Highland Beach Hotels

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Top 10 trending 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 P11,743
P12,918 total
includes taxes & fees
Sep 28 - Sep 29
The Tilghman Island Inn

Graduate by Hilton Annapolis

4.0 star property
9.4 out of 10, Exceptional, (1011)
"Great area and it was a perfect hotel for our trip. "
The price is P10,320
P11,765 total
includes taxes & fees
Oct 5 - Oct 6
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 P11,781
P14,539 total
includes taxes & fees
Oct 26 - Oct 27
The Inn at Chesapeake Bay Beach Club

Courtyard by Marriott Bowie

3.0 star property
9.4 out of 10, Exceptional, (803)
"Staff was nice and place was clean"
The price is P7,963
P8,998 total
includes taxes & fees
Oct 19 - Oct 20
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 P11,779
P13,428 total
includes taxes & fees
Sep 28 - Sep 29
Flag House Inn

Hyatt Place Kent Narrows & Marina

3.0 star property
9.4 out of 10, Exceptional, (629)
"we loved the view and the room"
The price is P8,563
P9,505 total
includes taxes & fees
Oct 26 - Oct 27
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 P32,738
P39,614 total
includes taxes & fees
Oct 7 - Oct 8
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 P6,301
P7,184 total
includes taxes & fees
Oct 1 - Oct 2
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 P6,817
P7,703 total
includes taxes & fees
Oct 14 - Oct 15
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 P10,861
P14,215 total
includes taxes & fees
Oct 1 - Oct 2
Kent Island Resort

Comfort Inn Conference Center

2.5 star property
9.2 out of 10, Wonderful, (1019)
"Nice stay"
The price is P5,689
P6,429 total
includes taxes & fees
Oct 6 - Oct 7
Comfort Inn Conference Center

Historic Inns of Annapolis

3.5 star property
9.0 out of 10, Wonderful, (1853)
"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, (1022)
"Great place to stay. The pool and hot tub are great amenities. "
The price is P5,794
P6,606 total
includes taxes & fees
Oct 6 - Oct 7
Country Inn & Suites by Radisson, Annapolis, MD

SpringHill Suites by Marriott Annapolis

3.0 star property
9.0 out of 10, Wonderful, (1006)
"Clean room, Good breakfast and friendly staff."
The price is P6,281
P7,161 total
includes taxes & fees
Sep 30 - Oct 1
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 P14,894
P16,384 total
includes taxes & fees
Oct 6 - Oct 7
Parsonage Inn

Knapps Narrows Marina & Inn

3.0 star property
9.4 out of 10, Exceptional, (342)
"Beautiful view!"
The price is P5,729
P6,301 total
includes taxes & fees
Oct 5 - Oct 6
Knapps Narrows Marina & Inn

Laurel Grove Inn on the South

3.5 star property
9.0 out of 10, Wonderful, (527)
"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, (903)
"The BEAUTIFUL backyard on the water, the walking trail, and the walkability to several restaurants were so nice!"
The price is P7,275
P8,075 total
includes taxes & fees
Oct 21 - Oct 22
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 P7,906
P8,776 total
includes taxes & fees
Sep 30 - Oct 1
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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Near an Attraction

Chesapeake Bay Bridge
Chesapeake Bay Bridge

Chesapeake Bay Bridge

Attempt the nerve-racking drive across this long and notoriously scary bridge, which provides fabulous views of Chesapeake Bay for passengers.

Sandy Point State Park
Sandy Point State Park

Sandy Point State Park

Sunbathe on the beach, enjoy unrivaled views of the Chesapeake Bay Bridge and go hiking, swimming, fishing and boating in this vast park.

Maryland State House
Maryland State House featuring heritage architecture and an administrative buidling

Maryland State House

Appreciate the superb architecture and fascinating history of America’s first peacetime capitol and the oldest state capitol still in legislative use.

Top Highland Beach Hotel Reviews

More cheap stays in Highland Beach

More cheap stays in Highland Beach

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 traveler data. Two other options for your stay in the area are DoubleTree by Hilton Hotel Annapolis and Country Inn & Suites by Radisson, Annapolis, MD. 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, you'll find most room reservations are fully refundable if you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of your arrival date. If you booked a non-refundable reservation, it might still be possible to cancel it 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.

Where can I learn more about changing or cancelling my trip to Highland Beach?

For additional details about rescheduling or cancelling your trip to Highland Beach, head over to our customer service page.

What is staying in Highland Beach like?

Visitors to Highland Beach are sure to find plenty to explore and enjoy. There are 1238 hotels and other accommodations in the surrounding area. Find out more about Highland Beach.

What should I see while I'm in 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. Check out what more to see and do in Expedia's Highland Beach guide.

What's the seasonal weather like in Highland Beach?

The hottest months are usually July and August with an average temp of 75°F, while the coldest months are January and February with an average of 40°F. Average annual precipitation for Highland Beach is 52 inches.

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Explore a world of travel with Expedia