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Top hotels and accommodation in Highland Beach

Our top choices for Highland Beach hotels

Inn at Huntingfield Creek

3.5 star property
10.0 out of 10, Exceptional, (53)
"Everything was lovely. Our cottage private and very nice. Breakfast delicious. Close to town. "
Inn at Huntingfield Creek

The Tilghman Island Inn

3.5 star property
9.6 out of 10, Exceptional, (110)
"Great staff and food!"
The price is NZ$384
includes taxes & fees
28 Sept - 29 Sept
The Tilghman Island Inn

Graduate by Hilton Annapolis

4.0 star property
9.4 out of 10, Exceptional, (1010)
"Great area and it was a perfect hotel for our trip. "
The price is NZ$363
includes taxes & fees
28 Sept - 29 Sept
Graduate by Hilton Annapolis

The Inn at Chesapeake Bay Beach Club

4.0 star property
9.4 out of 10, Exceptional, (419)
"Beautiful hotel with friendly staff and great food! Comfortable bed, stayed at the Barn. "
The price is NZ$470
includes taxes & fees
1 Oct - 2 Oct
The Inn at Chesapeake Bay Beach Club

Courtyard by Marriott Bowie

3.0 star property
9.4 out of 10, Exceptional, (802)
"Staff was nice and place was clean"
The price is NZ$275
includes taxes & fees
5 Oct - 6 Oct
Courtyard by Marriott Bowie

Flag House Inn

3.5 star property
9.4 out of 10, Exceptional, (78)
"Lovely B&B close to EVERYTHING! The host were so kind and helpful. The common areas were very nice as well as the front porch!"
The price is NZ$320
includes taxes & fees
24 Sept - 25 Sept
Flag House Inn

Hyatt Place Kent Narrows & Marina

3.0 star property
9.4 out of 10, Exceptional, (628)
"we loved the view and the room"
The price is NZ$320
includes taxes & fees
19 Oct - 20 Oct
Hyatt Place Kent Narrows & Marina

Inn at Perry Cabin

5.0 star property
9.6 out of 10, Exceptional, (364)
"Beautiful place to stay."
The price is NZ$1,178
includes taxes & fees
7 Oct - 8 Oct
Inn at Perry Cabin

TownePlace Suites by Marriott Annapolis

3.0 star property
9.2 out of 10, Wonderful, (26)
"The staff was great!"
The price is NZ$214
includes taxes & fees
29 Sept - 30 Sept
TownePlace Suites by Marriott Annapolis

TownePlace Suites Bowie Town Center

3.0 star property
9.2 out of 10, Wonderful, (585)
"People at the hotel were great and area was safe"
The price is NZ$229
includes taxes & fees
14 Oct - 15 Oct
TownePlace Suites Bowie Town Center

Kent Island Resort

3.5 star property
9.2 out of 10, Wonderful, (114)
"Great INN super nice staff"
The price is NZ$384
includes taxes & fees
1 Oct - 2 Oct
Kent Island Resort

Comfort Inn Conference Center

2.5 star property
9.2 out of 10, Wonderful, (1017)
"Nice stay"
The price is NZ$191
includes taxes & fees
6 Oct - 7 Oct
Comfort Inn Conference Center

Historic Inns of Annapolis

3.5 star property
9.0 out of 10, Wonderful, (1847)
"Perfect location…terrific staff…spacious room with a king sized bed! "
Historic Inns of Annapolis

Country Inn & Suites by Radisson, Annapolis, MD

3.0 star property
9.0 out of 10, Wonderful, (1021)
"Great place to stay. The pool and hot tub are great amenities. "
The price is NZ$196
includes taxes & fees
30 Sept - 1 Oct
Country Inn & Suites by Radisson, Annapolis, MD

SpringHill Suites by Marriott Annapolis

3.0 star property
9.0 out of 10, Wonderful, (1005)
"Clean room, Good breakfast and friendly staff."
The price is NZ$205
includes taxes & fees
28 Sept - 29 Sept
SpringHill Suites by Marriott Annapolis

Parsonage Inn

3.5 star property
9.2 out of 10, Wonderful, (130)
"Beautiful Victorian Cottage Home. Outstanding service and breakfast. Wonderful hosts made us feel right @ home!"
The price is NZ$429
includes taxes & fees
28 Sept - 29 Sept
Parsonage Inn

Knapps Narrows Marina & Inn

3.0 star property
9.4 out of 10, Exceptional, (342)
"Beautiful view!"
The price is NZ$412
includes taxes & fees
28 Sept - 29 Sept
Knapps Narrows Marina & Inn

Laurel Grove Inn on the South

3.5 star property
9.0 out of 10, Wonderful, (526)
"Great location with fantastic views. Very friendly owner "
Laurel Grove Inn on the South

Holiday Inn Express Annapolis East-Kent Island by IHG

2.5 star property
9.2 out of 10, Wonderful, (902)
"The BEAUTIFUL backyard on the water, the walking trail, and the walkability to several restaurants were so nice!"
The price is NZ$255
includes taxes & fees
19 Oct - 20 Oct
Holiday Inn Express Annapolis East-Kent Island by IHG

Hilton Garden Inn Kent Island Marina

3.0 star property
9.0 out of 10, Wonderful, (999)
"Hotel was great, beautiful location near the water"
The price is NZ$296
includes taxes & fees
30 Sept - 1 Oct
Hilton Garden Inn Kent Island 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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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 Country Inn & Suites by Radisson, Annapolis, MD and Sonesta ES Suites 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?

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 1230 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