Find hotels in Highland Beach from CA $132

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Our top choices for Highland Beach hotels

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (906 reviews)
"Breakfast menu had a great variety and was fresh. "
United States
Timothy
The price is CA $145
CA $161 total
includes taxes & fees
May 31 - Jun 1
Quality Inn Grasonville near Kent Island

Microtel Inn & Suites by Wyndham Gambrills

Microtel Inn & Suites by Wyndham Gambrills
2.0 star property
Gambrills
9.2 out of 10, Wonderful, (1,088 reviews)
"Always great stay "
United States
Damani
The price is CA $127
CA $145 total
includes taxes & fees
May 31 - Jun 1
Microtel Inn & Suites by Wyndham Gambrills

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very good, (1,001 reviews)
"It is a nice Hotel."
United States
Dale
The price is CA $157
CA $175 total
includes taxes & fees
Jun 3 - Jun 4
Best Western Kent Narrows Inn

Haven Point Inn and Gallery

Haven Point Inn and Gallery
2.0 star property
Rock Hall
The price is CA $208
CA $231 total
includes taxes & fees
May 27 - May 28
Haven Point Inn and Gallery

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.6 out of 10, Excellent, (1,002 reviews)
"Nice location "
United States
Duan
The price is CA $184
CA $231 total
includes taxes & fees
May 17 - May 18
Rod 'N' Reel Resort

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very good, (1,000 reviews)
"We had a lovely stay and would go back again! Pleasant staff and a short ride to everything."
United States
JoAnn
The price is CA $165
CA $181 total
includes taxes & fees
Jun 1 - Jun 2
St Michaels Inn

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, (1,000 reviews)
"We were very pleased with our overnight here - it was economical and more than sufficient. It was clean, comfortable and it was nice to have breakfast included (try the cinnamon buns!) "
United States
Susan
The price is CA $188
CA $208 total
includes taxes & fees
May 27 - May 28
Holiday Inn Express Annapolis East-Kent Island by IHG

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 CA $122
CA $139 total
includes taxes & fees
May 26 - May 27
Hilton Garden Inn Annapolis

Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1,006 reviews)
"Great location with good breakfast. 👍"
United States
David
The price is CA $144
CA $165 total
includes taxes & fees
May 31 - Jun 1
Country Inn & Suites by Radisson, Annapolis, MD

Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG
2.5 star property
Annapolis
8.8 out of 10, Excellent, (244 reviews)
"Great stay in a quiet area"
United States
Mehran
The price is CA $138
CA $164 total
includes taxes & fees
May 31 - Jun 1
Candlewood Suites Annapolis by IHG

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (137 reviews)
"Very nice room and wonderful stay."
United States
Julie
The price is CA $245
CA $319 total
includes taxes & fees
May 28 - May 29
Kent Island Resort

Comfort Inn Conference Center

Comfort Inn Conference Center
2.5 star property
Bowie
9.2 out of 10, Wonderful, (1,000 reviews)
"Had a very nice stay"
United States
Laura
The price is CA $134
CA $151 total
includes taxes & fees
Jun 7 - Jun 8
Comfort Inn Conference Center

Best Western Annapolis

Best Western Annapolis
2.5 star property
Annapolis
7.8 out of 10, Good, (1,000 reviews)
"Older Hotel but clean and staff was great."
United States
Gregory
The price is CA $116
CA $132 total
includes taxes & fees
May 31 - Jun 1
Best Western Annapolis

Inn at Huntingfield Creek

Inn at Huntingfield Creek
3.5 star property
Rock Hall
10.0 out of 10, Exceptional, (63 reviews)
"The owners and staff were very courteous and nice. The room layout was great and thoughtfully designed and decorated."
United States
Sandra
The price is CA $244
CA $270 total
includes taxes & fees
May 31 - Jun 1
Inn at Huntingfield Creek

Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1,020 reviews)
"Great location, pet-friendly with a very welcoming staff."
United States
Lisa
The price is CA $156
CA $178 total
includes taxes & fees
May 31 - Jun 1
Hilton Garden Inn Annapolis Downtown

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.6 out of 10, Excellent, (1,000 reviews)
"Great stay!"
United States
Jehane
The price is CA $156
CA $178 total
includes taxes & fees
May 31 - Jun 1
DoubleTree by Hilton Hotel Annapolis

Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis
3.0 star property
Edgewater
8.8 out of 10, Excellent, (1,000 reviews)
"Wonderful place to stay!"
United States
Michele
The price is CA $137
CA $156 total
includes taxes & fees
May 25 - May 26
Sonesta ES Suites Annapolis

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)
"Beautiful area"
United States
Dan
The price is CA $212
CA $236 total
includes taxes & fees
May 26 - May 27
Hilton Garden Inn Kent Island Marina

The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (441 reviews)
"Wonderful rooms and many amenities."
United States
Gene
The price is CA $314
CA $375 total
includes taxes & fees
May 26 - May 27
The Wildset

Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
Deale
9.4 out of 10, Exceptional, (486 reviews)
"absolutely perfect for this traveler!"
United States
BENNY
The price is CA $332
CA $378 total
includes taxes & fees
May 18 - May 19
Anchored Inn at Hidden Harbour 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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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 $132 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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