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Top hotels and accommodation in Shady Side

Historic Inns of Annapolis
3.5 star property
9.0 out of 10, Wonderful, (1699)
"I love staying at this property. It is within walking distance of everything, especially Main Street and the Naval Academy. The valet service is excellent, and the staff is always friendly and helpful. The rooms are always clean and comfortable."
The price is AU$233
includes taxes & fees
24 Nov - 25 Nov
Historic Inns of Annapolis
Crowne Plaza Annapolis, an IHG Hotel
3.5 star property
8.8 out of 10, Excellent, (1001)
"I had a relaxing and enjoyable stay. The breakfast was delicious."
The price is AU$180
includes taxes & fees
25 Nov - 26 Nov
Crowne Plaza Annapolis, an IHG Hotel
Graduate by Hilton Annapolis
4.0 star property
9.4 out of 10, Exceptional, (1002)
"The staff was the best always checking to see if I needed anything. "
The price is AU$253
includes taxes & fees
18 Dec - 19 Dec
Graduate by Hilton Annapolis
DoubleTree by Hilton Hotel Annapolis
4.0 star property
8.6 out of 10, Excellent, (1003)
"Easy access to Annapolis. Reasonably priced for the area. Great shuttle available within a 5 mile radius. Very cordial staff."
The price is AU$179
includes taxes & fees
26 Nov - 27 Nov
DoubleTree by Hilton Hotel Annapolis
Staybridge Suites Washington DC East - Largo, an IHG Hotel
3.0 star property
8.8 out of 10, Excellent, (496)
"Great place...Wonderful stay.."
The price is AU$186
includes taxes & fees
17 Dec - 18 Dec
Staybridge Suites Washington DC East - Largo, an IHG Hotel
Country Inn & Suites by Radisson, Annapolis, MD
3.0 star property
9.0 out of 10, Wonderful, (1002)
"We enjoyed our stay very much. "
The price is AU$161
includes taxes & fees
8 Dec - 9 Dec
Country Inn & Suites by Radisson, Annapolis, MD
Comfort Inn Conference Center
2.5 star property
9.2 out of 10, Wonderful, (1003)
"Loved the location. Staff was very professional "
The price is AU$170
includes taxes & fees
19 Dec - 20 Dec
Comfort Inn Conference Center
Microtel Inn & Suites by Wyndham Gambrills
2.0 star property
9.0 out of 10, Wonderful, (903)
"Place was clean. Staff very friendly. "
The price is AU$150
includes taxes & fees
16 Dec - 17 Dec
Microtel Inn & Suites by Wyndham Gambrills
Hilton Garden Inn Annapolis Downtown
3.0 star property
8.6 out of 10, Excellent, (982)
"The staff was outstanding; couldn’t have been more helpful. Enjoyed the hotel restaurant several times. Tha room was large and well appointed. The bathroom was good size with a nice walk-in shower."
The price is AU$192
includes taxes & fees
8 Dec - 9 Dec
Hilton Garden Inn Annapolis Downtown
Sonesta ES Suites Annapolis
3.0 star property
8.8 out of 10, Excellent, (725)
"Great option for Annapolis. Full kitchen. Clean. "
The price is AU$177
includes taxes & fees
3 Dec - 4 Dec
Sonesta ES Suites Annapolis
Fairfield Inn & Suites By Marriott Annapolis
3.0 star property
9.2 out of 10, Wonderful, (60)
"•"
The price is AU$222
includes taxes & fees
8 Dec - 9 Dec
Fairfield Inn & Suites By Marriott Annapolis
Admiral Suites
2.5 star property
6.4 out of 10, (276)
"Under remodel. Disheveled but not gross. "
The price is AU$156
includes taxes & fees
28 Nov - 29 Nov
Admiral Suites
Annapolis Waterfront Hotel, Autograph Collection
4.0 star property
8.8 out of 10, Excellent, (776)
"All good "
The price is AU$377
includes taxes & fees
3 Dec - 4 Dec
Annapolis Waterfront Hotel, Autograph Collection
The Westin Annapolis
4.0 star property
8.6 out of 10, Excellent, (1030)
"Great experience overall!"
The price is AU$305
includes taxes & fees
20 Dec - 21 Dec
The Westin Annapolis
Courtyard by Marriott Annapolis
3.0 star property
8.6 out of 10, Excellent, (939)
"Nicely maintained hotel. Comfortable stay."
The price is AU$172
includes taxes & fees
21 Dec - 22 Dec
Courtyard by Marriott Annapolis
Village Inn
2.0 star property
6.2 out of 10, (467)
"Clean and cozy"
The price is AU$131
includes taxes & fees
24 Nov - 25 Nov
Village Inn
Best Western Annapolis
2.5 star property
7.8 out of 10, Good, (1001)
"Great breakfast. "
The price is AU$142
includes taxes & fees
28 Nov - 29 Nov
Best Western Annapolis
Hilton Garden Inn Annapolis
3.0 star property
8.2 out of 10, Very good, (1001)
"We weren't ready for housekeeping when they came but assumed they would come back, but they never did so never replenished supplies - towels, cup and drinking paper cups, coffee cups."
The price is AU$171
includes taxes & fees
22 Dec - 23 Dec
Hilton Garden Inn Annapolis
Holiday Inn Express & Suites Annapolis, an IHG Hotel
2.5 star property
8.2 out of 10, Very good, (1033)
"Clean and comfortable "
The price is AU$173
includes taxes & fees
25 Nov - 26 Nov
Holiday Inn Express & Suites Annapolis, an IHG Hotel
Candlewood Suites Annapolis, an IHG Hotel
2.5 star property
5.8 out of 10, (808)
"This property was immaculate even though they were renovating. Staff was super kind and friendly. Only complaint is that the room next to us was up all night long and still up when we left this morning at 6am."
The price is AU$167
includes taxes & fees
19 Dec - 20 Dec
Candlewood Suites Annapolis, an IHG Hotel
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's the best place to 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 traveller data. Two other choices for your visit to the area are La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway and Graduate Annapolis. See all available top hotels, or vacation rentals in Shady Side.

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

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably: This holiday home rental outside of Shady Side offers a balcony, a garden and a BBQ 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 that you can cook with friends or family. Make the most of Access to hot 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 room reservations are fully refundable if you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of check in. 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 Shady Side.

What are some accommodation options 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 on-site pool. View all hotels with pools in Shady Side.

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 16 hotels and other accommodation options to choose from. Find out more about Shady Side.

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

Favourite 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. Take a look at what more there is 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 temperature of 24°C, while the coldest months are January and February, with an average of 5°C. Average annual precipitation for Shady Side is 1307 mm.