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Check prices for these dates

This weekend
May 29 - May 31
Next weekend
Jun 5 - Jun 7

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Our top choices for Shady Side hotels

Suite, 1 Queen Bed, Non Smoking | In-room safe, iron/ironing board, free WiFi, 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, (913 reviews)
"Room was clean and staff took very good care of us"
United States
Carol
The price is ₩158,682
₩176,137 total
includes taxes & fees
Jun 17 - Jun 18
Quality Inn Grasonville near Kent Island
Exterior

Microtel Inn & Suites by Wyndham Gambrills

Microtel Inn & Suites by Wyndham Gambrills
2.0 star property
Gambrills
9.2 out of 10, Wonderful, (1,088 reviews)
"Breakfast was great"
United States
Sean
The price is ₩153,231
₩174,684 total
includes taxes & fees
May 31 - Jun 1
Microtel Inn & Suites by Wyndham Gambrills
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)
"We had a lovely stay and would go back again! Pleasant staff and a short ride to everything."
United States
JoAnn
The price is ₩202,053
₩222,258 total
includes taxes & fees
Jun 10 - Jun 11
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, (1,004 reviews)
"Good hotel for the price"
United States
Brenda
The price is ₩171,870
₩190,777 total
includes taxes & fees
Jun 14 - Jun 15
Best Western Kent Narrows Inn
Reception

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (141 reviews)
"We loved the quaintness of the room, complete with a gas fireplace and floor to ceiling drapes. Having a restaurant right on site was incredible. I especially loved the girl dinner deal! We enjoyed the stay and the property was beautiful."
United States
Kiana
The price is ₩232,918
₩309,166 total
includes taxes & fees
Jun 10 - Jun 11
Kent Island Resort
Outdoor wedding area

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.6 out of 10, Excellent, (1,004 reviews)
"Awesome spot and room, nice walking distance from multiple places"
United States
Travis
The price is ₩227,158
₩296,948 total
includes taxes & fees
Jun 2 - Jun 3
Rod 'N' Reel Resort
Dinner served

Comfort Inn Conference Center

Comfort Inn Conference Center
2.5 star property
Bowie
9.2 out of 10, Wonderful, (1,001 reviews)
"The entire property was very clean and the breakfast was great every morning."
United States
Neil
The price is ₩168,494
₩190,398 total
includes taxes & fees
Jun 15 - Jun 16
Comfort Inn Conference Center
Reception

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.6 out of 10, Excellent, (1,001 reviews)
"It was one of the nicest places we've stayed in our travels."
United States
William
The price is ₩173,014
₩197,236 total
includes taxes & fees
May 31 - Jun 1
DoubleTree by Hilton Hotel Annapolis
Lobby

Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG
2.5 star property
Annapolis
9.0 out of 10, Wonderful, (258 reviews)
"Great stay in a quiet area"
United States
Mehran
The price is ₩145,934
₩173,796 total
includes taxes & fees
Jun 7 - Jun 8
Candlewood Suites Annapolis by IHG
Exterior

Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
Sherwood
9.4 out of 10, Exceptional, (383 reviews)
"Breakfast is excellent, staff very friendly"
United States
Polina
The price is ₩224,022
₩246,424 total
includes taxes & fees
May 31 - Jun 1
Knapps Narrows Marina & Inn
Basic Single Room | Desk, laptop workspace, blackout drapes, free WiFi

Rips Country Inn

Rips Country Inn
2.5 star property
Bowie
6.6 out of 10, (68 reviews)
"The entire experience was horrible. Rude staff who pushed me out in the morning without giving me a chance to speak. I was going to get another two nights out of pure need but it was so not worth it I literally went and slept outside on the ground and had a better time. This was the worst hotel I’ve ever been to and they have roaches and bed bugs. "
United States
Nicholas
The price is ₩120,958
₩136,682 total
includes taxes & fees
Jun 1 - Jun 2
Rips Country Inn
Front of property

The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (453 reviews)
"Very nice place."
United States
Sharon
The price is ₩342,007
₩409,065 total
includes taxes & fees
Jun 10 - Jun 11
The Wildset
Lobby

Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis
3.0 star property
Annapolis
8.2 out of 10, Very Good, (1,002 reviews)
"Breakfast was excellent and parking was convenient and safe"
United States
Paul
The price is ₩156,841
₩178,798 total
includes taxes & fees
Jun 7 - Jun 8
Hilton Garden Inn Annapolis
Dining

Best Western Annapolis

Best Western Annapolis
2.5 star property
Annapolis
7.8 out of 10, Good, (1,002 reviews)
"Older Hotel but clean and staff was great."
United States
Gregory
The price is ₩124,570
₩142,010 total
includes taxes & fees
Jun 7 - Jun 8
Best Western Annapolis
Lobby

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, (1,016 reviews)
"Great location with good breakfast. 👍"
United States
David
The price is ₩156,074
₩177,924 total
includes taxes & fees
Jun 7 - Jun 8
Country Inn & Suites by Radisson, Annapolis, MD
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)
"Great location and very clean!"
United States
Neille
The price is ₩200,126
₩222,140 total
includes taxes & fees
Jun 7 - Jun 8
Holiday Inn Express Annapolis East-Kent Island by IHG
Meeting facility

Historic Inns of Annapolis

Historic Inns of Annapolis
3.5 star property
Historic District
9.0 out of 10, Wonderful, (1,850 reviews)
"Such a wonderful stay! The bed was like sleeping on a cloud!"
United States
Brenda
The price is ₩172,827
₩248,100 total
includes taxes & fees
Jun 8 - Jun 9
Historic Inns of Annapolis
Exterior

Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis
2.5 star property
Annapolis
8.2 out of 10, Very Good, (1,000 reviews)
"Great place to stay."
United States
Karmina
The price is ₩176,455
₩201,157 total
includes taxes & fees
Jun 15 - Jun 16
Hampton Inn & Suites Annapolis
Seasonal outdoor pool, pool umbrellas, sun loungers

The Inn at Tacaro Estate

The Inn at Tacaro Estate
5.0 star property
Tracys Landing
9.6 out of 10, Exceptional, (15 reviews)
"An amazing breakfast. The home is decorated beautifully"
United States
James
The price is ₩462,180
₩526,885 total
includes taxes & fees
May 31 - Jun 1
The Inn at Tacaro Estate
Lobby

Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1,000 reviews)
"Nice hotel in downtown Annapolis walking distance to everything"
United States
Victoria
The price is ₩190,541
₩217,218 total
includes taxes & fees
Jun 14 - Jun 15
Hilton Garden Inn Annapolis Downtown
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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Stay near popular Shady Side attractions

Shadyside Park

Explore the great outdoors at Shadyside Park, a lovely green space in Shady Side. Stroll along the area's waterfront, or simply savor its top-notch restaurants.
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Learn more about Shady Side

Love dining out, parks, and museums? Get away to Shady Side!

See all hotels in Shady Side
Aerial view of Annapolis capital city of Maryland state with expensive waterside properties along the Chesapeake Bay, state capital building and naval academy, dreamy blue sky

Top Shady Side Hotel Reviews

La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway

La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway

10/10 Excellent
"very comfortable"
OREN 1-night trip
Posted 2 hours ago
La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway

More cheap stays in Shady Side

WoodSpring Suites Washington DC East Arena Drive

WoodSpring Suites Washington DC East Arena Drive

1603 Brightseat Rd. Hyattsville MD
The price is ₩109,173 per night from Jun 21 to Jun 22
₩109,173
₩123,366 total
Jun 21 - Jun 22
includes taxes & fees
6/10 (1,002 reviews)

Frequently asked questions

Where is the best place for a stay in Shady Side?
Comfort Inn Largo-Washington DC East, located 18.1 mi (29.2 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 DoubleTree by Hilton Hotel Annapolis. See all available top hotels, or 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?
Comfort Inn Largo-Washington DC East: Hotel located near Northwest Stadium. Offers buffet, an indoor pool, and free self parking. La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway and DoubleTree by Hilton Hotel Largo/Washington DC 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 15 hotels and other accommodations to choose from. Find out more about Shady Side.
What should I see while I'm in Shady Side?
Natural beauty is on display at Northern Chesapeake Bay, Chesapeake Bay, and Shadyside Park. A couple of additional sights to add to your agenda are Captain Avery Museum and Franklin Point State Park. 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.