Highland Beach Hotels from S$113

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Top 10 trending Highland Beach hotels

Our top choices for Highland Beach hotels

Holiday Inn Express Annapolis East-Kent Island by IHG

2.5 star property
9.2 out of 10, Wonderful, (894)
"Wonderful breakfast and lovely outdoor seating next to the water! My favorite place to stay when I visit!!!"
The price is S$181
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn Express Annapolis East-Kent Island by IHG

Inn at Haven Harbour

3.0 star property
8.0 out of 10, Very good, (3)
"Steps to the 3rd floor attic Low headroom every where 4' to 5' headroom in front of the toilet 8 yr old banged his head Everything was good except the very small room Don't rent this room unless you're 4' tall I'm surprised it passed inspection "
The price is S$307
includes taxes & fees
11 Sept - 12 Sept
Inn at Haven Harbour

Best Western Kent Narrows Inn

2.5 star property
8.2 out of 10, Very good, (1001)
"Excellent location"
The price is S$155
includes taxes & fees
8 Sept - 9 Sept
Best Western Kent Narrows Inn

St Michaels Inn

2.5 star property
8.2 out of 10, Very good, (1000)
"Great place to stay"
The price is S$134
includes taxes & fees
9 Sept - 10 Sept
St Michaels Inn

Comfort Inn Conference Center

2.5 star property
9.0 out of 10, Wonderful, (1019)
"Staff was nice and property was clean"
The price is S$144
includes taxes & fees
1 Sept - 2 Sept
Comfort Inn Conference Center

Microtel Inn & Suites by Wyndham Gambrills

2.0 star property
9.0 out of 10, Wonderful, (1011)
"Great place to stay "
The price is S$113
includes taxes & fees
14 Sept - 15 Sept
Microtel Inn & Suites by Wyndham Gambrills

Wylder Tilghman Island

2.0 star property
8.6 out of 10, Excellent, (64)
"Good service and good options to enjoy the stays. "
The price is S$296
includes taxes & fees
18 Sept - 19 Sept
Wylder Tilghman Island

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 S$221
includes taxes & fees
1 Sept - 2 Sept
Mariners Motel

Quality Inn

2.5 star property
7.8 out of 10, Good, (817)
"Conveniently located with overall great value."
The price is S$139
includes taxes & fees
8 Sept - 9 Sept
Quality Inn

Laurel Grove Inn on the South

3.5 star property
9.0 out of 10, Wonderful, (520)
"Beautiful property and lovely hosts."
The price is S$297
includes taxes & fees
26 Sept - 27 Sept
Laurel Grove Inn on the South

SpringHill Suites by Marriott Annapolis

3.0 star property
9.0 out of 10, Wonderful, (1006)
"Great place"
The price is S$161
includes taxes & fees
2 Sept - 3 Sept
SpringHill Suites by Marriott Annapolis

Rod 'N' Reel Resort

4.0 star property
8.4 out of 10, Very good, (1004)
"Great place to stay."
The price is S$215
includes taxes & fees
1 Sept - 2 Sept
Rod 'N' Reel Resort

Holiday Inn Express & Suites Annapolis by IHG

2.5 star property
8.2 out of 10, Very good, (1003)
"Great staff….property a bit “tired” but a very friendly staff working hard to make it comfortable. A decent value for location and price!"
The price is S$161
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn Express & Suites Annapolis by IHG

Anchored Inn at Hidden Harbour Marina

2.5 star property
9.4 out of 10, Exceptional, (446)
"The staff specifically Victoria was impeccable! "
The price is S$262
includes taxes & fees
10 Sept - 11 Sept
Anchored Inn at Hidden Harbour Marina

The Inn at Chesapeake Bay Beach Club

4.0 star property
9.4 out of 10, Exceptional, (414)
"Beautiful hotel with friendly staff and great food! Comfortable bed, stayed at the Barn. "
The price is S$354
includes taxes & fees
1 Sept - 2 Sept
The Inn at Chesapeake Bay Beach Club

The Tilghman Island Inn

3.5 star property
9.8 out of 10, Exceptional, (104)
"So friendly and professional service!"
The price is S$290
includes taxes & fees
14 Sept - 15 Sept
The Tilghman Island Inn

Kent Island Resort

3.5 star property
9.2 out of 10, Wonderful, (111)
"Hotel was great and peaceful. This hotel was water front. Nice surroundings!! I enjoyed to stay here."
The price is S$282
includes taxes & fees
1 Sept - 2 Sept
Kent Island Resort

Sonesta ES Suites Annapolis

3.0 star property
8.8 out of 10, Excellent, (869)
"Great room for a great price... Very friendly staff, too."
The price is S$154
includes taxes & fees
31 Aug - 1 Sept
Sonesta ES Suites Annapolis

Best Western Annapolis

2.5 star property
7.8 out of 10, Good, (1010)
"Very nice property new rooms "
The price is S$115
includes taxes & fees
31 Aug - 1 Sept
Best Western Annapolis

Knapps Narrows Marina & Inn

3.0 star property
9.4 out of 10, Exceptional, (341)
"Our room overlooked the channel at Knapp's Narrows. The staff is friendly and helpful. We will definitely stay here again."
The price is S$219
includes taxes & fees
29 Aug - 30 Aug
Knapps Narrows Marina & Inn
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Hotels near Highland Beach Attractions

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.

Annapolis Maritime Museum

Annapolis Maritime Museum

You can study the exhibits at Annapolis Maritime Museum, a museum with a storied past, during your travels to Annapolis. Stroll along the area's waterfront or simply savour its top-notch restaurants.

Top Highland Beach Hotel Reviews

More cheap stays in Highland Beach

More cheap stays in Highland Beach

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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 Graduate by Hilton 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, 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 1215 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.