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Check prices for these dates

Tonight
23 Feb - 24 Feb
Tomorrow
24 Feb - 25 Feb
Next weekend
28 Feb - 2 Mar
In two weeks
7 Mar - 9 Mar

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Top hotels and accommodation in Highland Beach

St Michaels Inn
Front of property

St Michaels Inn

2.5 star property
8.2 out of 10, Very good, (1002)
"Great location, staff was so nice, friendly and accommodating! The room was clean, bathroom could use some updating and bed was really firm so be prepared. Pillow top would definitely be beneficial. Great morning coffee, and continental breakfast was ok. Loved that they provide bottle waters. I would stay here again"
The price is AU$137
includes taxes & fees
9 Mar - 10 Mar
St Michaels Inn
The Wildset
Premium Room

The Wildset

2.5 star property
9.8 out of 10, Exceptional, (297)
"Beautifully appointed with fireplace, big tub, deck & firepit. Would definitely come back!"
The price is AU$379
includes taxes & fees
24 Feb - 25 Feb
The Wildset
Inn at Perry Cabin
Breakfast, lunch, dinner served; sea views

Inn at Perry Cabin

5.0 star property
9.6 out of 10, Exceptional, (331)
"The property is beautiful and, the atmosphere is relaxing. I loved the fresh floral Christmas decorations."
The price is AU$634
includes taxes & fees
26 Feb - 27 Feb
Inn at Perry Cabin
Parsonage Inn
Porch

Parsonage Inn

3.5 star property
9.2 out of 10, Wonderful, (125)
"Great stay. We will be returning"
The price is AU$303
includes taxes & fees
24 Feb - 25 Feb
Parsonage Inn
George Brooks House B&B
Exterior

George Brooks House B&B

3.0 star property
8.6 out of 10, Excellent, (57)
"Very nice property, cozy and clean rooms, excellent service."
The price is AU$277
includes taxes & fees
24 Feb - 25 Feb
George Brooks House B&B
Quality Inn
Suite, 1 Queen Bed, Non Smoking

Quality Inn

2.5 star property
7.8 out of 10, Good, (733)
"Clean"
The price is AU$147
includes taxes & fees
24 Feb - 25 Feb
Quality Inn
Hilton Garden Inn Kent Island Marina
Terrace/patio

Hilton Garden Inn Kent Island Marina

3.0 star property
9.0 out of 10, Wonderful, (879)
"Alex was incredibly professional, kind, and helpful throughout our recent stay during a wonderful winter storm where power was intermittent. He kept calm and provided excellent service as an exemplary representative for Hilton."
The price is AU$212
includes taxes & fees
26 Feb - 27 Feb
Hilton Garden Inn Kent Island Marina
Holiday Inn Express Annapolis - Kent Island by IHG
Exterior

Holiday Inn Express Annapolis - Kent Island by IHG

2.5 star property
9.2 out of 10, Wonderful, (810)
"Good location for access to Rt. 50. Lot of restaurants. But all access is by car. Beautiful site, I imagine, in summer on the large patio overlooking water."
The price is AU$145
includes taxes & fees
2 Mar - 3 Mar
Holiday Inn Express Annapolis - Kent Island by IHG
Best Western Kent Narrows Inn
In-room safe, individually decorated, individually furnished, desk

Best Western Kent Narrows Inn

2.5 star property
8.2 out of 10, Very good, (1001)
"Great restaurants in area. Great view."
The price is AU$157
includes taxes & fees
2 Mar - 3 Mar
Best Western Kent Narrows Inn
Hyatt Place Kent Narrows & Marina
Terrace/patio

Hyatt Place Kent Narrows & Marina

3.0 star property
9.4 out of 10, Exceptional, (486)
"Even thought staff were Eagle’s fans, visit was very enjoyable!"
The price is AU$222
includes taxes & fees
2 Mar - 3 Mar
Hyatt Place Kent Narrows & Marina
Inn at Huntingfield Creek
Lake

Inn at Huntingfield Creek

3.5 star property
10.0 out of 10, Exceptional, (49)
"We had a great stay at this nice inn. It is exactly what we are looking for: a quiet place on the eastern shore surrounded by nature. The cottage (one of seven) is spacious and well appointed. The bed is very comfortable. The tranquility of sitting on the back porch looking at the golden sunset beyond the vast field and tree line!! We took many walks across the 70 plus acre property to the shore and just absorbed the peace and sound of the wind blowing over the water. It’s amazing. The living...
The price is AU$252
includes taxes & fees
2 Mar - 3 Mar
Inn at Huntingfield Creek
Mariners Motel
Outdoor pool

Mariners Motel

2.0 star property
9.4 out of 10, Exceptional, (88)
"Great location and very well cared for older motel. Updating extremely well done. We enjoyed the complimentary bikes, being so close to the water and the many good restaurants nearby. We will be back!"
The price is AU$251
includes taxes & fees
25 Feb - 26 Feb
Mariners Motel
Knapps Narrows Marina & Inn
Exterior

Knapps Narrows Marina & Inn

3.0 star property
9.4 out of 10, Exceptional, (322)
"Hidden Jem!!! Absolutely loved our stay . Such a laid back warm island vibe. Will be back soon! "
The price is AU$156
includes taxes & fees
25 Feb - 26 Feb
Knapps Narrows Marina & Inn
Wylder Tilghman Island
Waterfront Suite | Living area

Wylder Tilghman Island

2.0 star property
8.4 out of 10, Very good, (26)
"Check in was incredible. The room was awesome. Dinner was great. There were a couple of problems but they were quickly remedied. We plan on staying again. Awesome stay."
The price is AU$293
includes taxes & fees
24 Feb - 25 Feb
Wylder Tilghman Island
The Tilghman Island Inn
Garden View Double Queen First Level - Not Dog Friendly | View from room

The Tilghman Island Inn

3.5 star property
9.8 out of 10, Exceptional, (79)
"Loved our secluded it was and right in the water. Very peaceful. "
The price is AU$273
includes taxes & fees
24 Feb - 25 Feb
The Tilghman Island Inn
Kent Island Resort
Aerial view

Kent Island Resort

3.5 star property
9.2 out of 10, Wonderful, (92)
"Nice property. Would like to return when the weather is warm to enjoy the property more. "
The price is AU$235
includes taxes & fees
24 Feb - 25 Feb
Kent Island Resort
The Inn at Chesapeake Bay Beach Club
Front of property - evening/night

The Inn at Chesapeake Bay Beach Club

4.0 star property
9.4 out of 10, Exceptional, (374)
"Great spot!"
The price is AU$370
includes taxes & fees
24 Feb - 25 Feb
The Inn at Chesapeake Bay Beach Club
Rod 'N' Reel Resort
Superior Studio Suite | Balcony

Rod 'N' Reel Resort

4.0 star property
8.2 out of 10, Very good, (1004)
"Overall, I enjoy staying at the resort. The staff is usually friendly and helpful and the room is pretty clean and smells nice. TV viewing seems to be limited to a lot of news channels."
The price is AU$234
includes taxes & fees
9 Mar - 10 Mar
Rod 'N' Reel Resort
Inn at Horn Point
Beach nearby

Inn at Horn Point

3.0 star property
9.6 out of 10, Exceptional, (18)
"I booked the trip to celebrate an anniversary weekend away with my husband. The property came up through a Yelp review so I checked it out. I was impressed with the location, the detail to cleanliness, and the commitment to the environment. Once I booked the room, the innkeepers were very helpful in offering things to do and places to eat, as well as offering to help make our anniversary stay more memorable. Once we arrived, Cory took the time to greet us as we came in and share some of the...
The price is AU$643
includes taxes & fees
24 Feb - 25 Feb
Inn at Horn Point
Village Inn
TV

Village Inn

2.0 star property
6.2 out of 10, (471)
"I love this place! All the rooms are spacious. The entire staff is great! "
The price is AU$149
includes taxes & fees
24 Feb - 25 Feb
Village Inn
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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Learn more about Highland Beach

Head to Bay Ridge Beach and Maryland Quiet Waters Park—just two of the sights around Highland Beach.

See all hotels in Highland Beach

Frequently asked questions

Where is the best place for a stay in Highland Beach?

Located 3.7 mi (6 km) from the heart of Highland Beach, Graduate by Hilton Annapolis is a top choice for your stay, based on our traveller data. Two other options for your stay in the area are The Westin Annapolis and Historic Inns of 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?

Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub: This holiday home rental outside of Highland Beach is located on the waterfront, and has an outdoor pool, a fireplace and a BBQ 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. It offers a balcony, a garden and 1 hot tub so that you can immerse yourself in your holiday. 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 are some accommodation options with pools in Highland Beach?

Hilton Garden Inn Annapolis: 3-star hotel located near Westfield Annapolis Mall. Features free Internet, an outdoor pool and free self-parking. The Westin Annapolis and Courtyard by Marriott Bowie are a couple of other choices that feature an on-site pool. View all hotels with pools in Highland Beach.

What is staying in Highland Beach like?

Visitors to Highland Beach will definitely find plenty to explore and enjoy. There are 1142 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 Maritime Museum. You'll also find Annapolis City Dock and William Paca House 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.