Highland Beach Hotels

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Check prices for these dates

Tonight
12 Mar - 13 Mar
Tomorrow
13 Mar - 14 Mar
This weekend
13 Mar - 15 Mar
Next weekend
20 Mar - 22 Mar

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Our top choices for Highland Beach hotels

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 €141
includes taxes & fees
25 Mar - 26 Mar
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, (69 reviews)
"Gorgeous quaint historic house. Friendly owner, close to town "
United States
Christopher
The price is €152
includes taxes & fees
16 Mar - 17 Mar
George Brooks House B&B
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 €106
includes taxes & fees
31 Mar - 1 Apr
St Michaels Inn
Front of property

The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (420 reviews)
"Clean rooms, great staff, awesome restaurant on site called Ruse & right in downtown. "
United States
Fred
The price is €180
includes taxes & fees
15 Mar - 16 Mar
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, (562 reviews)
"The staff is so amazing here! "
United States
Selina
Executive Inn And Suites
Seasonal outdoor pool, pool umbrellas, pool loungers

The Inn at Tacaro Estate

The Inn at Tacaro Estate
5.0 star property
Tracys Landing
9.4 out of 10, Exceptional, (12 reviews)
"Wonderful experience Felt like being in good friends home without having to help with the dishes Luxurious stay Recommend *****"
United States
Todd
The Inn at Tacaro Estate
Lobby

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (880 reviews)
"Nice staff and rooms"
United States
Walter
The price is €89
includes taxes & fees
16 Mar - 17 Mar
Quality Inn Grasonville near Kent Island
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)
"Fantastic resort; beautiful with lots of great history. Highly recommend the historic walking tour with Jay. "
United States
Joseph
The price is €351
includes taxes & fees
22 Mar - 23 Mar
Inn at Perry Cabin
View from property

Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
Sherwood
9.4 out of 10, Exceptional, (372 reviews)
"Clean room, helpful staff, nice breakfast, beautiful views, excellent location."
United States
Denise
The price is €85
includes taxes & fees
13 Mar - 14 Mar
Knapps Narrows Marina & Inn
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, (906 reviews)
"Great location, nice and clean "
United States
Micah
The price is €216
includes taxes & fees
29 Mar - 30 Mar
Annapolis Waterfront Hotel, Autograph Collection
Property amenity

The Westin Annapolis

The Westin Annapolis
4.0 star property
Annapolis
8.8 out of 10, Excellent, (1,000 reviews)
"Great hotel love that they are pet friendly. Easy check in and valet parking staff great"
United States
Robert
The price is €176
includes taxes & fees
13 Mar - 14 Mar
The Westin Annapolis
Exterior

Wylder Tilghman Island

Wylder Tilghman Island
2.0 star property
Tilghman
8.8 out of 10, Excellent, (93 reviews)
"We were"
United States
Guevara
The price is €156
includes taxes & fees
18 Mar - 19 Mar
Wylder Tilghman Island
Indoor pool

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very good, (1,003 reviews)
"Nice breakfast, cleanroom. Great location."
United States
Wayne
The price is €90
includes taxes & fees
15 Mar - 16 Mar
Best Western Kent Narrows 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, (1,040 reviews)
"Great staff & clean rooms. "
United States
Carmelo
The price is €81
includes taxes & fees
5 Apr - 6 Apr
Microtel Inn & Suites by Wyndham Gambrills
Lobby

Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1,013 reviews)
"An amazing cozy place to stay during this snow storm!"
United States
zhanna
The price is €95
includes taxes & fees
5 Apr - 6 Apr
Hilton Garden Inn Annapolis Downtown
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, (1,001 reviews)
"Staff was friendly and rooms were clean. Beautiful area to visit. "
United States
Amy
The price is €109
includes taxes & fees
16 Mar - 17 Mar
Hilton Garden Inn Kent Island Marina
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)
"Great location and friendly staff. "
United States
Shana
The price is €91
includes taxes & fees
31 Mar - 1 Apr
SpringHill Suites by Marriott Annapolis
Exterior

134 Prince - Luxury Boutique Hotel

134 Prince - Luxury Boutique Hotel
2.5 star property
Annapolis
9.8 out of 10, Exceptional, (34 reviews)
"Wonderful place to go, especially during the Annapolis boat show... easy access to everything beautiful property and staff"
United States
Ian
134 Prince - Luxury Boutique Hotel
Outdoor banquet area

The Tilghman Island Inn

The Tilghman Island Inn
3.5 star property
Tilghman
9.6 out of 10, Exceptional, (124 reviews)
"Great room and water view! Staff is very friendly and welcoming. "
United States
Nicole
The price is €152
includes taxes & fees
15 Mar - 16 Mar
The Tilghman Island Inn
Terrace/patio

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
Grasonville
9.6 out of 10, Exceptional, (720 reviews)
"Amazing location and staff!"
United States
Bobbi J.
The price is €105
includes taxes & fees
23 Mar - 24 Mar
Hyatt Place Kent Narrows & Marina
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

6/10 Okay
"Didn’t use anything. Ice machine was broken on our floor."
Benjamin 1-night trip
Posted 5 hours ago
DoubleTree by Hilton Hotel Annapolis

More cheap stays in Highland Beach

Microtel Inn & Suites by Wyndham Gambrills

Microtel Inn & Suites by Wyndham Gambrills

2525 Evergreen Rd. Gambrills MD
The price is €81 per night from 5 Apr to 6 Apr
€81
5 Apr - 6 Apr
includes taxes & fees
9/10 Wonderful! (1,040 reviews)

Frequently asked questions

Where is the best place for a stay in Highland Beach?
Located 3.7 mi (6 km) from the heart of Highland Beach, Graduate by Hilton 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 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?
Charming Annapolis WaterVIEW Home: This holiday home rental outside of Highland Beach is located on the waterfront, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. It has 4 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 selection of games and 1 hot tub. 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 1212 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 Carrs Beach 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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