Shady Side Hotels

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Check prices for these dates

Tonight
28 Aug - 29 Aug
Tomorrow
29 Aug - 30 Aug
This weekend
29 Aug - 31 Aug
Next weekend
5 Sept - 7 Sept

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Top 10 trending Shady Side hotels

Our top choices for Shady Side hotels

Comfort Inn Conference Center
American cuisine

Comfort Inn Conference Center

2.5 star property
9.0 out of 10, Wonderful, (1019)
"Staff was nice and property was clean"
The price is €96
includes taxes & fees
1 Sept - 2 Sept
Comfort Inn Conference Center
Holiday Inn Express Annapolis East-Kent Island by IHG
Exterior

Holiday Inn Express Annapolis East-Kent Island by IHG

2.5 star property
9.2 out of 10, Wonderful, (894)
"Wonderful breakfast and lovely outdoor seating next to the water! My favorite place to stay when I visit!!!"
The price is €121
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn Express Annapolis East-Kent Island by IHG
Best Western Kent Narrows Inn
In-room safe, individually decorated, individually furnished, desk

Best Western Kent Narrows Inn

2.5 star property
8.2 out of 10, Very good, (1001)
"Excellent location"
The price is €103
includes taxes & fees
8 Sept - 9 Sept
Best Western Kent Narrows Inn
St Michaels Inn
Front of property

St Michaels Inn

2.5 star property
8.2 out of 10, Very good, (1000)
"Great place to stay"
The price is €95
includes taxes & fees
28 Sept - 29 Sept
St Michaels Inn
Microtel Inn & Suites by Wyndham Gambrills
Exterior

Microtel Inn & Suites by Wyndham Gambrills

2.0 star property
9.0 out of 10, Wonderful, (1012)
"Great place to stay "
The price is €75
includes taxes & fees
14 Sept - 15 Sept
Microtel Inn & Suites by Wyndham Gambrills
SpringHill Suites by Marriott Annapolis
Free daily self-service breakfast

SpringHill Suites by Marriott Annapolis

3.0 star property
9.0 out of 10, Wonderful, (1006)
"Great place"
The price is €103
includes taxes & fees
3 Sept - 4 Sept
SpringHill Suites by Marriott Annapolis
Quality Inn
Suite, 1 Queen Bed, Non Smoking

Quality Inn

2.5 star property
7.8 out of 10, Good, (817)
"Conveniently located with overall great value."
The price is €93
includes taxes & fees
8 Sept - 9 Sept
Quality Inn
Country Inn & Suites by Radisson, Annapolis, MD
1 bedroom, hypo-allergenic bedding, desk, blackout curtains

Country Inn & Suites by Radisson, Annapolis, MD

3.0 star property
9.0 out of 10, Wonderful, (1016)
"Clean nice and breakfast was included which was a plus. Staff was very nice. "
The price is €99
includes taxes & fees
29 Sept - 30 Sept
Country Inn & Suites by Radisson, Annapolis, MD
Sonesta ES Suites Annapolis
1 bedroom, Egyptian cotton sheets, premium bedding, pillow-top beds

Sonesta ES Suites Annapolis

3.0 star property
8.8 out of 10, Excellent, (870)
"Great room for a great price... Very friendly staff, too."
The price is €103
includes taxes & fees
31 Aug - 1 Sept
Sonesta ES Suites Annapolis
Holiday Inn Express & Suites Annapolis by IHG
Free daily buffet breakfast

Holiday Inn Express & Suites Annapolis by IHG

2.5 star property
8.2 out of 10, Very good, (1003)
"Great staff….property a bit “tired” but a very friendly staff working hard to make it comfortable. A decent value for location and price!"
The price is €108
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn Express & Suites Annapolis by IHG
Holiday Inn Express I-95 Capitol Beltway-Largo by IHG
Exterior

Holiday Inn Express I-95 Capitol Beltway-Largo by IHG

2.5 star property
8.2 out of 10, Very good, (1014)
"I enjoyed the location of the hotel. "
The price is €94
includes taxes & fees
13 Sept - 14 Sept
Holiday Inn Express I-95 Capitol Beltway-Largo by IHG
Hampton Inn & Suites Glenarden/Washington DC
Lobby

Hampton Inn & Suites Glenarden/Washington DC

2.5 star property
9.2 out of 10, Wonderful, (1002)
"Nice new hotel in great area "
The price is €106
includes taxes & fees
4 Sept - 5 Sept
Hampton Inn & Suites Glenarden/Washington DC
Courtyard Largo Medical Center Drive
Terrace/patio

Courtyard Largo Medical Center Drive

3.0 star property
8.8 out of 10, Excellent, (977)
"The location is great"
The price is €102
includes taxes & fees
1 Sept - 2 Sept
Courtyard Largo Medical Center Drive
Wylder Tilghman Island
Seasonal outdoor pool

Wylder Tilghman Island

2.0 star property
8.6 out of 10, Excellent, (65)
"Good service and good options to enjoy the stays. "
The price is €198
includes taxes & fees
18 Sept - 19 Sept
Wylder Tilghman Island
Residence Inn Largo Medical Center Drive
Reception

Residence Inn Largo Medical Center Drive

3.0 star property
9.0 out of 10, Wonderful, (552)
"Clean facilty, up to date rooms, and an great breakfast "
The price is €115
includes taxes & fees
1 Sept - 2 Sept
Residence Inn Largo Medical Center Drive
Residence Inn by Marriott Upper Marlboro Joint Base Andrews
Property amenity

Residence Inn by Marriott Upper Marlboro Joint Base Andrews

3.0 star property
8.8 out of 10, Excellent, (321)
"I enjoyed my stay. Everything was convenient. "
The price is €119
includes taxes & fees
2 Sept - 3 Sept
Residence Inn by Marriott Upper Marlboro Joint Base Andrews
DoubleTree by Hilton Hotel Annapolis
Garden

DoubleTree by Hilton Hotel Annapolis

4.0 star property
8.6 out of 10, Excellent, (1006)
"Nice hotel, convenient location with easy parking. "
The price is €107
includes taxes & fees
31 Aug - 1 Sept
DoubleTree by Hilton Hotel Annapolis
Crowne Plaza Annapolis by IHG
Indoor pool

Crowne Plaza Annapolis by IHG

3.5 star property
8.8 out of 10, Excellent, (1002)
"Good location"
The price is €106
includes taxes & fees
31 Aug - 1 Sept
Crowne Plaza Annapolis by IHG
Best Western Annapolis
Exterior

Best Western Annapolis

2.5 star property
7.8 out of 10, Good, (1010)
"Very nice property new rooms "
The price is €81
includes taxes & fees
1 Sept - 2 Sept
Best Western Annapolis
Rod 'N' Reel Resort
Superior Studio Suite | Balcony

Rod 'N' Reel Resort

4.0 star property
8.4 out of 10, Very good, (1004)
"Great place to stay."
The price is €145
includes taxes & fees
10 Sept - 11 Sept
Rod 'N' Reel Resort
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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Top Shady Side Hotel Reviews

More cheap stays in Shady Side

More cheap stays in Shady Side

Microtel Inn & Suites by Wyndham Gambrills

Microtel Inn & Suites by Wyndham Gambrills

2525 Evergreen Rd., Gambrills, MD
The price is €75 per night from 14 Sept to 15 Sept
€75
14 Sept - 15 Sept
includes taxes & fees
8.8/10 Excellent! (1,005 reviews)

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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 Graduate by Hilton Annapolis and Country Inn & Suites by Radisson, Annapolis, MD. 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?

Calloway Drive Retreat | House in Shady Side: This highly rated holiday home rental in Shady Side is located near the beach, and has a patio, a selection of books and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. 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?

Country Inn & Suites by Radisson, Annapolis, MD: Provides 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 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 13 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 Smithsonian Environmental Research Center and London Town 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.