Highland Beach Hotels

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Tonight
1 Dec - 2 Dec
Tomorrow
2 Dec - 3 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

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Top 10 trending 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, (928)
"nice, clean, up to date, budget friendly hotel"
United States
mike
The price is €76
includes taxes & fees
14 Dec - 15 Dec
Holiday Inn Express Annapolis East-Kent Island by IHG
Indoor pool, pool loungers
Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina

3.0 star property
Grasonville
9.4 out of 10, Exceptional, (668)
"Great view, good ambiance all around"
United States
Dianne
The price is €111
includes taxes & fees
4 Dec - 5 Dec
Hyatt Place Kent Narrows & Marina
Outdoor banquet area
The Tilghman Island Inn

The Tilghman Island Inn

3.5 star property
Tilghman
9.6 out of 10, Exceptional, (119)
"Great room and water view! Staff is very friendly and welcoming. "
United States
Nicole
The price is €190
includes taxes & fees
4 Dec - 5 Dec
The Tilghman Island Inn
Exterior
Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina

3.0 star property
Grasonville
9.0 out of 10, Wonderful, (1010)
"Easy parking and check in. Conveniently located within walking distance of some great seafood restaurants. Always an enjoyable stay"
United States
Roberta
The price is €106
includes taxes & fees
15 Dec - 16 Dec
Hilton Garden Inn Kent Island Marina
Balcony
Rod 'N' Reel Resort

Rod 'N' Reel Resort

4.0 star property
Chesapeake Beach
8.4 out of 10, Very good, (1003)
"The hotel is beautiful I can’t wait for"
United States
Lynn
The price is €117
includes taxes & fees
3 Dec - 4 Dec
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, (1010)
"Our room was clean, smelled great, and the breakfast was good with many options."
United States
Eric
The price is €88
includes taxes & fees
8 Dec - 9 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, (127)
"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 €133
includes taxes & fees
7 Dec - 8 Dec
Kent Island Resort
View from property
The Westin Annapolis

The Westin Annapolis

4.0 star property
Annapolis
8.6 out of 10, Excellent, (1007)
"Great environment"
United States
Salvador E
The price is €150
includes taxes & fees
14 Dec - 15 Dec
The Westin Annapolis
Suite, 1 Queen Bed, Non Smoking
Quality Inn

Quality Inn

2.5 star property
Grasonville
7.8 out of 10, Good, (857)
"room was nice breakfast was good and the staff was very friendly and helpful. "
United States
Esai
The price is €81
includes taxes & fees
14 Dec - 15 Dec
Quality Inn
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 €198
includes taxes & fees
7 Dec - 8 Dec
The Inn at Chesapeake Bay Beach Club
Indoor pool
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

3.5 star property
Annapolis
8.8 out of 10, Excellent, (1015)
"Clean, easy parking, nice staff but over priced breakfast"
United States
Gabrielle
The price is €105
includes taxes & fees
7 Dec - 8 Dec
Crowne Plaza Annapolis by IHG
Exterior
Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis

3.0 star property
Annapolis
8.6 out of 10, Excellent, (1003)
"Wonderful stay. "
United States
Angela
The price is €95
includes taxes & fees
7 Dec - 8 Dec
Courtyard by Marriott 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)
"Overnight stay - all went as expected"
United States
William
The price is €132
includes taxes & fees
29 Dec - 30 Dec
Anchored Inn at Hidden Harbour Marina
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, (1002)
"I had a lovely stay."
United States
Kalynn
The price is €64
includes taxes & fees
21 Dec - 22 Dec
Hilton Garden Inn Annapolis
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, (1015)
"Clean room, friendly staff"
United States
Jodi
The price is €86
includes taxes & fees
1 Jan - 2 Jan 2026
Country Inn & Suites by Radisson, Annapolis, MD
Garden
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

4.0 star property
Annapolis
8.6 out of 10, Excellent, (1040)
"room was clean and quiet; parking was easy and safe. Very good welcome cookies too."
United States
Francisco
The price is €56
includes taxes & fees
21 Dec - 22 Dec
DoubleTree by Hilton Hotel Annapolis
Room, 2 Queen Beds, Balcony
Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

4.0 star property
Historic District
8.8 out of 10, Excellent, (878)
"Clean room. Friendly staff awesome location. "
United States
Brent
The price is €144
includes taxes & fees
18 Dec - 19 Dec
Annapolis Waterfront Hotel, Autograph Collection
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, (1004)
"Clean room and friendly staff! "
United States
Silvia
The price is €74
includes taxes & fees
19 Dec - 20 Dec
Holiday Inn Express & Suites Annapolis by IHG
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, (959)
"Nice breakfast, clean room, great parking"
United States
Amy
The price is €82
includes taxes & fees
28 Dec - 29 Dec
Sonesta ES Suites Annapolis
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, (1010)
"I had a great experience at my stay at Hampton "
United States
Idris O
The price is €89
includes taxes & fees
8 Dec - 9 Dec
Hampton Inn & 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

Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina

10/10 Excellent
"Amazing location. Clean and well kept. "
Vince 1-night trip
Posted 4 days ago
Hilton Garden Inn Kent Island Marina

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 €79 per night from 8 Dec to 9 Dec
€79
8 Dec - 9 Dec
includes taxes & fees
9/10 Wonderful! (1,013 reviews)

Frequently asked questions

Where is the best place for a stay in Highland Beach?
Located 5.7 mi (9.2 km) from the heart of Highland Beach, Crowne Plaza Annapolis by IHG 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 DoubleTree by Hilton Hotel 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?
Firepit, Beach, Pier and Gorgeous views without leaving your home ! ! !: This holiday home rental outside of Highland Beach is located on the beach, and has a fireplace, a patio and air conditioning to put you at ease in your new surroundings. It has 5 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 garden and a selection of games. 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 1205 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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