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Our top choices for Highland Beach hotels

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (863)
"room was nice breakfast was good and the staff was very friendly and helpful. "
United States
Esai
The price is AU$139
includes taxes & fees
1 Jan - 2 Jan 2026
Quality Inn Grasonville near Kent Island

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
Grasonville
9.6 out of 10, Exceptional, (684)
"friendly staff, clean room / lobby, nice bar, everything was great"
United States
William
The price is AU$192
includes taxes & fees
19 Jan - 20 Jan 2026
Hyatt Place Kent Narrows & Marina

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, (945)
"It was very comfortable and clean"
United States
Maria
The price is AU$144
includes taxes & fees
19 Jan - 20 Jan 2026
Holiday Inn Express Annapolis East-Kent Island by IHG

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.6 out of 10, Excellent, (1000)
"Great stay "
United States
Jose Miguel
The price is AU$127
includes taxes & fees
4 Jan - 5 Jan 2026
DoubleTree by Hilton Hotel Annapolis

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.4 out of 10, Very good, (1002)
"This place is extremely impressive!!! The room was clean, the view was AMAZING, and the staff were friendly. This is our new spot. Even the guy at the gift shop was really helpful and cool. "
United States
Stacy
The price is AU$178
includes taxes & fees
6 Jan - 7 Jan 2026
Rod 'N' Reel Resort

Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1003)
"Great value for stay with breakfast included "
United States
Aisling
The price is AU$145
includes taxes & fees
15 Jan - 16 Jan 2026
Hilton Garden Inn Annapolis Downtown

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very good, (1000)
"Nice place "
United States
Tucker T
The price is AU$124
includes taxes & fees
7 Jan - 8 Jan 2026
Best Western Kent Narrows Inn

Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
3.5 star property
Annapolis
8.8 out of 10, Excellent, (1014)
"Very nice hotel. Very clean and quiet "
United States
Mary
The price is AU$187
includes taxes & fees
4 Jan - 5 Jan 2026
Crowne Plaza Annapolis by IHG

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very good, (1001)
"Staff was friendly, courteous, and helpful."
United States
Donna
The price is AU$154
includes taxes & fees
26 Jan - 27 Jan 2026
St Michaels Inn

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, (1000)
"Breakfast menu was great! Pool and hot tub were nice!"
United States
Terrence
The price is AU$165
includes taxes & fees
4 Jan - 5 Jan 2026
Country Inn & Suites by Radisson, Annapolis, MD

Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis
2.5 star property
Annapolis
8.2 out of 10, Very good, (1007)
"Appreciated that it was in a quiet area. Great hospitality! Will stay again when visiting Maryland."
United States
robin
The price is AU$145
includes taxes & fees
7 Jan - 8 Jan 2026
Hampton Inn & Suites Annapolis

Comfort Inn Conference Center

Comfort Inn Conference Center
2.5 star property
Bowie
9.2 out of 10, Wonderful, (1001)
"The staff was amazing , very friendly. Rooms were very clean."
United States
Victoria
The price is AU$167
includes taxes & fees
19 Jan - 20 Jan 2026
Comfort Inn Conference Center

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 AU$148
includes taxes & fees
8 Jan - 9 Jan 2026
Hilton Garden Inn Annapolis

The Westin Annapolis

The Westin Annapolis
4.0 star property
Annapolis
8.6 out of 10, Excellent, (1000)
"Great hotel love that they are pet friendly. Easy check in and valet parking staff great"
United States
Robert
The price is AU$237
includes taxes & fees
1 Jan - 2 Jan 2026
The Westin Annapolis

Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
Deale
9.4 out of 10, Exceptional, (472)
"Beautiful place to stay, we stay their one to two times a year."
United States
Marjorie
The price is AU$228
includes taxes & fees
6 Jan - 7 Jan 2026
Anchored Inn at Hidden Harbour Marina

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 AU$136
includes taxes & fees
10 Jan - 11 Jan 2026
Holiday Inn Express & Suites Annapolis by IHG

Best Western Annapolis

Best Western Annapolis
2.5 star property
Annapolis
7.8 out of 10, Good, (1000)
"Best Western provided a clean comfortable room for our stay at Annapolis. There was plentiful parking and the staff was courteous and helpful. The breakfast was adequate and centrally located. I would definitely recommends this establishment"
United States
Charles
The price is AU$116
includes taxes & fees
4 Jan - 5 Jan 2026
Best Western Annapolis

Microtel Inn & Suites by Wyndham Gambrills

Microtel Inn & Suites by Wyndham Gambrills
2.0 star property
Gambrills
9.0 out of 10, Wonderful, (1008)
"Nice place to stay! Clean, friendly staff, close to restaurants,stores, and movies!"
United States
Valda
The price is AU$129
includes taxes & fees
26 Jan - 27 Jan 2026
Microtel Inn & Suites by Wyndham Gambrills

SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1000)
"Great location and friendly staff. "
United States
Shana
The price is AU$187
includes taxes & fees
8 Jan - 9 Jan 2026
SpringHill Suites by Marriott Annapolis

Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1002)
"We keep coming back to the hotel with every visit to Annapolis. "
United States
Catherine
The price is AU$143
includes taxes & fees
19 Jan - 20 Jan 2026
Courtyard by Marriott Annapolis
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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 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.
What are some of the best holiday rentals that Highland Beach has to offer?
Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.: This holiday home rental outside of Highland Beach is located on a river, and has a patio, 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 fridge, a stovetop and a microwave, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a pool table. 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 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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