Hotels in Highland Beach

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This weekend
Jul 17 - Jul 19
Next weekend
Jul 24 - Jul 26

Where to stay in Highland Beach?

Front of property

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very Good, (1,002 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 $109
$120 total
includes taxes & fees
Jul 19 - Jul 20
St Michaels Inn
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)
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
$127 total
includes taxes & fees
Jul 23 - Jul 24
Best Western Kent Narrows Inn
Suite, 1 Queen Bed, Non Smoking | In-room safe, iron/ironing board, WiFi (free), bed sheets

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (938 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 $100
$111 total
includes taxes & fees
Aug 16 - Aug 17
Quality Inn Grasonville near Kent Island
Reception

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.4 out of 10, Exceptional, (160 reviews)
The price is $161
$212 total
includes taxes & fees
Aug 11 - Aug 12
Kent Island Resort
Exterior

Microtel Inn & Suites by Wyndham Gambrills

Microtel Inn & Suites by Wyndham Gambrills
2.0 star property
Gambrills
9.2 out of 10, Wonderful, (1,103 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 $97
$110 total
includes taxes & fees
Aug 16 - Aug 17
Microtel Inn & Suites by Wyndham Gambrills
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, (1,001 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 $115
$127 total
includes taxes & fees
Aug 10 - Aug 11
Holiday Inn Express Annapolis East-Kent Island by IHG
Exterior

Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
Sherwood
9.4 out of 10, Exceptional, (389 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
Jul 19 - Jul 20
Knapps Narrows Marina & Inn
Basic Single Room | Desk, laptop workspace, blackout drapes, WiFi (free)

Rips Country Inn

Rips Country Inn
2.5 star property
Bowie
6.6 out of 10, (71 reviews)
Unwind at this welcoming motel in Bowie with a bar/lounge and restaurant for homestyle meals. Enjoy free WiFi and parking while staying close to Prince George's Stadium and Allen Pond Park. Just a 30-minute drive to Fort Meade.
The price is $81
$92 total
includes taxes & fees
Jul 20 - Jul 21
Rips Country Inn
Fridge, microwave

Village Inn Annapolis MD

Village Inn Annapolis MD
2.0 star property
Annapolis
6.2 out of 10, (510 reviews)
The price is $83
$95 total
includes taxes & fees
Jul 19 - Jul 20
Village Inn Annapolis MD
Lobby

Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis
3.0 star property
Annapolis
8.2 out of 10, Very Good, (1,002 reviews)
The price is $109
$124 total
includes taxes & fees
Jul 22 - Jul 23
Hilton Garden Inn Annapolis
Exterior

Haven Point Inn and Gallery

Haven Point Inn and Gallery
2.0 star property
Rock Hall
9.8 out of 10, Exceptional, (6 reviews)
The price is $155
$172 total
includes taxes & fees
Jul 21 - Jul 22
Haven Point Inn and Gallery
Outdoor wedding area

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 $212
$268 total
includes taxes & fees
Jul 23 - Jul 24
Rod 'N' Reel Resort
Lake

Inn at Huntingfield Creek

Inn at Huntingfield Creek
3.5 star property
Rock Hall
10.0 out of 10, Exceptional, (66 reviews)
Surrounded by garden landscapes, this waterfront B&B features in-room refrigerators and laundry amenities. After enjoying the complimentary breakfast, relax by the outdoor pool or book a massage at the spa, just minutes from Rock Hall Harbor.
The price is $200
$223 total
includes taxes & fees
Jul 19 - Jul 20
Inn at Huntingfield Creek
Lobby

Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG
2.5 star property
Annapolis
8.8 out of 10, Excellent, (278 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 $91
$108 total
includes taxes & fees
Aug 2 - Aug 3
Candlewood Suites Annapolis by IHG
Dining

Best Western Annapolis

Best Western Annapolis
2.5 star property
Annapolis
7.8 out of 10, Good, (1,000 reviews)
The price is $89
$102 total
includes taxes & fees
Jul 26 - Jul 27
Best Western Annapolis
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, (492 reviews)
The price is $247
$282 total
includes taxes & fees
Aug 13 - Aug 14
Anchored Inn at Hidden Harbour Marina
Exterior

Wylder Tilghman Island

Wylder Tilghman Island
2.0 star property
Tilghman
8.8 out of 10, Excellent, (101 reviews)
The price is $243
$317 total
includes taxes & fees
Jul 20 - Jul 21
Wylder Tilghman Island
Dinner served

Comfort Inn Conference Center

Comfort Inn Conference Center
2.5 star property
Bowie
9.2 out of 10, Wonderful, (1,002 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 $110
$124 total
includes taxes & fees
Aug 6 - Aug 7
Comfort Inn Conference Center
Exterior

George Brooks House B&B

George Brooks House B&B
3.0 star property
St. Michaels
8.8 out of 10, Excellent, (75 reviews)
Surrounded by coastal beauty, this Victorian B&B offers a refreshing outdoor pool and free breakfast in St. Michaels. Explore nearby Perry Cabin Park or hike local trails, then unwind in the garden or terrace after your adventures.
The price is $235
$259 total
includes taxes & fees
Jul 20 - Jul 21
George Brooks House B&B
Reception

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.6 out of 10, Excellent, (1,024 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 $106
$121 total
includes taxes & fees
Jul 26 - Jul 27
DoubleTree by Hilton Hotel 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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Check out reviews of Highland Beach hotels guests love

Historic Inns of Annapolis

Historic Inns of Annapolis

10/10 Excellent
"I loved the historic building- upgraded with 21stC amenities of course- like electricity and an elevator. Bed was very cozy. Bathroom window faced St. Mary's church and bedroom faced Capitol bldg. A short 2 block walk to a city owned parking garage, $24 for 24 hours. Not bad. And the restaurants all close by. I've been to Annapolis many times, but never overnight, so this was a great spot that my Lady absolutely adored!"
Frederick 1-night trip
Posted 20 hours ago
Historic Inns of Annapolis

Frequently asked questions

What accommodations do travelers recommend in Highland Beach?
Guests like Historic Inns of Annapolis, DoubleTree by Hilton Hotel Annapolis and Crowne Plaza Annapolis by IHG.
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.