Highland Beach Hotels

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Nov 15 - Nov 16
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Nov 28 - Nov 30

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Top 10 trending Highland Beach hotels

Exterior
Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG

2.5 star property
Grasonville
9.2 out of 10, Wonderful, (921)
"The hotel was nice and clean and the staff was always polite and helpful. "
United States
William
The price is P6,319
P7,014 total
includes taxes & fees
Dec 15 - Dec 16
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
Grasonville
9.4 out of 10, Exceptional, (654)
"My favorite hotel "
United States
Jen
The price is P9,383
P10,416 total
includes taxes & fees
Nov 23 - Nov 24
Hyatt Place Kent Narrows & Marina
Terrace/patio
Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina

3.0 star property
Grasonville
9.0 out of 10, Wonderful, (1000)
"Our view was spectacular and the room was immaculate. Staff was friendly and welcoming. It was close to several restaurants. "
United States
Patricia
The price is P6,009
P6,670 total
includes taxes & fees
Nov 23 - Nov 24
Hilton Garden Inn Kent Island Marina
Balcony
Rod 'N' Reel Resort

Rod 'N' Reel Resort

4.0 star property
Chesapeake Beach
8.4 out of 10, Very Good, (1000)
"Our stay was great! No complaints at all."
United States
Diane
The price is P5,828
P7,650 total
includes taxes & fees
Nov 23 - Nov 24
Rod 'N' Reel Resort
In-room safe, individually decorated, individually furnished, desk
Best Western Kent Narrows Inn

Best Western Kent Narrows Inn

2.5 star property
Grasonville
8.0 out of 10, Very Good, (1002)
"Our room was clean, smelled great, and the breakfast was good with many options."
United States
Eric
The price is P5,431
P6,028 total
includes taxes & fees
Nov 24 - Nov 25
Best Western Kent Narrows Inn
Aerial view
Kent Island Resort

Kent Island Resort

3.5 star property
Stevensville
9.2 out of 10, Wonderful, (124)
"Hotel was great and peaceful. This hotel was water front. Nice surroundings!! I enjoyed to stay here."
United States
Chi
The price is P10,571
P13,928 total
includes taxes & fees
Dec 1 - Dec 2
Kent Island Resort
View from property
The Westin Annapolis

The Westin Annapolis

4.0 star property
Annapolis
8.6 out of 10, Excellent, (1002)
"Great environment"
United States
Salvador E
The price is P9,094
P10,368 total
includes taxes & fees
Dec 14 - Dec 15
The Westin Annapolis
In-room safe, iron/ironing board, free WiFi, bed sheets
Quality Inn

Quality Inn

2.5 star property
Grasonville
7.8 out of 10, Good, (849)
"room was nice breakfast was good and the staff was very friendly and helpful. "
United States
Esai
The price is P5,522
P6,129 total
includes taxes & fees
Nov 26 - Nov 27
Quality Inn
Front of property - evening/night
The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club

4.0 star property
Stevensville
9.4 out of 10, Exceptional, (426)
"Beautiful hotel with friendly staff and great food! Comfortable bed, stayed at the Barn. "
United States
Rery
The price is P10,857
P13,554 total
includes taxes & fees
Dec 1 - Dec 2
The Inn at Chesapeake Bay Beach Club
Front of property
Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina

2.5 star property
Deale
9.4 out of 10, Exceptional, (468)
"Property was very nice. They only downside was a limited breakfast."
United States
Elisha
The price is P8,976
P10,233 total
includes taxes & fees
Nov 30 - Dec 1
Anchored Inn at Hidden Harbour Marina
Exterior
Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis

3.0 star property
Annapolis
8.6 out of 10, Excellent, (1004)
"The staff was extremely courteous! Most especially, Teresa DuBose, the Operational Manager, that went out of her way to make our stay fantastic! "
United States
Jeffrey
The price is P5,906
P6,732 total
includes taxes & fees
Nov 30 - Dec 1
Courtyard by Marriott 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
Annapolis
9.0 out of 10, Wonderful, (1004)
"Wonderful country inn!"
United States
Jennifer
The price is P5,468
P6,233 total
includes taxes & fees
Dec 15 - Dec 16
Country Inn & Suites by Radisson, Annapolis, MD
Hypo-allergenic bedding, in-room safe, desk, iron/ironing board
Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis

3.0 star property
Annapolis
8.2 out of 10, Very Good, (1001)
"Our stay at the hotel was easy check in and check out. Quiet and great location for our stay."
United States
Patricia
The price is P4,226
P4,818 total
includes taxes & fees
Nov 30 - Dec 1
Hilton Garden Inn Annapolis
Indoor pool
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

3.5 star property
Annapolis
8.8 out of 10, Excellent, (1000)
"Nice and quiet, good and clean bed, big parking lot, exellent personel, not complains."
United States
martin
The price is P5,488
P6,257 total
includes taxes & fees
Dec 15 - Dec 16
Crowne Plaza Annapolis by IHG
Egyptian cotton sheets, premium bedding, pillowtop beds, desk
Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

3.0 star property
Edgewater
8.8 out of 10, Excellent, (949)
"Nice breakfast, clean room, great parking"
United States
Amy
The price is P4,902
P5,588 total
includes taxes & fees
Dec 7 - Dec 8
Sonesta ES Suites Annapolis
Premium bedding, pillowtop beds, in-room safe, individually furnished
Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis

2.5 star property
Annapolis
8.2 out of 10, Very Good, (1004)
"We had a nice stay. "
United States
L Craig
The price is P5,665
P6,459 total
includes taxes & fees
Dec 1 - Dec 2
Hampton Inn & Suites Annapolis
Premium bedding, down comforters, pillowtop beds, in-room safe
Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

4.0 star property
Historic District
8.8 out of 10, Excellent, (875)
"Clean room. Friendly staff awesome location. "
United States
Brent
The price is P9,989
P11,388 total
includes taxes & fees
Dec 14 - Dec 15
Annapolis Waterfront Hotel, Autograph Collection
Terrace/patio
Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 star property
Historic District
9.0 out of 10, Wonderful, (1890)
"The location is excellent. "
United States
Lesa
Historic Inns of Annapolis
Free daily buffet breakfast
Holiday Inn Express & Suites Annapolis by IHG

Holiday Inn Express & Suites Annapolis by IHG

2.5 star property
Annapolis
8.2 out of 10, Very Good, (1000)
"Staff at front desk were incredibly friendly and helpful!"
United States
Nina
The price is P5,492
P6,261 total
includes taxes & fees
Nov 29 - Nov 30
Holiday Inn Express & Suites Annapolis by IHG
Garden
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

4.0 star property
Annapolis
8.6 out of 10, Excellent, (1005)
"Room was comfortable and the staff were courtesy!"
United States
Danny
The price is P5,773
P6,581 total
includes taxes & fees
Nov 30 - Dec 1
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
"Every aspect of my stay was excellent. The staff was exceptional."
Susan 3-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 P5,846 per night from Nov 17 to Nov 18
P5,846
P6,606 total
Nov 17 - Nov 18
includes taxes & fees
9/10 Wonderful! (1,007 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 Country Inn & Suites by Radisson, Annapolis, MD and Sonesta ES Suites Annapolis. See all available top hotels, or 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.
What is staying in Highland Beach like?
Visitors to Highland Beach are sure to find plenty to explore and enjoy. There are 1201 hotels and other accommodations in the surrounding area. Find out more about Highland Beach.
What should I see while I'm in Highland Beach?
The picturesque setting of Northern Chesapeake Bay and Chesapeake Bay exemplify the area's natural beauty. 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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