Highland Beach Hotels

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Check prices for these dates

Tonight
Jun 26 - Jun 27
Tomorrow
Jun 27 - Jun 28
This weekend
Jun 27 - Jun 29
Next weekend
Jul 4 - Jul 6

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Top 10 trending Highland Beach hotels

Knapps Narrows Marina & Inn
Exterior

Knapps Narrows Marina & Inn

3.0 star property
9.4 out of 10, Exceptional, (333)
"Extremely clean, wonderful place "
The price is P10,207
P11,228 total
includes taxes & fees
Jun 29 - Jun 30
Knapps Narrows Marina & Inn
Historic Inns of Annapolis
Terrace/patio

Historic Inns of Annapolis

3.5 star property
9.0 out of 10, Wonderful, (1778)
"Nice historic hotel close to Main Street. "
Historic Inns of Annapolis
DoubleTree by Hilton Hotel Annapolis
Garden

DoubleTree by Hilton Hotel Annapolis

4.0 star property
8.6 out of 10, Excellent, (1001)
"best doubletree I have stayed in. "
The price is P5,639
P6,429 total
includes taxes & fees
Jul 21 - Jul 22
DoubleTree by Hilton Hotel Annapolis
Mariners Motel
Property grounds

Mariners Motel

2.0 star property
9.4 out of 10, Exceptional, (89)
"Very nice old school motel just about on the water in Rock Hall. Perfect if you’re in town for marina stuff. "
The price is P8,804
P9,772 total
includes taxes & fees
Jun 29 - Jun 30
Mariners Motel
Hilton Garden Inn Kent Island Marina
Terrace/patio

Hilton Garden Inn Kent Island Marina

3.0 star property
9.0 out of 10, Wonderful, (944)
"Very nice place to stay. Will definitely stay there again!"
The price is P8,160
P9,057 total
includes taxes & fees
Jul 1 - Jul 2
Hilton Garden Inn Kent Island Marina
Courtyard by Marriott Bowie
1 bedroom, desk, iron/ironing board, free cribs/infant beds

Courtyard by Marriott Bowie

3.0 star property
9.4 out of 10, Exceptional, (767)
"Great stay and it was clean and up to date "
The price is P8,109
P9,163 total
includes taxes & fees
Jul 27 - Jul 28
Courtyard by Marriott Bowie
Country Inn & Suites by Radisson, Annapolis, MD
1 bedroom, hypo-allergenic bedding, desk, blackout drapes

Country Inn & Suites by Radisson, Annapolis, MD

3.0 star property
9.0 out of 10, Wonderful, (1004)
"Great accommodations "
The price is P5,736
P6,539 total
includes taxes & fees
Jul 6 - Jul 7
Country Inn & Suites by Radisson, Annapolis, MD
Anchored Inn at Hidden Harbour Marina
Front of property

Anchored Inn at Hidden Harbour Marina

2.5 star property
9.4 out of 10, Exceptional, (437)
"Gorgeous location right on the harbor! Small hotel. "
The price is P13,729
P15,651 total
includes taxes & fees
Jun 29 - Jun 30
Anchored Inn at Hidden Harbour Marina
Wylder Tilghman Island
Living area

Wylder Tilghman Island

2.0 star property
8.8 out of 10, Excellent, (41)
"Always love staying here. This was my third visit. "
The price is P9,258
P12,470 total
includes taxes & fees
Jul 8 - Jul 9
Wylder Tilghman Island
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, (393)
"Beautiful place, quiet and clean. "
The price is P12,192
P14,976 total
includes taxes & fees
Jul 13 - Jul 14
The Inn at Chesapeake Bay Beach Club
TownePlace Suites by Marriott Annapolis
Exterior

TownePlace Suites by Marriott Annapolis

3.0 star property
8.4 out of 10, Very Good, (8)
"Everyone at the front desk was extremely friendly and helpful."
The price is P5,728
P6,529 total
includes taxes & fees
Jul 6 - Jul 7
TownePlace Suites by Marriott Annapolis
Inn at Perry Cabin
Breakfast, lunch, dinner served; ocean views

Inn at Perry Cabin

5.0 star property
9.6 out of 10, Exceptional, (348)
"Grounds are beautiful. Staff very friendly and attentive "
The price is P38,737
P46,872 total
includes taxes & fees
Jul 6 - Jul 7
Inn at Perry Cabin
The Tilghman Island Inn
Outdoor banquet area

The Tilghman Island Inn

3.5 star property
9.6 out of 10, Exceptional, (92)
"What a great surprise! A great Inn "
The price is P15,595
P17,154 total
includes taxes & fees
Jul 6 - Jul 7
The Tilghman Island Inn
Sonesta ES Suites Annapolis
1 bedroom, Egyptian cotton sheets, premium bedding, pillowtop beds

Sonesta ES Suites Annapolis

3.0 star property
8.8 out of 10, Excellent, (827)
"Room was large & bed very comfortable. Very pleasant stay"
The price is P6,411
P7,308 total
includes taxes & fees
Jul 7 - Jul 8
Sonesta ES Suites Annapolis
St Michaels Inn
Front of property

St Michaels Inn

2.5 star property
8.2 out of 10, Very Good, (1001)
" Pool was clean and enjoyable . Rooms were ok, staff were super accommodating ."
The price is P6,905
P7,595 total
includes taxes & fees
Jul 3 - Jul 4
St Michaels Inn
Laurel Grove Inn on the South
Outdoor dining

Laurel Grove Inn on the South

3.5 star property
9.0 out of 10, Wonderful, (514)
"Tiffany is an great host"
Laurel Grove Inn on the South
Hampton Inn Bowie
Seasonal outdoor pool

Hampton Inn Bowie

2.5 star property
8.2 out of 10, Very Good, (1000)
"Clean, comfortable and convenient location are the major reasons I return here often. Plus the staff is friendly."
The price is P7,182
P8,116 total
includes taxes & fees
Jul 6 - Jul 7
Hampton Inn Bowie
George Brooks House B&B
Exterior

George Brooks House B&B

3.0 star property
8.6 out of 10, Excellent, (60)
"Gorgeous quaint historic house. Friendly owner, close to town "
The price is P13,780
P15,158 total
includes taxes & fees
Jun 30 - Jul 1
George Brooks House B&B
Candlewood Suites Annapolis by IHG
Exterior

Candlewood Suites Annapolis by IHG

2.5 star property
8.6 out of 10, Excellent, (61)
"Great location"
The price is P5,818
P6,633 total
includes taxes & fees
Jul 2 - Jul 3
Candlewood Suites Annapolis 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, (1000)
"Second time staying, it’s priced right, great staff, and amazing restaurants right across the street, quiet area right by the bay bridge. "
The price is P6,209
P6,892 total
includes taxes & fees
Jun 29 - Jun 30
Best Western Kent Narrows 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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Hotels with a pool in Highland Beach may fit your trip

St Michaels Inn
Front of property

St Michaels Inn

2.5 star property
8.2 out of 10, Very Good, (1001)
The price is P6,905
P7,595 total
includes taxes & fees
Jul 3 - Jul 4
St Michaels Inn

Check out pet-friendly hotels in Highland Beach

The Wildset
1 bedroom, Frette Italian sheets, premium bedding, iron/ironing board

The Wildset

2.5 star property
9.8 out of 10, Exceptional, (328)
The price is P12,419
P14,909 total
includes taxes & fees
Jun 30 - Jul 1
The Wildset
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.

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 3.6 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 Hilton Garden Inn Annapolis Downtown 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 are some accommodations 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 parking. The Westin Annapolis and Courtyard by Marriott Bowie are a couple of other choices with an onsite pool. View all hotels with pools in Highland Beach.

What is staying in Highland Beach like?

Visitors to Highland Beach are sure to find plenty to explore and enjoy. There are 1210 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 Annapolis City Dock 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.