Highland Beach Hotels from ₹7,471

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10 Dec - 11 Dec
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11 Dec - 12 Dec
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12 Dec - 14 Dec
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19 Dec - 21 Dec

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Our top choices for Highland Beach hotels

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, (930)
"nice, clean, up to date, budget friendly hotel"
United States
mike
The price is ₹7,820
₹8,680 total
includes taxes & fees
14 Dec - 15 Dec
Holiday Inn Express Annapolis East-Kent Island by IHG
Terrace/patio
Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina

3.0 star property
Grasonville
9.6 out of 10, Exceptional, (674)
"Great view, good ambiance all around"
United States
Dianne
The price is ₹10,436
₹11,583 total
includes taxes & fees
14 Dec - 15 Dec
Hyatt Place Kent Narrows & Marina
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, (1001)
"We stayed overnight, coming to meet some people for a business meeting. Monica at the front desk provided great customer service and was extremely helpful in accommodating us. "
United States
Anthony
The price is ₹9,276
₹10,296 total
includes taxes & fees
21 Dec - 22 Dec
Hilton Garden Inn Kent Island Marina
Outdoor banquet area
The Tilghman Island Inn

The Tilghman Island Inn

3.5 star property
Tilghman
9.6 out of 10, Exceptional, (120)
"Great room and water view! Staff is very friendly and welcoming. "
United States
Nicole
The price is ₹17,977
₹19,774 total
includes taxes & fees
11 Dec - 12 Dec
The Tilghman Island Inn
Balcony
Rod 'N' Reel Resort

Rod 'N' Reel Resort

4.0 star property
Chesapeake Beach
8.4 out of 10, Very good, (1000)
"The hotel is beautiful I can’t wait for"
United States
Lynn
The price is ₹9,558
₹12,407 total
includes taxes & fees
2 Jan - 3 Jan 2026
Rod 'N' Reel Resort
In-room safe, individually decorated, individually furnished, desk
Best Western Kent Narrows Inn

Best Western Kent Narrows Inn

2.5 star property
Grasonville
8.0 out of 10, Very good, (1000)
"Our room was clean, smelled great, and the breakfast was good with many options."
United States
Eric
The price is ₹7,498
₹8,323 total
includes taxes & fees
22 Dec - 23 Dec
Best Western Kent Narrows Inn
Aerial view
Kent Island Resort

Kent Island Resort

3.5 star property
Stevensville
9.2 out of 10, Wonderful, (128)
"The property is very charming and the staff was extremely attentive and friendly. It's a beautiful area. Close to Annapolis and a lot of fun things to do."
United States
Michael
The price is ₹11,500
₹15,921 total
includes taxes & fees
11 Dec - 12 Dec
Kent Island Resort
Suite, 1 Queen Bed, Non Smoking | In-room safe, iron/ironing board, free WiFi, bed sheets
Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island

2.5 star property
Grasonville
7.8 out of 10, Good, (859)
"room was nice breakfast was good and the staff was very friendly and helpful. "
United States
Esai
The price is ₹7,640
₹8,481 total
includes taxes & fees
14 Dec - 15 Dec
Quality Inn Grasonville near Kent Island
View from property
The Westin Annapolis

The Westin Annapolis

4.0 star property
Annapolis
8.6 out of 10, Excellent, (1000)
"Spectacular "
United States
Dennis
The price is ₹13,842
₹15,780 total
includes taxes & fees
14 Dec - 15 Dec
The Westin Annapolis
Front of property – evening/night
The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club

4.0 star property
Stevensville
9.4 out of 10, Exceptional, (429)
"Very nice atmosphere. Fall decor, multiple outdoor fireplaces, water fountains, everything clean, tidy, cozy, and all staff professionally courteous. Just very pleasant all around."
United States
Warren
The price is ₹16,525
₹20,629 total
includes taxes & fees
14 Dec - 15 Dec
The Inn at Chesapeake Bay Beach Club
Garden
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

4.0 star property
Annapolis
8.6 out of 10, Excellent, (1000)
"Great place!"
United States
Tawnya
The price is ₹6,855
₹7,814 total
includes taxes & fees
28 Dec - 29 Dec
DoubleTree by Hilton Hotel Annapolis
Room, 2 Queen Beds, Balcony | 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, (881)
"Great location, nice and clean "
United States
Micah
The price is ₹15,968
₹18,203 total
includes taxes & fees
17 Dec - 18 Dec
Annapolis Waterfront Hotel, Autograph Collection
Hypo-allergenic bedding, down duvets, in-room safe, desk
Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis

3.0 star property
Annapolis
8.2 out of 10, Very good, (1000)
"Clean room, fast and easy check in, made to order breakfast options. "
United States
Michael
The price is ₹6,702
₹7,640 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hilton Garden Inn Annapolis
Exterior
Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis

3.0 star property
Annapolis
8.6 out of 10, Excellent, (1001)
"Wonderful stay. "
United States
Angela
The price is ₹8,719
₹9,939 total
includes taxes & fees
28 Dec - 29 Dec
Courtyard by Marriott Annapolis
Indoor pool
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

3.5 star property
Annapolis
8.8 out of 10, Excellent, (1007)
"Excellent from check in to check out, highly recommend!"
United States
Eric
The price is ₹8,719
₹9,939 total
includes taxes & fees
15 Dec - 16 Dec
Crowne Plaza Annapolis by IHG
Free daily buffet breakfast
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, (1000)
"Clean room and friendly staff! "
United States
Silvia
The price is ₹7,206
₹8,215 total
includes taxes & fees
2 Jan - 3 Jan 2026
Holiday Inn Express & Suites Annapolis by IHG
Hypo-allergenic bedding, desk, blackout curtains, iron/ironing board
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, (1001)
"Clean hotel, solid breakfast, and great staff. Beds are comfortable and rooms are up to date and quiet."
United States
Paul
The price is ₹7,838
₹8,935 total
includes taxes & fees
1 Jan - 2 Jan 2026
Country Inn & Suites by Radisson, Annapolis, MD
Premium bedding, pillow-top beds, in-room safe, individually furnished
Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis

2.5 star property
Annapolis
8.2 out of 10, Very good, (1003)
"I had a great experience at my stay at Hampton "
United States
Idris O
The price is ₹8,125
₹9,263 total
includes taxes & fees
17 Dec - 18 Dec
Hampton Inn & Suites Annapolis
Egyptian cotton sheets, premium bedding, pillow-top beds, desk
Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

3.0 star property
Edgewater
8.8 out of 10, Excellent, (962)
"Nice breakfast, clean room, great parking"
United States
Amy
The price is ₹8,179
₹9,325 total
includes taxes & fees
29 Dec - 30 Dec
Sonesta ES Suites Annapolis
Front of property
Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina

2.5 star property
Deale
9.4 out of 10, Exceptional, (470)
"Beautiful place to stay, we stay their one to two times a year."
United States
Marjorie
The price is ₹12,053
₹13,741 total
includes taxes & fees
28 Dec - 29 Dec
Anchored Inn at Hidden Harbour 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

Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

10/10 Excellent
"Clean hotel, solid breakfast, and great staff. Beds are comfortable and rooms are up to date and quiet."
Paul 1-night trip
Posted 2 days ago
Country Inn & Suites by Radisson, Annapolis, MD

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 ₹6,918 per night from 29 Dec to 30 Dec
₹6,918
₹7,887 total
29 Dec - 30 Dec
includes taxes & fees
9/10 Wonderful! (1,003 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 Historic Inns of Annapolis and Crowne Plaza Annapolis by IHG. See all available top hotels, or 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 1203 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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