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28 Mar - 29 Mar
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29 Mar - 30 Mar
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3 Apr - 5 Apr
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10 Apr - 12 Apr

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Our top choices for Highland Beach hotels

Lobby

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (884 reviews)
"Staff was nice and room was clean "
United States
Lauren
The price is NZ$188
includes taxes & fees
30 Mar - 31 Mar
Quality Inn Grasonville near Kent Island
View from property

Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
Sherwood
9.4 out of 10, Exceptional, (375 reviews)
"Such a marvelous retreat! And the balcony facing the boats and the Bay at sunset is so welcome after exploring St Michael’s (a short 17 mins drive). Extremely friendly staff and good breakfast. Highly recommend to any nature lovers."
United States
Nadia
The price is NZ$191
includes taxes & fees
29 Mar - 30 Mar
Knapps Narrows Marina & Inn
Indoor pool

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very good, (1,002 reviews)
"Wonderful staff,Clean rooms and comfortable bed!!"
United States
Evette
The price is NZ$195
includes taxes & fees
5 Apr - 6 Apr
Best Western Kent Narrows Inn
Exterior

George Brooks House B&B

George Brooks House B&B
3.0 star property
St. Michaels
8.8 out of 10, Excellent, (70 reviews)
"A beautiful renovated historical house with charm, clean rooms, decorative furnishings and a wonderful hot breakfast. What we enjoyed the most was the warm hospitality of Willard, Valerie, and the other staff. Very close to downtown St. Michael’s, but just far enough away to give a nice feel of natural serenity. Great for a quick getaway from the city. We will be back. "
United States
Charles
The price is NZ$305
includes taxes & fees
30 Mar - 31 Mar
George Brooks House B&B
Reception

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (134 reviews)
"Smooth easy check-in. Very nice charming historic and comfortable!"
United States
Donald
The price is NZ$281
includes taxes & fees
29 Mar - 30 Mar
Kent Island Resort
Outdoor wedding area

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.4 out of 10, Very good, (1,004 reviews)
"Great place to stay with lovely views"
United States
David
The price is NZ$227
includes taxes & fees
31 Mar - 1 Apr
Rod 'N' Reel Resort
Restaurant

Haven Point Inn and Gallery

Haven Point Inn and Gallery
2.0 star property
Rock Hall
The price is NZ$287
includes taxes & fees
21 Apr - 22 Apr
Haven Point Inn and Gallery
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 NZ$348
includes taxes & fees
8 Apr - 9 Apr
Wylder Tilghman Island
Bar (on property)

Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
Deale
9.4 out of 10, Exceptional, (478 reviews)
"The Anchored Inn at Hidden Harbour Marina is a small gem of a hotel in Deale, Maryland. The staff was incredibly kind and professional. We were there "off season" and enjoyed the quiet. The room was a little small, but the bed was very comfortable. We would stay at the Anchored Inn again in a heartbeat!"
United States
Katey
The price is NZ$301
includes taxes & fees
1 Apr - 2 Apr
Anchored Inn at Hidden Harbour Marina
Reception

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very good, (1,000 reviews)
" Great place,great location, was in town for St Michael Chocolate fest "
United States
Katherine
The price is NZ$230
includes taxes & fees
21 Apr - 22 Apr
St Michaels 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, (1,048 reviews)
"We stayed here while visiting our kids in the area! Very nice staff and clean hotel. Good place to stay for the money! "
United States
Lonnie
The price is NZ$169
includes taxes & fees
12 Apr - 13 Apr
Microtel Inn & Suites by Wyndham Gambrills
Lobby

Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG
2.5 star property
Annapolis
8.8 out of 10, Excellent, (221 reviews)
"Hotel was clean staff was friendly"
United States
Kim
The price is NZ$183
includes taxes & fees
1 Apr - 2 Apr
Candlewood Suites Annapolis by IHG
Lake

Inn at Huntingfield Creek

Inn at Huntingfield Creek
3.5 star property
Rock Hall
10.0 out of 10, Exceptional, (62 reviews)
"The owners and staff were very courteous and nice. The room layout was great and thoughtfully designed and decorated."
United States
Sandra
The price is NZ$271
includes taxes & fees
5 Apr - 6 Apr
Inn at Huntingfield Creek
American cuisine

Comfort Inn Conference Center

Comfort Inn Conference Center
2.5 star property
Bowie
9.2 out of 10, Wonderful, (1,002 reviews)
"Had a very nice stay"
United States
Laura
The price is NZ$195
includes taxes & fees
6 Apr - 7 Apr
Comfort Inn Conference Center
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$284
includes taxes & fees
30 Mar - 31 Mar
Parsonage Inn
Front of property

The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (426 reviews)
"Best HOTEL EVER!!!"
United States
Ama
The price is NZ$381
includes taxes & fees
30 Mar - 31 Mar
The Wildset
Dining

Best Western Annapolis

Best Western Annapolis
2.5 star property
Annapolis
7.8 out of 10, Good, (1,001 reviews)
"Staff was great and recommended good food spots to try. First room we were in smelt like cigarettes, but we were able to switch to a different room. "
United States
Marischel Vhee
The price is NZ$162
includes taxes & fees
30 Mar - 31 Mar
Best Western Annapolis
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, (1,000 reviews)
"Beautiful area"
United States
Dan
The price is NZ$267
includes taxes & fees
16 Apr - 17 Apr
Hilton Garden Inn Kent Island Marina
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)
"Wonderful and clean accommodations "
United States
Emily
The price is NZ$199
includes taxes & fees
5 Apr - 6 Apr
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, (1,004 reviews)
"Clean room, pleasant staff"
United States
LEONIDAS
The price is NZ$177
includes taxes & fees
29 Mar - 30 Mar
Sonesta ES Suites 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

Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

8/10 Good
"Enjoyed the jacuzzi "
Tamisha 1-night trip
Posted 10 hours ago
Country Inn & Suites by Radisson, Annapolis, MD

More cheap accommodation in Highland Beach

Microtel Inn & Suites by Wyndham Gambrills

Microtel Inn & Suites by Wyndham Gambrills

2525 Evergreen Rd. Gambrills MD
The price is NZ$169 per night from 12 Apr to 13 Apr
NZ$169
12 Apr - 13 Apr
includes taxes & fees
9/10 Wonderful! (1,048 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 1197 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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