Highland Beach Hotels

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Check Highland Beach hotel prices

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Jun 15 - Jun 16
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Jun 16 - Jun 17
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Jun 21 - Jun 23

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Top 10 trending Highland Beach hotels

Historic Inns of Annapolis
Exterior
Historic Inns of Annapolis
3.5 star property
9.0 out of 10, Wonderful, (1627)
"It was our first stay in Annapolis. We were very impressed with the condition of the hotel. "
The price is P 8,031
per night
Jul 1 - Jul 2
Historic Inns of Annapolis
Graduate Annapolis
View from property
Graduate Annapolis
4.0 star property
9.4 out of 10, Exceptional, (1033)
"Friendly staff, clean and comfortable room"
The price is P 10,439
per night
Jul 1 - Jul 2
Graduate Annapolis
Crowne Plaza Annapolis, an IHG Hotel
Pool
Crowne Plaza Annapolis, an IHG Hotel
3.5 star property
8.8 out of 10, Excellent, (1002)
"The front desk staff was very professional. The bartender in the restaurant was superb! He was friendly and very attentive. "
The price is P 7,389
per night
Jun 30 - Jul 1
Crowne Plaza Annapolis, an IHG Hotel
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Admiral Suites
Exterior
Admiral Suites
2.5 star property
6.6 out of 10, (172)
"A nice experience"
The price is P 5,219
per night
Jun 16 - Jun 17
Admiral Suites
DoubleTree by Hilton Hotel Annapolis
Lobby
DoubleTree by Hilton Hotel Annapolis
4.0 star property
8.6 out of 10, Excellent, (1000)
"It’s a ridiculously long trip from the lobby to the 6th of the north tower but easy going. The pool is huge for a hotel. The staff was far beyond courteous and friendly. "
The price is P 6,929
per night
Jun 30 - Jul 1
DoubleTree by Hilton Hotel Annapolis
Country Inn & Suites by Radisson, Annapolis, MD
Indoor pool
Country Inn & Suites by Radisson, Annapolis, MD
3.0 star property
9.0 out of 10, Wonderful, (1005)
"Excellent customer service!"
The price is P 5,708
per night
Jul 1 - Jul 2
Country Inn & Suites by Radisson, Annapolis, MD
Homestyle Suites
Desk, laptop workspace, blackout drapes, iron/ironing board
Homestyle Suites
2.5 star property
5.6 out of 10, (732)
"It was good"
The price is P 4,750
per night
Jun 16 - Jun 17
Homestyle Suites
Courtyard by Marriott Annapolis
Exterior
Courtyard by Marriott Annapolis
3.0 star property
8.6 out of 10, Excellent, (869)
"The staff was welcoming and always willing to help. I love the fact that they offer package collection for free and once your package they promptly call you. My only drawback, and I'm not sure if it was miscommunication, when I spoke to front desk, but I requested a wake-up call in order to get to the airport, and they never called. But I will definetly stay there again. "
The price is P 7,155
per night
Jun 19 - Jun 20
Courtyard by Marriott Annapolis
The Westin Annapolis
Exterior
The Westin Annapolis
4.0 star property
8.6 out of 10, Excellent, (1002)
"Everything was fine except the restaurant, it took a lot of time to get seated because no one was attending the front desk, then the waitress took an hour to bring our food out and then we had to leave because she never brought our food out."
The price is P 11,671
per night
Jun 16 - Jun 17
The Westin Annapolis
Microtel Inn & Suites by Wyndham Gambrills
Exterior
Microtel Inn & Suites by Wyndham Gambrills
2.0 star property
8.8 out of 10, Excellent, (756)
"Very clean"
The price is P 5,114
per night
Jul 4 - Jul 5
Microtel Inn & Suites by Wyndham Gambrills
Annapolis Waterfront Hotel, Autograph Collection
Premium bedding, down comforters, pillowtop beds, in-room safe
Annapolis Waterfront Hotel, Autograph Collection
4.0 star property
9.0 out of 10, Wonderful, (716)
"Beautiful upscale accommodations. Within walking distance to everything you'll want to see and do. You want a view and a high level of service, then you'll pay for it. Loved the vallet setvice so quick and easy. That is the only option you have at this hotel. Downtown and Historic Annapolis are so pretty with lots of shops and eateries. Lots of taverns too if you travel with no kids. View of the Chesapeake Bay and Bridge. "
The price is P 12,621
per night
Jul 1 - Jul 2
Annapolis Waterfront Hotel, Autograph Collection
Staybridge Suites Washington DC East - Largo, an IHG Hotel
Property amenity
Staybridge Suites Washington DC East - Largo, an IHG Hotel
3.0 star property
8.8 out of 10, Excellent, (431)
"Great room lots of space. Plenty of room for the four of us. Almost wish we needed to stay longer to enjoy the space. Only inconvenience is being asked when making reservation how many people we had but were not enough towels. Trivial I know but if we’re asked how many kids and have to put in ages it seems like we should not have to ask for one towel per person "
The price is P 8,738
per night
Jun 16 - Jun 17
Staybridge Suites Washington DC East - Largo, an IHG Hotel
Hilton Garden Inn Annapolis
Hypo-allergenic bedding, in-room safe, desk, iron/ironing board
Hilton Garden Inn Annapolis
3.0 star property
8.4 out of 10, Very Good, (1008)
"It was fine. Paying for parking on top of the stay seemed gougy. "
The price is P 6,331
per night
Jul 16 - Jul 17
Hilton Garden Inn Annapolis
Hilton Garden Inn Annapolis Downtown
Living area
Hilton Garden Inn Annapolis Downtown
3.0 star property
8.6 out of 10, Excellent, (860)
"Nice place but parking is a challenge. Small space and lot fills up fast at times. Staff personality is meh... i felt like I was bothering the cool girl with my questions... "
The price is P 8,738
per night
Jun 30 - Jul 1
Hilton Garden Inn Annapolis Downtown
Comfort Inn Conference Center
Bar (on property)
Comfort Inn Conference Center
2.5 star property
9.0 out of 10, Wonderful, (1005)
"Only complaint is that restaurant closed a little early. "
The price is P 7,565
per night
Jun 16 - Jun 17
Comfort Inn Conference Center
Kent Island Resort
Aerial view
Kent Island Resort
3.5 star property
9.2 out of 10, Wonderful, (69)
"Quiet and beautiful. The staff was very professional and friendly. I felt like I was home. Looking forward to my next visit!!!"
The price is P 13,659
per night
Jun 17 - Jun 18
Kent Island Resort
SpringHill Suites by Marriott Annapolis
Exterior
SpringHill Suites by Marriott Annapolis
3.0 star property
9.0 out of 10, Wonderful, (1003)
"This is the cleanest hotel that I’ve ever stayed in! Beds were comfortable. Rooms were super clean. Staff was amazing and helpful. Nice pool and hot tub. Close to everything. "
The price is P 7,864
per night
Jul 15 - Jul 16
SpringHill Suites by Marriott Annapolis
Village Inn
TV
Village Inn
2.0 star property
6.2 out of 10, (437)
"It’s extremely affordable and for the price the room was basic and clean. Parking is directly in front of your room and there wasn’t much around the motel, so it feels safe. The room had a smell which we think was cleaning products that was a little strong."
The price is P 5,659
per night
Jun 16 - Jun 17
Village Inn
Best Western Annapolis
Exterior
Best Western Annapolis
2.5 star property
7.6 out of 10, Good, (1001)
"Had to switch here from the Hilton, and it was worth it! There were issues with the plumbing throughout our stay, but staff and service were awesome. The kids loved the pool! "
The price is P 5,543
per night
Jul 11 - Jul 12
Best Western Annapolis
Holiday Inn Express & Suites Annapolis, an IHG Hotel
In-room safe, desk, laptop workspace, blackout drapes
Holiday Inn Express & Suites Annapolis, an IHG Hotel
2.5 star property
8.2 out of 10, Very Good, (1002)
"The service was great "
The price is P 6,506
per night
Jun 30 - Jul 1
Holiday Inn Express & Suites Annapolis, an IHG Hotel
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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.

More cheap stays in Highland Beach

Homestyle Suites

Homestyle Suites

1 Womack Dr, Annapolis, MD
The price is P4,750 per night from Jun 16 to Jun 17
P4,750
per night
16 Jun - 17 Jun
5.6/10 (732 reviews)

Near an Attraction

Image for U.S. Naval Academy

U.S. Naval Academy

See where future generations of Navy and Marine Corps officers are trained at this historic federal service academy within a former fort in Annapolis harbor.

See properties
U.S. Naval Academy

Highland Beach hotels information

Number of reviews
4,664
Accommodation
1,117 hotels
Lowest Price
P4,750
Highest Price
P14,028

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 traveler data. Two other options for your stay in the area are Graduate Annapolis and Country Inn & Suites by Radisson, Annapolis, MD. See all available top hotels, or vacation rentals in Highland Beach.

If I need to cancel my hotel reservation in Highland Beach, will I receive a refund?

Yes, you'll find most room reservations are fully refundable if you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of your arrival date. If you booked a non-refundable reservation, it might still be possible to cancel it 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.

Where can I learn more about changing or cancelling my trip to Highland Beach?

For additional details about rescheduling or cancelling your trip to Highland Beach, head over to our customer service page.

What are some accommodations with pools in Highland Beach?

Hilton Garden Inn Annapolis: 3-star hotel located near Westfield Annapolis Mall. Features free Internet, an outdoor pool, and free parking. The Westin Annapolis and Courtyard by Marriott Bowie are a couple of other choices with an onsite pool. View all hotels with pools in Highland Beach.

What is staying in Highland Beach like?

Visitors to Highland Beach are sure to find plenty to explore and enjoy. There are 1120 hotels and other accommodations in the surrounding area. Find out more about Highland Beach.

What should I see while I'm in Highland Beach?

Places to visit in the wider area include Maryland Quiet Waters Park, Annapolis Maritime Museum, and Ego Alley. You'll also find Annapolis City Dock and William Paca House in the area. Check out what more to see and do in Expedia's Highland Beach guide.

What's the seasonal weather like in Highland Beach?

The hottest months are usually July and August with an average temp of 75°F, while the coldest months are January and February with an average of 40°F. Average annual precipitation for Highland Beach is 52 inches.

Recent Reviews in Highland Beach
Expedia verified reviews

The Westin Annapolis

The Westin Annapolis

5/5 Excellent
"Everything was fine except the restaurant, it took a lot of time to get seated because no one was attending the front desk, then the waitress took an hour to bring our food out and then we had to leave because she never brought our food out."
A verified traveler stayed at The Westin Annapolis
Posted 2 days ago
The Westin Annapolis