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Check prices for these dates

Tonight
8 Feb - 9 Feb
Tomorrow
9 Feb - 10 Feb
Next weekend
13 Feb - 15 Feb
In two weeks
20 Feb - 22 Feb

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Our top choices for Highland Beach hotels

Front of property

The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (417 reviews)
"Clean rooms, great staff, awesome restaurant on site called Ruse & right in downtown. "
United States
Fred
The price is NZ$400
includes taxes & fees
9 Feb - 10 Feb
The Wildset
King Jacuzzi Room

Executive Inn And Suites

Executive Inn And Suites
2.0 star property
Upper Marlboro
7.2 out of 10, Good, (559 reviews)
"The staff is so amazing here! "
United States
Selina
Executive Inn And Suites
Reception

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very good, (1,000 reviews)
"Good value and close to downtown."
United States
John
The price is NZ$182
includes taxes & fees
9 Feb - 10 Feb
St Michaels Inn
Porch

Parsonage Inn

Parsonage Inn
3.5 star property
Downtown St. Michaels
9.2 out of 10, Wonderful, (131 reviews)
"Hosts were wonderful, breakfast was delicious, everything was walkable "
United States
Nathaly
The price is NZ$272
includes taxes & fees
9 Feb - 10 Feb
Parsonage Inn
Exterior

George Brooks House B&B

George Brooks House B&B
3.0 star property
St. Michaels
8.8 out of 10, Excellent, (67 reviews)
"Gorgeous quaint historic house. Friendly owner, close to town "
United States
Christopher
The price is NZ$311
includes taxes & fees
9 Feb - 10 Feb
George Brooks House B&B
Property amenity

The Westin Annapolis

The Westin Annapolis
4.0 star property
Annapolis
8.8 out of 10, Excellent, (1,001 reviews)
"Great hotel love that they are pet friendly. Easy check in and valet parking staff great"
United States
Robert
The price is NZ$320
includes taxes & fees
15 Feb - 16 Feb
The Westin Annapolis
Premium bedding, down duvets, pillow-top 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, (901 reviews)
"Great location, nice and clean "
United States
Micah
The price is NZ$385
includes taxes & fees
15 Feb - 16 Feb
Annapolis Waterfront Hotel, Autograph Collection
Premium bedding, down duvets, in-room safe, desk

Inn at Perry Cabin

Inn at Perry Cabin
5.0 star property
Downtown St. Michaels
9.6 out of 10, Exceptional, (374 reviews)
"Beautiful place to stay."
United States
Ellen
The price is NZ$938
includes taxes & fees
11 Feb - 12 Feb
Inn at Perry Cabin
Lobby

Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1,005 reviews)
"An amazing cozy place to stay during this snow storm!"
United States
zhanna
The price is NZ$190
includes taxes & fees
12 Feb - 13 Feb
Hilton Garden Inn Annapolis Downtown
Lobby

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
4.0 star property
Annapolis
9.4 out of 10, Exceptional, (1,004 reviews)
"Room was clean, great location"
United States
Brian
The price is NZ$301
includes taxes & fees
23 Feb - 24 Feb
Graduate by Hilton 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, (1,004 reviews)
"Great location and friendly staff. "
United States
Shana
The price is NZ$159
includes taxes & fees
23 Feb - 24 Feb
SpringHill Suites by Marriott Annapolis
Meeting facility

Historic Inns of Annapolis

Historic Inns of Annapolis
3.5 star property
Historic District
9.0 out of 10, Wonderful, (1,885 reviews)
"Great rooms, very clean, loved our stay "
United States
Matthew
Historic Inns of Annapolis
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, (1,002 reviews)
"Wonderful staff, great options for breakfast, room is perfect and quiet and clean. The amenities work nicely, gym is great and Thai is where I would stay again in the future. "
United States
Amanda
The price is NZ$177
includes taxes & fees
22 Feb - 23 Feb
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, (1,003 reviews)
"Great stay "
United States
Jose Miguel
The price is NZ$157
includes taxes & fees
22 Feb - 23 Feb
DoubleTree by Hilton Hotel Annapolis
Property amenity

Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1,000 reviews)
"Wonderful stay. "
United States
Angela
The price is NZ$191
includes taxes & fees
15 Feb - 16 Feb
Courtyard by Marriott Annapolis
Lobby

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (869 reviews)
"Nice staff and rooms"
United States
Walter
The price is NZ$157
includes taxes & fees
10 Feb - 11 Feb
Quality Inn Grasonville near Kent Island
Indoor pool

Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
3.5 star property
Annapolis
8.8 out of 10, Excellent, (1,008 reviews)
"Nice hotel"
United States
Jane
The price is NZ$208
includes taxes & fees
12 Feb - 13 Feb
Crowne Plaza Annapolis by IHG
Terrace/patio

Fairfield Inn & Suites By Marriott Annapolis

Fairfield Inn & Suites By Marriott Annapolis
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (173 reviews)
"Clean rooms"
United States
David
The price is NZ$208
includes taxes & fees
15 Feb - 16 Feb
Fairfield Inn & Suites By Marriott Annapolis
Exterior

Wylder Tilghman Island

Wylder Tilghman Island
2.0 star property
Tilghman
8.8 out of 10, Excellent, (92 reviews)
"We were"
United States
Guevara
The price is NZ$306
includes taxes & fees
4 Mar - 5 Mar
Wylder Tilghman Island
Exterior

Microtel Inn & Suites by Wyndham Gambrills

Microtel Inn & Suites by Wyndham Gambrills
2.0 star property
Gambrills
9.0 out of 10, Wonderful, (1,011 reviews)
"Great staff & clean rooms. "
United States
Carmelo
The price is NZ$161
includes taxes & fees
1 Mar - 2 Mar
Microtel Inn & Suites by Wyndham Gambrills
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

Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

10/10 Excellent
"Wonderful stay! Automatic checkout 2pm. Thank you!!"
Sallie 1-night trip
Posted 3 days ago
Crowne Plaza Annapolis by IHG

More cheap accommodation in Highland Beach

Best Western Annapolis

Best Western Annapolis

2520 Riva Rd Annapolis MD
The price is NZ$150 per night from 22 Feb to 23 Feb
NZ$150
22 Feb - 23 Feb
includes taxes & fees
7.6/10 Good! (1,000 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 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 holiday rentals that Highland Beach has to offer?
The Blue Crab Beach House - Free beach passes: This holiday home rental outside of Highland Beach is located near the beach, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Kick off your shoes and enjoy yourself with a private garden and a selection of games. 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 1226 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 Bay Ridge 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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