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Compare 1,097 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Outdoor pool, a heated pool
Waterfront Oasis of Annapolis Star
10.0 out of 10, Exceptional, (60)
"Most excellent space for a quiet retreat away from the city! The property and hosts were welcoming and super attentive. We will definitely be coming back!"
The price is ¥39,050
¥73,008 total
includes taxes & fees
May 29 - May 30
Waterfront Oasis of Annapolis Star
Chesapeake Suite | Frette Italian sheets, premium bedding, memory foam beds, free minibar
Flag House Inn
3.5 star property
9.8 out of 10, Exceptional, (48)
"Very close to downtown!"
The price is ¥46,673
¥53,207 total
includes taxes & fees
May 27 - May 28
Flag House Inn
Front of property
Anchored Inn at Hidden Harbour Marina
2.5 star property
9.6 out of 10, Exceptional, (367)
"A very nice property! I would recommend it to others."
The price is ¥38,894
¥44,339 total
includes taxes & fees
May 23 - May 24
Anchored Inn at Hidden Harbour Marina
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Beach nearby
Inn at Horn Point
3.0 star property
9.6 out of 10, Exceptional, (18)
"I booked the trip to celebrate an anniversary weekend away with my husband. The property came up through a Yelp review so I checked it out. I was impressed with the location, the detail to cleanliness, and the commitment to the environment. Once I booked the room, the innkeepers were very helpful in offering things to do and places to eat, as well as offering to help make our anniversary stay more memorable. Once we arrived, Cory took the time to greet us as we came in and share some of the...
The price is ¥54,871
¥62,553 total
includes taxes & fees
May 29 - May 30
Inn at Horn Point
View from property
Graduate Annapolis
4.0 star property
9.4 out of 10, Exceptional, (1044)
"Unique property, close to everything. Costly, but every hotel in the area is. "
The price is ¥29,140
¥33,220 total
includes taxes & fees
Jun 16 - Jun 17
Graduate Annapolis
Desk, iron/ironing board, free cribs/infant beds, free WiFi
Courtyard by Marriott Bowie
3.0 star property
9.4 out of 10, Exceptional, (643)
"Only issue was with low water pressure in the shower "
The price is ¥24,836
¥28,065 total
includes taxes & fees
Jun 16 - Jun 17
Courtyard by Marriott Bowie
Front of property - evening/night
The Inn at Chesapeake Bay Beach Club
4.0 star property
9.4 out of 10, Exceptional, (341)
"Beautiful property very kind staff and wonderful amenities..would highly recommend"
The price is ¥37,332
¥45,412 total
includes taxes & fees
May 27 - May 28
The Inn at Chesapeake Bay Beach Club
25-inch TV with cable channels
TownePlace Suites Bowie Town Center
2.5 star property
9.2 out of 10, Wonderful, (461)
"Wasn’t bad only issue was the Wi-Fi wasn’t great "
The price is ¥15,464
¥17,474 total
includes taxes & fees
Jun 16 - Jun 17
TownePlace Suites Bowie Town Center
Indoor pool
Country Inn & Suites by Radisson, Annapolis, MD
3.0 star property
9.0 out of 10, Wonderful, (1003)
"Breakfast was very limited "
The price is ¥16,292
¥18,573 total
includes taxes & fees
Jun 17 - Jun 18
Country Inn & Suites by Radisson, Annapolis, MD
Bar (on property)
Comfort Inn Conference Center
2.5 star property
9.0 out of 10, Wonderful, (1001)
"We had a very pleasant stay at Confort Inn Bowie!’ Very accommodating and fabulous breakfast included!!! We will be there again. "
The price is ¥15,464
¥17,474 total
includes taxes & fees
Jun 16 - Jun 17
Comfort Inn Conference Center
Beach
Indulge or be still near Naval Academy/ Annapolis
9.0 out of 10, Wonderful, (8)
"Karen was absolutely wonderful! I had several questions and she responded within just a few moments. The place was immaculate, cozy it felt like it was a home away from home. Very close to anything you could possibly need and the view is absolutely breathtaking. The bed was so comfortable that I found out the type of mattress and I’ll be buying one. I highly recommend staying with Karen. I will certainly be booking again in the future. 5 Stars across the board!"
Indulge or be still near Naval Academy/ Annapolis
Pool
Crowne Plaza Annapolis, an IHG Hotel
3.5 star property
8.8 out of 10, Excellent, (1002)
"Parking lot A little dark at night. Front desk was very welcoming Bartender was stale. Not very welcoming at all. Over all place is nice. Would recommend "
The price is ¥17,377
¥19,810 total
includes taxes & fees
May 26 - May 27
Crowne Plaza Annapolis, an IHG Hotel
Exterior
Microtel Inn & Suites by Wyndham Gambrills
2.0 star property
8.8 out of 10, Excellent, (732)
"Great improvement with the breakfast; we have stayed here before and it was so much better this time."
The price is ¥15,800
¥18,012 total
includes taxes & fees
Jun 10 - Jun 11
Microtel Inn & Suites by Wyndham Gambrills
Room, 2 Queen Beds, Balcony | Premium bedding, down comforters, pillowtop beds, in-room safe
Annapolis Waterfront Hotel, Autograph Collection
4.0 star property
8.8 out of 10, Excellent, (710)
"I like everything about this property!"
The price is ¥37,363
¥42,594 total
includes taxes & fees
Jun 2 - Jun 3
Annapolis Waterfront Hotel, Autograph Collection
Property amenity
Staybridge Suites Washington DC East - Largo, an IHG Hotel
3.0 star property
8.8 out of 10, Excellent, (423)
"This is a great hotel on your way north or south. The room was spacious and came with a small kitchen which was nice to have. Breakfast was included - it wasn’t anything special but it was perfect if you are on the go in the morning. "
The price is ¥21,743
¥24,570 total
includes taxes & fees
May 27 - May 28
Staybridge Suites Washington DC East - Largo, an IHG Hotel
Egyptian cotton sheets, premium bedding, pillowtop beds, desk
Sonesta ES Suites Annapolis
3.0 star property
8.8 out of 10, Excellent, (621)
"All okay."
The price is ¥20,150
¥22,971 total
includes taxes & fees
May 30 - May 31
Sonesta ES Suites Annapolis
Lobby
DoubleTree by Hilton Hotel Annapolis
4.0 star property
8.6 out of 10, Excellent, (1000)
"I was sadly visiting for a funeral and was there for a 4 nite stay. The staff was so kind and very helpful. The room was clean and comfortable. Perfect location to everything I needed. I will 100% stay at this double tree when I come back into town. "
The price is ¥19,684
¥22,439 total
includes taxes & fees
May 26 - May 27
DoubleTree by Hilton Hotel Annapolis
Exterior
Courtyard by Marriott Annapolis
3.0 star property
8.6 out of 10, Excellent, (859)
"Marriott rarely disappoints. Good, well maintained, comfortable hotel with a nice courtyard with a fireplace, seating areas, etc. Large enough room, comfortable, clean."
The price is ¥18,119
¥20,656 total
includes taxes & fees
May 27 - May 28
Courtyard by Marriott Annapolis
Suite, 1 Bedroom, Terrace | Living area | LED TV
Hilton Garden Inn Annapolis Downtown
3.0 star property
8.6 out of 10, Excellent, (849)
"Beds were super clean and comfortable. The stay was pleasant. The bartender on Thursday night was not very accommodating "
The price is ¥21,712
¥24,752 total
includes taxes & fees
May 27 - May 28
Hilton Garden Inn Annapolis Downtown
Exterior
Lower Level Loft - Adorable Studio Apt. Near BWI
8.6 out of 10, Excellent, (4)
"Very nice for a short stay"
The price is ¥11,715
¥18,697 total
includes taxes & fees
May 29 - May 30
Lower Level Loft - Adorable Studio Apt. Near BWI
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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.

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Shady Side hotels information

Number of reviews
5,133
Accommodation
1,097 hotels
Lowest Price
¥12,089
Highest Price
¥37,363

Frequently asked questions

Where is the best place for a stay in Shady Side?

Historic Inns of Annapolis, located 9.6 mi (15.4 km) from the heart of Shady Side, is a top choice for your stay based on our traveler data. Two other choices for your trip to the area are La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway and Country Inn & Suites by Radisson, Washington, D.C. East - Capitol Heights, MD. See all available top hotels, or vacation rentals in Shady Side.

What are some of the best vacation rentals that Shady Side has to offer?

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably: Visitors like this Shady Side vacation home rental. It offers a balcony, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the spa tub in this rental home to help you unwind. See all vacation rentals in Shady Side.

If I need to cancel my hotel reservation in Shady Side, will I receive a refund?

Yes, the majority of hotel reservations are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If you booked a non-refundable reservation, you might be able to cancel it and be given a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Shady Side.

Where can I learn more about changing or cancelling my trip to Shady Side?

To find more details about updating your trip to Shady Side or cancelling it, click here.

Where is the best hotel to stay near Shadyside Park?

Anchored Inn at Hidden Harbour Marina is one of the top choices for your stay based on our traveler data, and this hotel offers an outdoor pool and free parking. It's located 4.8 mi (7.7 km) from Shadyside Park.

What about the best place to stay near Captain Avery Museum?

One of the top choices for your stay is Anchored Inn at Hidden Harbour Marina, located 5 mi (8.1 km) from Captain Avery Museum, and this hotel offers an outdoor pool and free parking.

What are some accommodations with pools in Shady Side?

La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway: Hotel located near FedEx Field. Offers a snack bar/deli, a seasonal outdoor pool, and buffet. DoubleTree by Hilton Hotel Largo/Washington DC and Country Inn & Suites by Radisson, Annapolis, MD are two additional hotels that offer an onsite pool. View all hotels with pools in Shady Side.

What's the best place to stay near Ronald Reagan Washington National Airport (DCA)?

Hyatt Regency Crystal City is a popular 4-star hotel featuring a restaurant and an outdoor pool. It's located a short 0.6 mi (1 km) from Ronald Reagan Washington National Airport. Other options near the airport are Courtyard by Marriott Arlington Crystal City/Reagan National and Hilton Garden Inn Reagan National Airport.

What is staying in Shady Side like?

Visitors can enjoy all that Shady Side has to offer including the shopping, restaurants, and parks. Tourists can also enjoy so much more including its museums. In Shady Side, there are 13 hotels and other accommodations to choose from. Find out more about Shady Side.

What should I see while I'm in Shady Side?

Favorite places to visit include Shadyside Park, Captain Avery Museum, and Franklin Point State Park. You'll also find London Town and Maryland Quiet Waters Park in the area. Check out what more to see and do in Expedia's Shady Side guide.

What's the weather like in Shady Side?

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 Shady Side is 51 inches.

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