Hotels in Highland Beach

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Microtel Inn & Suites by Wyndham Gambrills

Microtel Inn & Suites by Wyndham Gambrills
2.0 star property
Gambrills
9.2 out of 10, Wonderful, (1,085 reviews)
Wake up to complimentary continental breakfast at this Gambrills hotel where clean rooms and attentive staff earn top marks. Free WiFi and parking add value, while nearby attractions like Walden Golf Club provide entertainment options just minutes away.
The price is $93
$106 total
includes taxes & fees
May 31 - Jun 1
Microtel Inn & Suites by Wyndham Gambrills

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (910 reviews)
Discover quiet comfort at this Grasonville hotel with complimentary buffet breakfast, WiFi, and parking. Take a refreshing swim in the seasonal outdoor pool after exploring nearby Chesapeake Bay Environmental Center. Friendly staff and clean rooms await just 50 minutes from BWI Airport.
The price is $106
$118 total
includes taxes & fees
May 26 - May 27
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, (1,002 reviews)
The price is $149
$185 total
includes taxes & fees
May 25 - May 26
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, (1,001 reviews)
Embrace coastal charm at this hotel in Grasonville, where superior rooms frame magical sunset vistas over the water. After exploring nearby walking trails, unwind in the indoor pool, hot tub, or sauna. Free breakfast fuels adventures to local restaurants.
The price is $115
$128 total
includes taxes & fees
May 31 - Jun 1
Best Western Kent Narrows Inn

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (138 reviews)
The price is $145
$195 total
includes taxes & fees
May 25 - May 26
Kent Island Resort

Comfort Inn Conference Center

Comfort Inn Conference Center
2.5 star property
Bowie
9.2 out of 10, Wonderful, (1,008 reviews)
Tucked away in Bowie with easy access to shopping and restaurants, this hotel offers a seasonal outdoor pool and 24-hour fitness center. Enjoy American cuisine at Chessies Chesapeake Grill after exploring nearby Prince George's Stadium.
The price is $101
$114 total
includes taxes & fees
Jun 7 - Jun 8
Comfort Inn Conference Center

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very Good, (1,000 reviews)
Escape to this quiet retreat with hiking trails and a garden terrace. Just minutes from Saint Michaels Village and Classic Motor Museum, this hotel offers free breakfast, WiFi and parking. Guests consistently praise the helpful staff and clean accommodations.
The price is $135
$149 total
includes taxes & fees
May 25 - May 26
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)
Wake up to tranquil Chesapeake Bay vistas at this quiet waterfront retreat. Steps from the scenic bike trail with an inviting seasonal pool for afternoon dips. Complimentary breakfast fuels adventures to nearby Environmental Center and Queenstown Harbor Golf Club.
The price is $131
$145 total
includes taxes & fees
Jun 24 - Jun 25
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)
The price is $91
$103 total
includes taxes & fees
May 31 - Jun 1
Hilton Garden Inn Annapolis

Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
Sherwood
9.4 out of 10, Exceptional, (382 reviews)
Set on the bay, this Tilghman hotel offers waterfront relaxation with complimentary breakfast and free parking. Explore by kayak or bicycle with onsite rentals, or unwind at the marina. Each room includes convenient refrigerators and microwaves for added comfort.
The price is $150
$165 total
includes taxes & fees
May 25 - May 26
Knapps Narrows Marina & Inn

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, (1,014 reviews)
Enjoy serene accommodations with an indoor pool and hot tub just 10 minutes from U.S. Naval Academy. This hotel offers complimentary breakfast, WiFi, and parking near Annapolis Bowl and Westfield Mall, earning praise for its helpful staff and quiet atmosphere.
The price is $97
$110 total
includes taxes & fees
Jun 7 - Jun 8
Country Inn & Suites by Radisson, Annapolis, MD

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.6 out of 10, Excellent, (1,008 reviews)
Just a 5-minute drive from U.S. Naval Academy, this hotel offers a 24-hour fitness center and Ports of Call restaurant. Annapolis Harbor Center and Westfield Mall are nearby, with free WiFi and parking for your convenience.
The price is $98
$111 total
includes taxes & fees
May 31 - Jun 1
DoubleTree by Hilton Hotel Annapolis

Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis
2.5 star property
Annapolis
8.2 out of 10, Very Good, (1,001 reviews)
Located just a short drive from the U.S. Naval Academy, this family-friendly hotel offers a seasonal outdoor pool and fitness center. Guests love the helpful staff and free breakfast. Annapolis Harbor Center Shopping Center is nearby for convenient retail therapy.
The price is $109
$125 total
includes taxes & fees
May 28 - May 29
Hampton Inn & Suites Annapolis

Best Western Annapolis

Best Western Annapolis
2.5 star property
Annapolis
7.8 out of 10, Good, (1,004 reviews)
The price is $85
$96 total
includes taxes & fees
May 31 - Jun 1
Best Western Annapolis

Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG
2.5 star property
Annapolis
8.8 out of 10, Excellent, (256 reviews)
Just 10 minutes from U.S. Naval Academy, this quiet hotel offers free WiFi and parking for easy exploration. After a day of nearby kayaking or hiking trails, unwind in the 24-hour fitness center. Travelers consistently praise the helpful staff and convenient location.
The price is $101
$120 total
includes taxes & fees
May 31 - Jun 1
Candlewood Suites Annapolis by IHG

TownePlace Suites Bowie Town Center

TownePlace Suites Bowie Town Center
3.0 star property
Bowie
9.2 out of 10, Wonderful, (636 reviews)
Relax at this Bowie hotel offering a seasonal outdoor pool and health club for active stays. Just 15 minutes from Northwest Stadium with free breakfast, WiFi and parking. Allen Pond Park and the National Capital Radio and Television Museum are nearby.
The price is $109
$123 total
includes taxes & fees
Jun 15 - Jun 16
TownePlace Suites Bowie Town Center

Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
3.5 star property
Annapolis
8.8 out of 10, Excellent, (1,001 reviews)
Positioned near Westfield Annapolis Mall, this hotel offers a peaceful retreat with an indoor pool and 24-hour fitness center. Grab meals at Annapolis Bar & Grill or unwind at the lounge while enjoying free WiFi and parking during your stay.
The price is $112
$128 total
includes taxes & fees
May 31 - Jun 1
Crowne Plaza Annapolis by IHG

Historic Inns of Annapolis

Historic Inns of Annapolis
3.5 star property
Historic District
9.0 out of 10, Wonderful, (1,845 reviews)
Nestled in the heart of Annapolis, this historic hotel offers easy access to the Naval Academy. Unwind in comfortable beds after exploring nearby attractions, or enjoy a drink at the bar. The helpful staff and clean rooms earn high praise from travelers.
The price is $129
$182 total
includes taxes & fees
Jun 8 - Jun 9
Historic Inns of Annapolis

Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
3.0 star property
Grasonville
9.0 out of 10, Wonderful, (1,001 reviews)
Overlooking the bay in Grasonville, this hotel offers a refreshing indoor pool, restaurant, and bar. Unwind on the terrace after exploring nearby Chesapeake Bay Environmental Center, with convenient room service and in-room microwaves for added comfort.
The price is $154
$171 total
includes taxes & fees
Jun 15 - Jun 16
Hilton Garden Inn Kent Island Marina

Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis
3.0 star property
Edgewater
8.8 out of 10, Excellent, (1,006 reviews)
A serene escape with 24-hour fitness center and seasonal outdoor pool near Annapolis Harbor Center. Close to shopping and restaurants with highway convenience, these suites offer free breakfast and WiFi for both business and leisure travelers.
The price is $103
$117 total
includes taxes & fees
May 25 - May 26
Sonesta ES Suites Annapolis
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 accommodations do travelers recommend in Highland Beach?
Can I book a refundable hotel in Highland Beach?
If you're looking for the flexibility to change your travel plans to Highland Beach, most accommodations offer refundable* rates you can book. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow down the results.
What will the weather in Highland Beach be like during my visit?
July and August are typically the warmest months in Highland Beach when the average temp is 75°F. January and February are the coldest months when the average temperature is 40°F. July and September are the months with the most rain.
Why should I book my Highland Beach accommodation with Hotels.com?
There are lots of reasons to book your Highland Beach trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.