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Find hotels in Highland Beach, MD from CA $125

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Our top choices for Highland Beach hotels

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very good, (1,000 reviews)
"Great location, modern rooms compared to area offerings."
United States
Shruti
The price is CA $127
CA $139 total
includes taxes & fees
Jul 8 - Jul 9
St Michaels Inn

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (927 reviews)
"Room was clean and staff took very good care of us"
United States
Carol
The price is CA $142
CA $158 total
includes taxes & fees
Jul 21 - Jul 22
Quality Inn Grasonville near Kent Island

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.6 out of 10, Excellent, (1,001 reviews)
"Awesome spot and room, nice walking distance from multiple places"
United States
Travis
The price is CA $213
CA $283 total
includes taxes & fees
Jul 8 - Jul 9
Rod 'N' Reel Resort

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very good, (1,000 reviews)
"Good hotel for the price"
United States
Brenda
The price is CA $178
CA $197 total
includes taxes & fees
Jul 5 - Jul 6
Best Western Kent Narrows Inn

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.6 out of 10, Excellent, (1,022 reviews)
"The staff was great, nice hotel bar and the location was close to everything!"
United States
Diane
The price is CA $135
CA $154 total
includes taxes & fees
Jul 5 - Jul 6
DoubleTree by Hilton Hotel Annapolis

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.4 out of 10, Exceptional, (150 reviews)
"It was such a lovely quaint resort. I loved everything about staying there. Thank you."
United States
Sue
The price is CA $254
CA $331 total
includes taxes & fees
Jul 13 - Jul 14
Kent Island Resort

Microtel Inn & Suites by Wyndham Gambrills

Microtel Inn & Suites by Wyndham Gambrills
2.0 star property
Gambrills
9.2 out of 10, Wonderful, (1,100 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 CA $145
CA $165 total
includes taxes & fees
Jul 19 - Jul 20
Microtel Inn & Suites by Wyndham Gambrills

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 CA $103
CA $116 total
includes taxes & fees
Jul 8 - Jul 9
Rips Country Inn

Historic Inns of Annapolis

Historic Inns of Annapolis
3.5 star property
Historic District
9.0 out of 10, Wonderful, (1,877 reviews)
"Great hotel..will definitely be back"
United States
Randy
The price is CA $128
CA $194 total
includes taxes & fees
Jul 15 - Jul 16
Historic Inns of Annapolis

Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis
3.0 star property
Annapolis
8.2 out of 10, Very good, (1,000 reviews)
"Breakfast was excellent and parking was convenient and safe"
United States
Paul
The price is CA $139
CA $159 total
includes taxes & fees
Jul 14 - Jul 15
Hilton Garden Inn Annapolis

Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG
2.5 star property
Annapolis
8.8 out of 10, Excellent, (274 reviews)
"Great stay in a quiet area"
United States
Mehran
The price is CA $143
CA $170 total
includes taxes & fees
Jul 13 - Jul 14
Candlewood Suites Annapolis by IHG

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, (1,001 reviews)
"Beautiful view!!! Clean hotel and very nice helpful staff. Would stay again."
United States
Michele
The price is CA $194
CA $216 total
includes taxes & fees
Jul 27 - Jul 28
Holiday Inn Express Annapolis East-Kent Island by IHG

Comfort Inn Conference Center

Comfort Inn Conference Center
2.5 star property
Bowie
9.2 out of 10, Wonderful, (1,000 reviews)
"Great place and location."
United States
Francis
The price is CA $156
CA $176 total
includes taxes & fees
Jul 22 - Jul 23
Comfort Inn Conference Center

Best Western Annapolis

Best Western Annapolis
2.5 star property
Annapolis
7.8 out of 10, Good, (1,010 reviews)
"Clean, reasonably priced , great staff and excellent breakfast!"
United States
Brian
The price is CA $143
CA $163 total
includes taxes & fees
Jul 2 - Jul 3
Best Western Annapolis

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 CA $118
CA $134 total
includes taxes & fees
Jul 6 - Jul 7
Village Inn Annapolis MD

Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
Deale
9.4 out of 10, Exceptional, (490 reviews)
"absolutely perfect for this traveler!"
United States
BENNY
The price is CA $344
CA $392 total
includes taxes & fees
Jul 7 - Jul 8
Anchored Inn at Hidden Harbour Marina

Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis
3.0 star property
Edgewater
8.8 out of 10, Excellent, (1,005 reviews)
"Wonderful place to stay!"
United States
Michele
The price is CA $149
CA $170 total
includes taxes & fees
Jul 9 - Jul 10
Sonesta ES Suites Annapolis

Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
3.5 star property
Annapolis
8.8 out of 10, Excellent, (1,008 reviews)
"Great place to stay for a short visit to Annapolis."
United States
Jeffrey
The price is CA $162
CA $184 total
includes taxes & fees
Jul 26 - Jul 27
Crowne Plaza Annapolis by IHG

George Brooks House B&B

George Brooks House B&B
3.0 star property
St. Michaels
8.8 out of 10, Excellent, (75 reviews)
"Mr Will very good Host and breakfast very delicious sure we will come back ❤️"
United States
MENBERE
The price is CA $254
CA $280 total
includes taxes & fees
Jul 2 - Jul 3
George Brooks House B&B

Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
3.0 star property
Grasonville
9.0 out of 10, Wonderful, (1,000 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 CA $220
CA $245 total
includes taxes & fees
Jul 14 - Jul 15
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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Top Highland Beach Hotel Reviews

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Frequently asked questions

What is the best area to stay in Highland Beach?
The best area to stay in Highland Beach is directly along the beachfront, where most of the premier accommodation options are situated.

This small, exclusive community is primarily residential, offering a peaceful and private setting. Properties here typically boast direct access to the beach, providing stunning views of the Chesapeake Bay. The main street, Bayfront Drive, runs parallel to the water, connecting the various homes and a few select luxury rentals.

Couples seeking a tranquil and romantic getaway will find Highland Beach ideal. The focus here is on relaxation, enjoying the natural beauty of the bay, and spending unhurried time together. Long walks on the beach, watching the sunrise over the water, and dining in private settings are key activities.

For families, the beachfront properties offer a wonderful escape. Children can enjoy playing directly on the sand and in the gentle bay waters, while parents appreciate the calm environment and the convenience of having the beach just steps from their accommodation.
When is the best time to go to Highland Beach?
The best time to visit Highland Beach is during the summer months, from June to August, when the weather is ideal for enjoying the beach and outdoor activities.

During this period, you'll find warm temperatures superb for swimming in the Atlantic Ocean and relaxing on the sand. The town truly comes alive with a pleasant buzz, as many locals and visitors enjoy the coastal setting. It's a great time for couples looking for a romantic seaside escape, with opportunities for sunset strolls along the shore and dining with ocean views.

Families will also find summer an excellent time to visit. The calm waters are suitable for children, and there are often community events and ice cream parlours open, adding to the holiday feel. Most of the local shops and eateries are fully operational, offering convenience and a wide range of options.

While summer is peak season, the shoulder months of May and September also offer pleasant weather with fewer crowds, which can be appealing if you prefer a quieter experience.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Highland Beach.
How can I save on a Highland Beach hotel booking with Expedia?
Members always get our best prices. Find our best Highland Beach hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
How much is the nightly rate at a Highland Beach hotel?
Prices for hotels in Highland Beach often vary, but you can find a great deal from CA $125 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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