Highland Beach Hotels

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Check prices for these dates

Tonight
16 Jan - 17 Jan
Tomorrow
17 Jan - 18 Jan
This weekend
16 Jan - 18 Jan
Next weekend
23 Jan - 25 Jan

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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, (414 reviews)
"The room was very clean. The staff was very pleasant and extremely helpful when we needed something @3:30am."
United States
Harry
The price is €197
includes taxes & fees
27 Jan - 28 Jan
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, (556 reviews)
"The staff is so amazing here! "
United States
Selina
Executive Inn And Suites
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)
"Good value and close to downtown."
United States
John
The price is €95
includes taxes & fees
27 Jan - 28 Jan
St Michaels Inn
Porch

Parsonage Inn

Parsonage Inn
3.5 star property
Downtown St. Michaels
9.2 out of 10, Wonderful, (130 reviews)
"Hosts were wonderful, breakfast was delicious, everything was walkable "
United States
Nathaly
The price is €141
includes taxes & fees
19 Jan - 20 Jan
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, (66 reviews)
"Gorgeous quaint historic house. Friendly owner, close to town "
United States
Christopher
The price is €161
includes taxes & fees
27 Jan - 28 Jan
George Brooks House B&B
Breakfast, lunch, dinner served; sea views

Inn at Perry Cabin

Inn at Perry Cabin
5.0 star property
Downtown St. Michaels
9.6 out of 10, Exceptional, (373 reviews)
"Friendly and attentive staff, good cleaning services"
United States
Nathan
The price is €485
includes taxes & fees
22 Jan - 23 Jan
Inn at Perry Cabin
Property amenity

The Westin Annapolis

The Westin Annapolis
4.0 star property
Annapolis
8.8 out of 10, Excellent, (1,002 reviews)
"Great hotel love that they are pet friendly. Easy check in and valet parking staff great"
United States
Robert
The price is €146
includes taxes & fees
18 Jan - 19 Jan
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, (898 reviews)
"Great location, nice and clean "
United States
Micah
The price is €183
includes taxes & fees
25 Jan - 26 Jan
Annapolis Waterfront Hotel, Autograph Collection
Lobby

Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1,017 reviews)
"It was delightful, rooms very clean, staff very helpful."
United States
james h
The price is €88
includes taxes & fees
9 Feb - 10 Feb
Hilton Garden Inn Annapolis Downtown
View from property

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
4.0 star property
Annapolis
9.4 out of 10, Exceptional, (1,007 reviews)
"Pleasant staff. Good location to walk to restaurants, shops. "
United States
Beth
The price is €144
includes taxes & fees
25 Jan - 26 Jan
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, (1,003 reviews)
"Great location and friendly staff. "
United States
Shana
The price is €108
includes taxes & fees
22 Jan - 23 Jan
SpringHill Suites by Marriott 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, (1,001 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 €90
includes taxes & fees
8 Feb - 9 Feb
Country Inn & Suites by Radisson, Annapolis, MD
Suite, 1 Queen Bed, Non Smoking

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (867 reviews)
"Great hotel. Stayed multiple times at this location "
United States
Nicholas
The price is €84
includes taxes & fees
19 Jan - 20 Jan
Quality Inn Grasonville near Kent Island
Meeting facility

Historic Inns of Annapolis

Historic Inns of Annapolis
3.5 star property
Historic District
9.0 out of 10, Wonderful, (1,892 reviews)
" Great place to stay!"
United States
Lewis
Historic Inns of Annapolis
Reception

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.6 out of 10, Excellent, (1,001 reviews)
"Great stay "
United States
Jose Miguel
The price is €73
includes taxes & fees
8 Feb - 9 Feb
DoubleTree by Hilton Hotel Annapolis
Exterior

Wylder Tilghman Island

Wylder Tilghman Island
2.0 star property
Tilghman
8.8 out of 10, Excellent, (91 reviews)
"Very relaxing stay."
United States
Anne
The price is €146
includes taxes & fees
25 Jan - 26 Jan
Wylder Tilghman Island
Property amenity

Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1,001 reviews)
"We keep coming back to the hotel with every visit to Annapolis. "
United States
Catherine
The price is €82
includes taxes & fees
1 Feb - 2 Feb
Courtyard by Marriott Annapolis
Outdoor banquet area

The Tilghman Island Inn

The Tilghman Island Inn
3.5 star property
Tilghman
9.6 out of 10, Exceptional, (121 reviews)
"Great room and water view! Staff is very friendly and welcoming. "
United States
Nicole
The price is €189
includes taxes & fees
2 Feb - 3 Feb
The Tilghman Island Inn
Exterior

Microtel Inn & Suites by Wyndham Gambrills

Microtel Inn & Suites by Wyndham Gambrills
2.0 star property
Gambrills
9.0 out of 10, Wonderful, (1,000 reviews)
"Very clean and wonderful staff."
United States
Christy
The price is €77
includes taxes & fees
25 Jan - 26 Jan
Microtel Inn & Suites by Wyndham Gambrills
Indoor pool

Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
3.5 star property
Annapolis
8.8 out of 10, Excellent, (1,001 reviews)
"The room was great and the staff was super nice. "
United States
Stacy C
The price is €104
includes taxes & fees
15 Feb - 16 Feb
Crowne Plaza 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

Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown

10/10 Excellent
"It was delightful, rooms very clean, staff very helpful."
james h 1-night trip
Posted 1 day ago
Hilton Garden Inn Annapolis Downtown

More cheap stays in Highland Beach

Best Western Annapolis

Best Western Annapolis

2520 Riva Rd Annapolis MD
The price is €65 per night from 8 Feb to 9 Feb
€65
8 Feb - 9 Feb
includes taxes & fees
7.6/10 Good! (1,002 reviews)

Frequently asked questions

Where is the best place for a stay in Highland Beach?
Located 5.6 mi (9 km) from the heart of Highland Beach, DoubleTree by Hilton Hotel 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 Historic Inns of 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?
Firepit, Beach, Pier and Gorgeous views without leaving your home ! ! !: This holiday home rental outside of Highland Beach is located on the beach, and has a fireplace, a patio and air conditioning 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 that you can cook with friends or family. You can relax into your holiday with a 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 1218 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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