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Check prices for these dates

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13 May - 14 May
Tomorrow
14 May - 15 May
This weekend
15 May - 17 May
Next weekend
22 May - 24 May

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Our top choices for Highland Beach hotels

Exterior

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (906 reviews)
"Breakfast menu had a great variety and was fresh. "
United States
Timothy
The price is NZ$198
includes taxes & fees
25 May - 26 May
Quality Inn Grasonville near Kent Island
Exterior

Microtel Inn & Suites by Wyndham Gambrills

Microtel Inn & Suites by Wyndham Gambrills
2.0 star property
Gambrills
9.2 out of 10, Wonderful, (1,087 reviews)
"Always great stay "
United States
Damani
The price is NZ$187
includes taxes & fees
31 May - 1 June
Microtel Inn & Suites by Wyndham Gambrills
Exterior

Haven Point Inn and Gallery

Haven Point Inn and Gallery
2.0 star property
Rock Hall
The price is NZ$285
includes taxes & fees
20 May - 21 May
Haven Point Inn and Gallery
Indoor pool

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very good, (1,001 reviews)
"It is a nice Hotel."
United States
Dale
The price is NZ$214
includes taxes & fees
21 May - 22 May
Best Western Kent Narrows Inn
Front of property

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very good, (1,000 reviews)
"We had a lovely stay and would go back again! Pleasant staff and a short ride to everything."
United States
JoAnn
The price is NZ$218
includes taxes & fees
1 June - 2 June
St Michaels Inn
Outdoor wedding area

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.6 out of 10, Excellent, (1,002 reviews)
"Nice location "
United States
Duan
The price is NZ$271
includes taxes & fees
27 May - 28 May
Rod 'N' Reel Resort
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, (1,000 reviews)
"We were very pleased with our overnight here - it was economical and more than sufficient. It was clean, comfortable and it was nice to have breakfast included (try the cinnamon buns!) "
United States
Susan
The price is NZ$255
includes taxes & fees
27 May - 28 May
Holiday Inn Express Annapolis East-Kent Island by IHG
Reception

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (137 reviews)
"Very nice room and wonderful stay."
United States
Julie
The price is NZ$391
includes taxes & fees
25 May - 26 May
Kent Island Resort
Lobby

Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis
3.0 star property
Annapolis
8.2 out of 10, Very good, (1,001 reviews)
"Breakfast was excellent and parking was convenient and safe"
United States
Paul
The price is NZ$171
includes taxes & fees
26 May - 27 May
Hilton Garden Inn Annapolis
Exterior

Rips Country Inn

Rips Country Inn
2.5 star property
Bowie
6.6 out of 10, (67 reviews)
"Room was extremely outdated. Carpets are disgustingly filthy, unclean scent."
United States
heidi
The price is NZ$138
includes taxes & fees
2 June - 3 June
Rips Country Inn
Lobby

Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG
2.5 star property
Annapolis
8.8 out of 10, Excellent, (244 reviews)
"Great stay in a quiet area"
United States
Mehran
The price is NZ$201
includes taxes & fees
31 May - 1 June
Candlewood Suites Annapolis by IHG
Lobby

Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1,020 reviews)
"Great location, pet-friendly with a very welcoming staff."
United States
Lisa
The price is NZ$232
includes taxes & fees
27 May - 28 May
Hilton Garden Inn Annapolis Downtown
American cuisine

Comfort Inn Conference Center

Comfort Inn Conference Center
2.5 star property
Bowie
9.2 out of 10, Wonderful, (1,000 reviews)
"Had a very nice stay"
United States
Laura
The price is NZ$200
includes taxes & fees
8 June - 9 June
Comfort Inn Conference Center
Dining

Best Western Annapolis

Best Western Annapolis
2.5 star property
Annapolis
7.8 out of 10, Good, (1,009 reviews)
"Older Hotel but clean and staff was great."
United States
Gregory
The price is NZ$162
includes taxes & fees
24 May - 25 May
Best Western Annapolis
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, (486 reviews)
"absolutely perfect for this traveler!"
United States
BENNY
The price is NZ$464
includes taxes & fees
18 May - 19 May
Anchored Inn at Hidden Harbour Marina
Front of property

The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (441 reviews)
"Wonderful rooms and many amenities."
United States
Gene
The price is NZ$460
includes taxes & fees
26 May - 27 May
The Wildset
Lobby

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, (1,006 reviews)
"Great location with good breakfast. 👍"
United States
David
The price is NZ$216
includes taxes & fees
3 June - 4 June
Country Inn & Suites by Radisson, Annapolis, MD
Reception

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.6 out of 10, Excellent, (1,013 reviews)
"Great stay!"
United States
Jehane
The price is NZ$245
includes taxes & fees
31 May - 1 June
DoubleTree by Hilton Hotel Annapolis
Free daily buffet breakfast

Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis
3.0 star property
Edgewater
8.8 out of 10, Excellent, (1,010 reviews)
"Wonderful place to stay!"
United States
Michele
The price is NZ$199
includes taxes & fees
27 May - 28 May
Sonesta ES Suites Annapolis
Free daily self-service breakfast

SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1,000 reviews)
"Very friendly and helpful staff. Room was very comfortable and well laid out. Would definitely stay again! "
United States
Cristi
The price is NZ$247
includes taxes & fees
25 May - 26 May
SpringHill Suites by Marriott 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

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

10/10 Excellent
"The room was clean. The bed was comfortable. The staff was friendly and helpful."
Martha 3-night trip
Posted 5 hours ago
DoubleTree by Hilton Hotel Annapolis

More cheap accommodation in Highland Beach

Best Western Annapolis

Best Western Annapolis

2520 Riva Rd Annapolis MD
The price is NZ$162 per night from 24 May to 25 May
NZ$162
24 May - 25 May
includes taxes & fees
7.8/10 Good! (1,009 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 traveller data. Two other options for your stay in the area are Crowne Plaza Annapolis by IHG and Sonesta ES Suites Annapolis. See all available top hotels, or vacation rentals in Highland Beach.
What are some of the best holiday rentals that Highland Beach has to offer?
Private Cottage on gated estate: This holiday home rental outside of Highland Beach is equipped with a BBQ, air conditioning and laundry facilities to help you feel comfortable during your stay. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that 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, most hotel room reservations are fully refundable if you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of your scheduled arrival. If you booked a non-refundable reservation, you might be able to still cancel 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 will definitely find plenty to explore and enjoy. There are 1225 hotels and other accommodation options in the surrounding area. Find out more about Highland Beach.
What should I do while I'm visiting Highland Beach?
The picturesque setting of Northern Chesapeake Bay and Chesapeake Bay exemplify the area's natural beauty. You'll also find Carrs Beach and Maryland Quiet Waters Park in the area. Take a look at what more there is to see and do in Expedia's Highland Beach guide.
What's the seasonal weather in Highland Beach?
The hottest months are usually July and August, with an average temperature of 24°C, while the coldest months are January and February, with an average of 4°C. Average annual precipitation for Highland Beach is 1313 mm.

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