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Our top choices for Highland Beach hotels

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very Good, (1,005 reviews)
"Great location, modern rooms compared to area offerings."
United States
Shruti
The price is SARĀ 382
SARĀ 420 total
includes taxes & fees
6 Jul - 7 Jul
St Michaels Inn

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.6 out of 10, Excellent, (1,007 reviews)
"Awesome spot and room, nice walking distance from multiple places"
United States
Travis
The price is SARĀ 477
SARĀ 642 total
includes taxes & fees
30 Jun - 1 Jul
Rod 'N' Reel Resort

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (924 reviews)
"Room was clean and staff took very good care of us"
United States
Carol
The price is SARĀ 375
SARĀ 417 total
includes taxes & fees
6 Jul - 7 Jul
Quality Inn Grasonville near Kent Island

Rips Country Inn

Rips Country Inn
2.5 star property
Bowie
6.6 out of 10, (70 reviews)
"Convenient, quiet, and a restaurant right next door."
United States
Robin
The price is SARĀ 257
SARĀ 290 total
includes taxes & fees
30 Jun - 1 Jul
Rips Country Inn

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.4 out of 10, Exceptional, (145 reviews)
"It was such a lovely quaint resort. I loved everything about staying there. Thank you."
United States
Sue
The price is SARĀ 588
SARĀ 780 total
includes taxes & fees
29 Jun - 30 Jun
Kent Island Resort

Microtel Inn & Suites by Wyndham Gambrills

Microtel Inn & Suites by Wyndham Gambrills
2.0 star property
Gambrills
9.2 out of 10, Wonderful, (1,095 reviews)
"Perfect for a weekend stay while going to the let's go music fest. Our 2nd year staying here"
United States
Erin
The price is SARĀ 367
SARĀ 418 total
includes taxes & fees
5 Jul - 6 Jul
Microtel Inn & Suites by Wyndham Gambrills

Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
Sherwood
9.4 out of 10, Exceptional, (386 reviews)
"Breakfast is excellent, staff very friendly"
United States
Polina
The price is SARĀ 563
SARĀ 619 total
includes taxes & fees
23 Jun - 24 Jun
Knapps Narrows Marina & Inn

Historic Inns of Annapolis

Historic Inns of Annapolis
3.5 star property
Historic District
9.0 out of 10, Wonderful, (1,865 reviews)
"Great hotel..will definitely be back"
United States
Randy
The price is SARĀ 338
SARĀ 514 total
includes taxes & fees
1 Jul - 2 Jul
Historic Inns of Annapolis

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very Good, (1,004 reviews)
"Good hotel for the price"
United States
Brenda
The price is SARĀ 411
SARĀ 457 total
includes taxes & fees
6 Jul - 7 Jul
Best Western Kent Narrows Inn

Comfort Inn Conference Center

Comfort Inn Conference Center
2.5 star property
Bowie
9.2 out of 10, Wonderful, (1,009 reviews)
"Great place and location."
United States
Francis
The price is SARĀ 370
SARĀ 418 total
includes taxes & fees
21 Jul - 22 Jul
Comfort Inn Conference Center

Inn at Huntingfield Creek

Inn at Huntingfield Creek
3.5 star property
Rock Hall
10.0 out of 10, Exceptional, (65 reviews)
"A beautiful place to spend a few days relaxing and enjoying nature. The owners are friendly, welcoming, and take excellent care of the property."
United States
Myrna
The price is SARĀ 668
SARĀ 742 total
includes taxes & fees
23 Jun - 24 Jun
Inn at Huntingfield Creek

Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG
2.5 star property
Annapolis
8.8 out of 10, Excellent, (269 reviews)
"Great stay in a quiet area"
United States
Mehran
The price is SARĀ 394
SARĀ 468 total
includes taxes & fees
5 Jul - 6 Jul
Candlewood Suites Annapolis by IHG

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, (1,046 reviews)
"Friendly staff, easy parking, great breakfast"
United States
Theresa
The price is SARĀ 443
SARĀ 506 total
includes taxes & fees
6 Jul - 7 Jul
Country Inn & Suites by Radisson, Annapolis, MD

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, (1,002 reviews)
"Beautiful view!!! Clean hotel and very nice helpful staff. Would stay again."
United States
Michele
The price is SARĀ 469
SARĀ 521 total
includes taxes & fees
20 Jul - 21 Jul
Holiday Inn Express Annapolis East-Kent Island by IHG

Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis
3.0 star property
Annapolis
8.2 out of 10, Very Good, (1,002 reviews)
"Breakfast was excellent and parking was convenient and safe"
United States
Paul
The price is SARĀ 363
SARĀ 414 total
includes taxes & fees
5 Jul - 6 Jul
Hilton Garden Inn Annapolis

The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (464 reviews)
"Wonderful stay!"
United States
Rachel
The price is SARĀ 972
SARĀ 1,152 total
includes taxes & fees
22 Jul - 23 Jul
The Wildset

Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
Deale
9.4 out of 10, Exceptional, (489 reviews)
"absolutely perfect for this traveler!"
United States
BENNY
The price is SARĀ 836
SARĀ 953 total
includes taxes & fees
30 Jun - 1 Jul
Anchored Inn at Hidden Harbour Marina

Haven Point Inn and Gallery

Haven Point Inn and Gallery
2.0 star property
Rock Hall
10.0 out of 10, Exceptional, (3 reviews)
"Room was very clean and the owner was very helpful will definitely stay there again"
United States
John
The price is SARĀ 483
SARĀ 536 total
includes taxes & fees
7 Jul - 8 Jul
Haven Point Inn and Gallery

Best Western Annapolis

Best Western Annapolis
2.5 star property
Annapolis
7.8 out of 10, Good, (1,007 reviews)
"Clean, reasonably priced , great staff and excellent breakfast!"
United States
Brian
The price is SARĀ 345
SARĀ 393 total
includes taxes & fees
5 Jul - 6 Jul
Best Western Annapolis

Village Inn Annapolis MD

Village Inn Annapolis MD
2.0 star property
Annapolis
6.2 out of 10, (508 reviews)
"The room was very nice, clean and quiet. Great location"
United States
William
The price is SARĀ 312
SARĀ 355 total
includes taxes & fees
23 Jun - 24 Jun
Village Inn Annapolis MD
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

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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 traveler data. Two other options for your stay in the area are DoubleTree by Hilton Hotel Annapolis and Crowne Plaza Annapolis by IHG. See all available top hotels, or vacation rentals in Highland Beach.
What are some of the best vacation rentals in Highland Beach?
St. Michaels Escape | Pool, Hot Tub & Fire Pit: This vacation home near Highland Beach is located on a river and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation. See all vacation rentals in Highland Beach.
If I need to cancel my hotel reservation in Highland Beach, will I receive a refund?
Yes, you'll find most room reservations are fully refundable if you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of your arrival date. If you booked a non-refundable reservation, it might still be possible to cancel it 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.
Where can I learn more about changing or cancelling my trip to Highland Beach?
For additional details about rescheduling or cancelling your trip to Highland Beach, head over to our customer service page.
What is staying in Highland Beach like?
Visitors to Highland Beach are sure to find plenty to explore and enjoy. There are 1214 hotels and other accommodations in the surrounding area. Find out more about Highland Beach.
What should I see while I'm in Highland Beach?
The picturesque setting of Northern Chesapeake Bay and Chesapeake Bay exemplify the area's natural beauty. You'll also find Maryland Quiet Waters Park and Annapolis Landing Marina in the area. Check out what more to see and do in Expedia's Highland Beach guide.
What's the seasonal weather like in Highland Beach?
The hottest months are usually July and August with an average temp of 75°F, while the coldest months are January and February with an average of 40°F. Average annual precipitation for Highland Beach is 52 inches.