. "
United States
Chong
The price is ￥14,028
￥15,992 total
includes taxes & fees
Nov 23 - Nov 24
Hampton Inn & Suites Annapolis
Terrace/patio
Historic Inns of Annapolis
Historic Inns of Annapolis
3.5 star property
9.0 out of 10, Wonderful, (1866)
"Front desk staff was very helpful, and the location was perfect for exploring downtown Annapolis!"
United States
Christine
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, (872)
"Clean room. Friendly staff awesome location. "
United States
Brent
The price is ￥31,029
￥35,372 total
includes taxes & fees
Nov 9 - Nov 10
Annapolis Waterfront Hotel, Autograph Collection
Garden
DoubleTree by Hilton Hotel Annapolis
DoubleTree by Hilton Hotel Annapolis
4.0 star property
8.6 out of 10, Excellent, (1008)
"Comfortable place to stay, nice shopping area close by. "
United States
Roya
The price is ￥14,688
￥16,745 total
includes taxes & fees
Nov 2 - Nov 3
DoubleTree by Hilton Hotel 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, (1001)
"Staff at front desk were incredibly friendly and helpful!"
United States
Nina
The price is ￥15,121
￥17,239 total
includes taxes & fees
Nov 28 - Nov 29
Holiday Inn Express & Suites Annapolis by IHG
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
"Lovely room"
Christopher 2-night trip
Posted 16 hours 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 ￥15,121 per night from Nov 3 to Nov 4
￥15,121
￥17,087 total
Nov 3 - Nov 4
includes taxes & fees
9/10 Wonderful! (1,002 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 Graduate by Hilton Annapolis and Crowne Plaza Annapolis by IHG. See all available top hotels, or vacation rentals in Highland Beach.
What are some of the best vacation rentals in Highland Beach?
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub: This vacation home rental near Highland Beach is located on the waterfront and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a garden, and a hot tub so you can immerse yourself in your vacation. 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 1228 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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