Highland Beach Hotels from S$114

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Top 10 trending Highland Beach hotels

Holiday Inn Express & Suites Annapolis by IHG

2.5 star property
8.2 out of 10, Very good, (1009)
"Great hotel. No bar or restaurant onsite. If you stay there go to west end sports bar. Fantastic food and bartenders!!"
The price is S$129
includes taxes & fees
30 Jul - 31 Jul
Holiday Inn Express & Suites Annapolis by IHG

Quality Inn

2.5 star property
7.8 out of 10, Good, (793)
"The place was clean and quiet, staff was great, not much nearby to see and do. It’s a fishing town. "
The price is S$139
includes taxes & fees
24 Aug - 25 Aug
Quality Inn

Holiday Inn Express Annapolis East-Kent Island by IHG

2.5 star property
9.2 out of 10, Wonderful, (874)
"Great place"
The price is S$180
includes taxes & fees
31 Jul - 1 Aug
Holiday Inn Express Annapolis East-Kent Island by IHG

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$220
includes taxes & fees
10 Aug - 11 Aug
Mariners Motel

Wylder Tilghman Island

2.0 star property
8.6 out of 10, Excellent, (56)
"Good service and good options to enjoy the stays. "
The price is S$296
includes taxes & fees
18 Aug - 19 Aug
Wylder Tilghman Island

St Michaels Inn

2.5 star property
8.2 out of 10, Very good, (1001)
"Great spot to be close to town for a modest price. "
The price is S$156
includes taxes & fees
27 Jul - 28 Jul
St Michaels Inn

Best Western Kent Narrows Inn

2.5 star property
8.2 out of 10, Very good, (1006)
"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 S$178
includes taxes & fees
10 Aug - 11 Aug
Best Western Kent Narrows Inn

SpringHill Suites by Marriott Annapolis

3.0 star property
9.0 out of 10, Wonderful, (1010)
"Great location , clean and friendly staff "
The price is S$147
includes taxes & fees
3 Aug - 4 Aug
SpringHill Suites by Marriott Annapolis

Best Western Annapolis

2.5 star property
7.8 out of 10, Good, (1014)
"Great hotel"
The price is S$114
includes taxes & fees
30 Jul - 31 Jul
Best Western Annapolis

Country Inn & Suites by Radisson, Annapolis, MD

3.0 star property
9.0 out of 10, Wonderful, (1014)
"Great location , perfect for my family stay."
The price is S$141
includes taxes & fees
30 Jul - 31 Jul
Country Inn & Suites by Radisson, Annapolis, MD

Microtel Inn & Suites by Wyndham Gambrills

2.0 star property
9.0 out of 10, Wonderful, (1014)
"Great place to stay "
The price is S$143
includes taxes & fees
17 Aug - 18 Aug
Microtel Inn & Suites by Wyndham Gambrills

Knapps Narrows Marina & Inn

3.0 star property
9.4 out of 10, Exceptional, (336)
"This is a wonderful place "
The price is S$197
includes taxes & fees
30 Jul - 31 Jul
Knapps Narrows Marina & Inn

Crowne Plaza Annapolis by IHG

3.5 star property
8.8 out of 10, Excellent, (1004)
"Very clean and friendly staff. Best mattress and pillows have had in hotel."
The price is S$141
includes taxes & fees
3 Aug - 4 Aug
Crowne Plaza Annapolis by IHG

Comfort Inn Conference Center

2.5 star property
9.2 out of 10, Wonderful, (1011)
"good food and great staff"
The price is S$157
includes taxes & fees
17 Aug - 18 Aug
Comfort Inn Conference Center

Hyatt Place Kent Narrows & Marina

3.0 star property
9.4 out of 10, Exceptional, (595)
"Great place to stay. "
The price is S$240
includes taxes & fees
28 Jul - 29 Jul
Hyatt Place Kent Narrows & Marina

The Inn at Chesapeake Bay Beach Club

4.0 star property
9.4 out of 10, Exceptional, (403)
"Staff was very polite and friendly. "
The price is S$323
includes taxes & fees
24 Aug - 25 Aug
The Inn at Chesapeake Bay Beach Club

Rod 'N' Reel Resort

4.0 star property
8.2 out of 10, Very good, (1007)
"Great place to stay."
The price is S$241
includes taxes & fees
27 Jul - 28 Jul
Rod 'N' Reel Resort

The Wildset

2.5 star property
9.8 out of 10, Exceptional, (342)
"The room was lovely - comfortable beds, it bathroom, nice toiletries. It’s quiet yet right in the center of town so you can walk to all the shops and restaurants. "
The price is S$305
includes taxes & fees
11 Aug - 12 Aug
The Wildset

Inn at Haven Harbour

3.0 star property
The price is S$372
includes taxes & fees
1 Aug - 2 Aug
Inn at Haven Harbour

Inn at Huntingfield Creek

3.5 star property
10.0 out of 10, Exceptional, (52)
"Everything was lovely. Our cottage private and very nice. Breakfast delicious. Close to town. "
Inn at Huntingfield Creek
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 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.

Learn more about Highland Beach

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

Top Highland Beach Hotel Reviews

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 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 1212 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.