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Top hotels and accommodation in Highland Beach

Holiday Inn Express Annapolis East-Kent Island by IHG

2.5 star property
9.2 out of 10, Wonderful, (903)
"The BEAUTIFUL backyard on the water, the walking trail, and the walkability to several restaurants were so nice!"
The price is AU$213
includes taxes & fees
19 Oct - 20 Oct
Holiday Inn Express Annapolis East-Kent Island by IHG

Hyatt Place Kent Narrows & Marina

3.0 star property
9.4 out of 10, Exceptional, (633)
"Great location and rooms. Great place!"
The price is AU$250
includes taxes & fees
26 Oct - 27 Oct
Hyatt Place Kent Narrows & Marina

Hilton Garden Inn Kent Island Marina

3.0 star property
9.0 out of 10, Wonderful, (1001)
"Hotel was great, beautiful location near the water"
The price is AU$247
includes taxes & fees
16 Oct - 17 Oct
Hilton Garden Inn Kent Island Marina

Kent Island Resort

3.5 star property
9.2 out of 10, Wonderful, (114)
"Great INN super nice staff"
The price is AU$375
includes taxes & fees
21 Oct - 22 Oct
Kent Island Resort

Quality Inn

2.5 star property
7.8 out of 10, Good, (833)
"Great place and great staff"
The price is AU$164
includes taxes & fees
2 Nov - 3 Nov
Quality Inn

Best Western Kent Narrows Inn

2.5 star property
8.0 out of 10, Very good, (1003)
"Clean well appointed room. Very pet friendly with a reasonable pet fee of $30."
The price is AU$212
includes taxes & fees
2 Nov - 3 Nov
Best Western Kent Narrows Inn

Anchored Inn at Hidden Harbour Marina

2.5 star property
9.4 out of 10, Exceptional, (456)
"The view from the balcony is the best, whether at night or the day time. The outside bar everyone is so friendly. I have stayed here a few times and every time I come to the area, I will only stay here. I highly recommend it !"
The price is AU$309
includes taxes & fees
6 Oct - 7 Oct
Anchored Inn at Hidden Harbour Marina

Rod 'N' Reel Resort

4.0 star property
8.4 out of 10, Very good, (1001)
"great place "
The price is AU$247
includes taxes & fees
15 Oct - 16 Oct
Rod 'N' Reel Resort

The Westin Annapolis

4.0 star property
8.6 out of 10, Excellent, (1001)
"Would stay there again very soon "
The price is AU$352
includes taxes & fees
2 Nov - 3 Nov
The Westin Annapolis

The Inn at Chesapeake Bay Beach Club

4.0 star property
9.4 out of 10, Exceptional, (421)
"Beautiful hotel with friendly staff and great food! Comfortable bed, stayed at the Barn. "
The price is AU$366
includes taxes & fees
2 Nov - 3 Nov
The Inn at Chesapeake Bay Beach Club

Hilton Garden Inn Annapolis

3.0 star property
8.2 out of 10, Very good, (1003)
"Our stay at the hotel was easy check in and check out. Quiet and great location for our stay."
The price is AU$192
includes taxes & fees
19 Oct - 20 Oct
Hilton Garden Inn Annapolis

Courtyard by Marriott Annapolis

3.0 star property
8.6 out of 10, Excellent, (1001)
"The room was great, and the staff was great. "
The price is AU$181
includes taxes & fees
2 Nov - 3 Nov
Courtyard by Marriott Annapolis

Sonesta ES Suites Annapolis

3.0 star property
8.8 out of 10, Excellent, (907)
"Had a great stay."
The price is AU$184
includes taxes & fees
26 Oct - 27 Oct
Sonesta ES Suites Annapolis

Crowne Plaza Annapolis by IHG

3.5 star property
8.8 out of 10, Excellent, (1001)
"Good location"
The price is AU$185
includes taxes & fees
3 Nov - 4 Nov
Crowne Plaza Annapolis by IHG

Country Inn & Suites by Radisson, Annapolis, MD

3.0 star property
9.0 out of 10, Wonderful, (1006)
"Great place to stay Friendly staff secure rooms Thank you "
The price is AU$167
includes taxes & fees
2 Nov - 3 Nov
Country Inn & Suites by Radisson, Annapolis, MD

Historic Inns of Annapolis

3.5 star property
9.0 out of 10, Wonderful, (1836)
"Perfect location…terrific staff…spacious room with a king sized bed! "
Historic Inns of Annapolis

Hampton Inn & Suites Annapolis

2.5 star property
8.2 out of 10, Very good, (1003)
"Nice location and staff was friendly and helpful."
The price is AU$174
includes taxes & fees
2 Nov - 3 Nov
Hampton Inn & Suites Annapolis

DoubleTree by Hilton Hotel Annapolis

4.0 star property
8.6 out of 10, Excellent, (1005)
"Comfortable place to stay, nice shopping area close by. "
The price is AU$183
includes taxes & fees
3 Nov - 4 Nov
DoubleTree by Hilton Hotel Annapolis

Annapolis Waterfront Hotel, Autograph Collection

4.0 star property
8.8 out of 10, Excellent, (870)
"Beautiful location, big rooms "
The price is AU$365
includes taxes & fees
2 Nov - 3 Nov
Annapolis Waterfront Hotel, Autograph Collection

Holiday Inn Express & Suites Annapolis by IHG

2.5 star property
8.2 out of 10, Very good, (1000)
"Great location. "
The price is AU$197
includes taxes & fees
29 Oct - 30 Oct
Holiday Inn Express & Suites Annapolis by IHG
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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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 traveller data. Two other options for your stay in the area are Sonesta ES Suites Annapolis and Country Inn & Suites by Radisson, Annapolis, MD. 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?

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably: This holiday home rental outside of Highland Beach offers a balcony, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. 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 1245 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?

Places to visit in the wider area include Bay Ridge Beach, Maryland Quiet Waters Park and Annapolis Landing Marina. You'll also find Annapolis Maritime Museum and Ego Alley 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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Explore a world of travel with Expedia