Highland Beach Hotels from S$121

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Tonight
1 Feb - 2 Feb
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2 Feb - 3 Feb
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7 Feb - 9 Feb
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14 Feb - 16 Feb

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Top 10 trending Highland Beach hotels

St Michaels Inn
Front of property

St Michaels Inn

2.5 star property
8.2 out of 10, Very good, (1000)
"Enjoyed the stay. It was close to town and a lot of great attractions "
The price is S$121
includes taxes & fees
19 Feb - 20 Feb
St Michaels Inn
The Wildset
Frette Italian sheets, premium bedding, iron/ironing board, free WiFi

The Wildset

2.5 star property
9.8 out of 10, Exceptional, (295)
"The fireplace in the room was a huge plus. As was the delicious free breakfast in the morning!"
The price is S$327
includes taxes & fees
3 Feb - 4 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 S$495
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 S$261
includes taxes & fees
4 Feb - 5 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 S$239
includes taxes & fees
17 Feb - 18 Feb
George Brooks House B&B
Quality Inn
In-room safe, iron/ironing board, rollaway beds, free WiFi

Quality Inn

2.5 star property
7.8 out of 10, Good, (729)
"Very clean rooms and polite staff."
The price is S$131
includes taxes & fees
4 Feb - 5 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, (870)
"Shower needs updates and cleaning staff could do a better job."
The price is S$165
includes taxes & fees
6 Feb - 7 Feb
Hilton Garden Inn Kent Island Marina
Holiday Inn Express Annapolis - Kent Island, an IHG Hotel
Exterior

Holiday Inn Express Annapolis - Kent Island, an IHG Hotel

2.5 star property
9.2 out of 10, Wonderful, (805)
"Quiet area. Walking trails near the property"
The price is S$157
includes taxes & fees
4 Feb - 5 Feb
Holiday Inn Express Annapolis - Kent Island, an IHG Hotel
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, (1003)
"Easy check in, clean room "
The price is S$135
includes taxes & fees
9 Feb - 10 Feb
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, (482)
"The staff on duty was amazing and very accommodating"
The price is S$191
includes taxes & fees
9 Feb - 10 Feb
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 S$234
includes taxes & fees
3 Feb - 4 Feb
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 S$217
includes taxes & fees
3 Feb - 4 Feb
Mariners Motel
Wylder Tilghman Island
Living area

Wylder Tilghman Island

2.0 star property
8.4 out of 10, Very good, (23)
"It is located approximately 15 min outside St. Michael’s. We had a waterfront bungalow and did not have a minimum 2 or more night stay which we prefer. Restaurant has water views and food was very good. The rooms very clean, beautiful property, quiet and staff very accommodating. Also they had a waterfront fire pit blazing and ready for us to enjoy. There are beautiful views and fresh air and outdoor pit games, too. Will definitely book here again. "
The price is S$251
includes taxes & fees
9 Feb - 10 Feb
Wylder Tilghman Island
The Tilghman Island Inn
View from room

The Tilghman Island Inn

3.5 star property
9.8 out of 10, Exceptional, (78)
"Loved our secluded it was and right in the water. Very peaceful. "
The price is S$261
includes taxes & fees
3 Feb - 4 Feb
The Tilghman Island Inn
Kent Island Resort
Aerial view

Kent Island Resort

3.5 star property
9.2 out of 10, Wonderful, (90)
"Historic charm and clean."
The price is S$213
includes taxes & fees
17 Feb - 18 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, (373)
"We stayed one night for New Year’s Eve. And everything was awesome. We also had a great dinner in your restaurant"
The price is S$319
includes taxes & fees
9 Feb - 10 Feb
The Inn at Chesapeake Bay Beach Club
Rod 'N' Reel Resort
Balcony

Rod 'N' Reel Resort

4.0 star property
8.2 out of 10, Very good, (1002)
"Nice "
The price is S$188
includes taxes & fees
16 Feb - 17 Feb
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 S$554
includes taxes & fees
3 Feb - 4 Feb
Inn at Horn Point
Village Inn
TV

Village Inn

2.0 star property
6.2 out of 10, (469)
"Clean and cozy"
The price is S$127
includes taxes & fees
3 Feb - 4 Feb
Village Inn
Annapolis Waterfront Hotel, Autograph Collection
Exterior

Annapolis Waterfront Hotel, Autograph Collection

4.0 star property
8.8 out of 10, Excellent, (789)
"Clean and comfortable hotel, friendly staff."
The price is S$296
includes taxes & fees
23 Feb - 24 Feb
Annapolis Waterfront Hotel, Autograph Collection
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 3.7 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 Historic Inns of Annapolis and DoubleTree by Hilton Hotel Annapolis. See all available top hotels, or 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 1147 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 Maryland Quiet Waters Park, Annapolis Maritime Museum and Ego Alley. 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.