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Check prices for these dates

This weekend
3 July - 5 July
Next weekend
10 July - 12 July

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Our top choices for Highland Beach hotels

Reception

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.6 out of 10, Excellent, (1,005 reviews)
"The staff was great, nice hotel bar and the location was close to everything!"
United States
Diane
The price is AU$156
includes taxes & fees
5 July - 6 July
DoubleTree by Hilton Hotel Annapolis
Reception

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.4 out of 10, Exceptional, (151 reviews)
"It was such a lovely quaint resort. I loved everything about staying there. Thank you."
United States
Sue
The price is AU$311
includes taxes & fees
9 July - 10 July
Kent Island Resort
Indoor pool

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very good, (1,005 reviews)
"Good hotel for the price"
United States
Brenda
The price is AU$200
includes taxes & fees
13 July - 14 July
Best Western Kent Narrows Inn
Front of property

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very good, (1,004 reviews)
"Great location, modern rooms compared to area offerings."
United States
Shruti
The price is AU$151
includes taxes & fees
12 July - 13 July
St Michaels Inn
Suite, 1 Queen Bed, Non Smoking

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (928 reviews)
"Room was clean and staff took very good care of us"
United States
Carol
The price is AU$160
includes taxes & fees
12 July - 13 July
Quality Inn Grasonville near Kent Island
Exterior

Microtel Inn & Suites by Wyndham Gambrills

Microtel Inn & Suites by Wyndham Gambrills
2.0 star property
Gambrills
9.2 out of 10, Wonderful, (1,101 reviews)
"Perfect for a weekend stay while going to the let's go music fest. Our 2nd year staying here"
United States
Erin
The price is AU$168
includes taxes & fees
19 July - 20 July
Microtel Inn & Suites by Wyndham Gambrills
Outdoor wedding area

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.6 out of 10, Excellent, (1,005 reviews)
"Awesome spot and room, nice walking distance from multiple places"
United States
Travis
The price is AU$293
includes taxes & fees
6 July - 7 July
Rod 'N' Reel Resort
Lobby

Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1,000 reviews)
"Nice hotel in downtown Annapolis walking distance to everything"
United States
Victoria
The price is AU$180
includes taxes & fees
6 July - 7 July
Hilton Garden Inn Annapolis Downtown
Lobby

Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis
3.0 star property
Annapolis
8.2 out of 10, Very good, (1,001 reviews)
"Breakfast was excellent and parking was convenient and safe"
United States
Paul
The price is AU$169
includes taxes & fees
15 July - 16 July
Hilton Garden Inn Annapolis
Meeting facility

Historic Inns of Annapolis

Historic Inns of Annapolis
3.5 star property
Historic District
9.0 out of 10, Wonderful, (1,867 reviews)
"Great hotel..will definitely be back"
United States
Randy
The price is AU$197
includes taxes & fees
3 Aug - 4 Aug
Historic Inns of Annapolis
Indoor pool

Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
3.5 star property
Annapolis
8.8 out of 10, Excellent, (1,000 reviews)
"Great place to stay for a short visit to Annapolis."
United States
Jeffrey
The price is AU$187
includes taxes & fees
5 July - 6 July
Crowne Plaza Annapolis by IHG
Exterior

Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
2.5 star property
Grasonville
9.2 out of 10, Wonderful, (1,003 reviews)
"Beautiful view!!! Clean hotel and very nice helpful staff. Would stay again."
United States
Michele
The price is AU$223
includes taxes & fees
23 July - 24 July
Holiday Inn Express Annapolis East-Kent Island by IHG
Dining

Best Western Annapolis

Best Western Annapolis
2.5 star property
Annapolis
7.8 out of 10, Good, (1,001 reviews)
"Clean, reasonably priced , great staff and excellent breakfast!"
United States
Brian
The price is AU$158
includes taxes & fees
19 July - 20 July
Best Western Annapolis
Front of property

The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (468 reviews)
"Wonderful stay!"
United States
Rachel
The price is AU$428
includes taxes & fees
28 July - 29 July
The Wildset
Basic Single Room

Rips Country Inn

Rips Country Inn
2.5 star property
Bowie
6.6 out of 10, (70 reviews)
"Convenient, quiet, and a restaurant right next door."
United States
Robin
The price is AU$118
includes taxes & fees
6 July - 7 July
Rips Country Inn
Front of property

Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
Deale
9.4 out of 10, Exceptional, (491 reviews)
"absolutely perfect for this traveler!"
United States
BENNY
The price is AU$398
includes taxes & fees
12 July - 13 July
Anchored Inn at Hidden Harbour Marina
Dinner served

Comfort Inn Conference Center

Comfort Inn Conference Center
2.5 star property
Bowie
9.2 out of 10, Wonderful, (1,001 reviews)
"Great place and location."
United States
Francis
The price is AU$179
includes taxes & fees
3 Aug - 4 Aug
Comfort Inn Conference Center
Fridge, microwave

Village Inn Annapolis MD

Village Inn Annapolis MD
2.0 star property
Annapolis
6.2 out of 10, (508 reviews)
"The room was very nice, clean and quiet. Great location"
United States
William
The price is AU$136
includes taxes & fees
3 Aug - 4 Aug
Village Inn Annapolis MD
Terrace/patio

Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
3.0 star property
Grasonville
9.0 out of 10, Wonderful, (1,001 reviews)
"The hotel was clean and looked nice, the bed was very soft in the middle and uncomfortable and the $14 breakfast was no where near worth it."
United States
Sandy
The price is AU$235
includes taxes & fees
2 Aug - 3 Aug
Hilton Garden Inn Kent Island Marina
Boating

The Tilghman Island Inn

The Tilghman Island Inn
3.5 star property
Tilghman
9.4 out of 10, Exceptional, (140 reviews)
"The inn is very lovely. The views are spectacular. Very easy access to restaurants and shopping. "
United States
Tracey
The price is AU$358
includes taxes & fees
20 July - 21 July
The Tilghman Island 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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Top Highland Beach Hotel Reviews

Recent Reviews in Highland Beach

Microtel Inn & Suites by Wyndham Gambrills

Microtel Inn & Suites by Wyndham Gambrills

10/10 Excellent
"Love this property"
Shemara 1-night trip
Posted 2 hours ago
Microtel Inn & Suites by Wyndham Gambrills

More cheap accommodation in Highland Beach

St Michaels Inn

St Michaels Inn

1228 S Talbot Street St. Michaels MD
The price is AU$151 per night from 12 July to 13 July
AU$151
12 July - 13 July
includes taxes & fees
8.2/10 Very good! (1,004 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 DoubleTree by Hilton Hotel Annapolis and Crowne Plaza Annapolis by IHG. See all available top hotels, or vacation rentals in Highland Beach.
What are some of the best holiday rentals that Highland Beach has to offer?
Charming Annapolis WaterVIEW Home: This holiday home rental outside of Highland Beach is located on the waterfront, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a selection of games and 1 hot tub. See all 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 1214 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?
The picturesque setting of Northern Chesapeake Bay and Chesapeake Bay exemplify the area's natural beauty. You'll also find Maryland Quiet Waters Park and Annapolis Landing Marina 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 24Ā°C, while the coldest months are January and February, with an average of 4Ā°C. Average annual precipitation for Highland Beach is 1313 mm.

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