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Mar 3 - Mar 4
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Mar 4 - Mar 5
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Mar 6 - Mar 8
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Mar 13 - Mar 15

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Our top choices for Highland Beach hotels

Indoor pool

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very Good, (1,004 reviews)
"Nice breakfast, cleanroom. Great location."
United States
Wayne
The price is ￥14,667
￥16,280 total
includes taxes & fees
Mar 31 - Apr 1
Best Western Kent Narrows Inn
Lobby

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (879 reviews)
"Nice staff and rooms"
United States
Walter
The price is ￥14,589
￥16,193 total
includes taxes & fees
Mar 31 - Apr 1
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, (370 reviews)
"Clean room, helpful staff, nice breakfast, beautiful views, excellent location."
United States
Denise
The price is ￥15,727
￥17,300 total
includes taxes & fees
Mar 4 - Mar 5
Knapps Narrows Marina & Inn
Exterior

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, (967 reviews)
"Clean room, I enjoy staying here every time I'm in the area"
United States
Peter
The price is ￥16,513
￥18,330 total
includes taxes & fees
Mar 18 - Mar 19
Holiday Inn Express Annapolis East-Kent Island by IHG
Exterior

Microtel Inn & Suites by Wyndham Gambrills

Microtel Inn & Suites by Wyndham Gambrills
2.0 star property
Gambrills
9.0 out of 10, Wonderful, (1,031 reviews)
"Great staff & clean rooms. "
United States
Carmelo
The price is ￥13,368
￥15,239 total
includes taxes & fees
Mar 15 - Mar 16
Microtel Inn & Suites by Wyndham Gambrills
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
St Michaels Inn
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, (476 reviews)
"Beautiful place to stay, we stay their one to two times a year."
United States
Marjorie
The price is ￥23,735
￥27,059 total
includes taxes & fees
Mar 26 - Mar 27
Anchored Inn at Hidden Harbour Marina
Outdoor wedding area

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.4 out of 10, Very Good, (1,000 reviews)
"Yes the room was clean and the staff was great "
United States
Thurnell
The price is ￥14,925
￥19,687 total
includes taxes & fees
Mar 18 - Mar 19
Rod 'N' Reel Resort
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 ￥19,763
￥28,658 total
includes taxes & fees
Mar 10 - Mar 11
Wylder Tilghman Island
Lobby

Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1,003 reviews)
"An amazing cozy place to stay during this snow storm!"
United States
zhanna
The price is ￥15,570
￥17,750 total
includes taxes & fees
Mar 4 - Mar 5
Hilton Garden Inn Annapolis Downtown
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 ￥26,579
￥29,237 total
includes taxes & fees
Mar 4 - Mar 5
George Brooks House B&B
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)
"Staff was friendly and rooms were clean. Beautiful area to visit. "
United States
Amy
The price is ￥17,926
￥19,897 total
includes taxes & fees
Mar 8 - Mar 9
Hilton Garden Inn Kent Island Marina
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 ￥23,433
￥25,776 total
includes taxes & fees
Mar 4 - Mar 5
Parsonage Inn
Free daily self-serve breakfast

SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1,002 reviews)
"Great location and friendly staff. "
United States
Shana
The price is ￥13,234
￥15,087 total
includes taxes & fees
Mar 15 - Mar 16
SpringHill Suites 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, (124 reviews)
"Great room and water view! Staff is very friendly and welcoming. "
United States
Nicole
The price is ￥24,968
￥27,465 total
includes taxes & fees
Mar 18 - Mar 19
The Tilghman Island Inn
Reception

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.6 out of 10, Excellent, (1,010 reviews)
"The staff were so nice and helpful and the amenities were great. The restaurant and bar were great especially the breakfast and of course the cookies. The shuttle was so convenient, fast, and super polite. Great stay. I recommend and will stay again next time I'm in town. "
United States
Kathy
The price is ￥13,511
￥15,402 total
includes taxes & fees
Mar 5 - Mar 6
DoubleTree by Hilton Hotel Annapolis
Room, 1 King Bed, Non Smoking (Whirlpool) | In-room safe, desk, laptop workspace, blackout drapes

Holiday Inn Express & Suites Annapolis by IHG

Holiday Inn Express & Suites Annapolis by IHG
2.5 star property
Annapolis
8.2 out of 10, Very Good, (1,002 reviews)
" The rooms where clean, staff where so helpful. The cafe with a hot bar breakfast was excellent it was always clean and replenished with Great Coffee. "
United States
Sherri
The price is ￥17,142
￥19,542 total
includes taxes & fees
Mar 4 - Mar 5
Holiday Inn Express & Suites Annapolis by IHG
Lobby

Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG
2.5 star property
Annapolis
8.8 out of 10, Excellent, (213 reviews)
"Hotel was clean staff was friendly"
United States
Kim
The price is ￥15,255
￥17,391 total
includes taxes & fees
Mar 8 - Mar 9
Candlewood Suites Annapolis by IHG
Dinner served, American cuisine

Comfort Inn Conference Center

Comfort Inn Conference Center
2.5 star property
Bowie
9.2 out of 10, Wonderful, (1,000 reviews)
"Quiet lodging, great location "
United States
Daniel
The price is ￥15,570
￥17,594 total
includes taxes & fees
Mar 9 - Mar 10
Comfort Inn Conference Center
Terrace/patio

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
Grasonville
9.6 out of 10, Exceptional, (718 reviews)
"Amazing location and staff!"
United States
Bobbi J.
The price is ￥17,300
￥19,202 total
includes taxes & fees
Mar 16 - Mar 17
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

Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown

2/10 Terrible
"Who cares? When the service was so bad that we will never stay at a Hilton again!"
James F 1-night trip
Posted 11 hours 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 ￥12,739 per night from Mar 10 to Mar 11
￥12,739
￥14,523 total
Mar 10 - Mar 11
includes taxes & fees
7.8/10 Good! (1,004 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 traveler data. Two other options for your stay in the area are Historic Inns of Annapolis and DoubleTree by Hilton Hotel Annapolis. See all available top hotels, or vacation rentals in Highland Beach.
What are some of the best vacation rentals in Highland Beach?
Charming Annapolis WaterVIEW Home: This vacation home rental near Highland Beach is located on the waterfront and has a balcony, a garden, and a barbecue grill 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 you can cook with friends or family. You can relax into your vacation with a selection of games and a 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, 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 1197 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 Bay Ridge Beach and Maryland Quiet Waters Park 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.

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