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24 Oct - 25 Oct
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25 Oct - 26 Oct
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24 Oct - 26 Oct
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Top hotels and accommodation in Shady Side

Exterior
Holiday Inn Express Annapolis East-Kent Island by IHG
Holiday Inn Express Annapolis East-Kent Island by IHG
2.5 star property
9.2 out of 10, Wonderful, (907)
"Nice Holiday Inn Express with great water views."
United States
Michael
The price is AU$189
includes taxes & fees
16 Nov - 17 Nov
Holiday Inn Express Annapolis East-Kent Island by IHG
Terrace/patio
Hyatt Place Kent Narrows & Marina
Hyatt Place Kent Narrows & Marina
3.0 star property
9.4 out of 10, Exceptional, (642)
"Nice location and restaurants galore in area. "
United States
David
The price is AU$254
includes taxes & fees
30 Oct - 31 Oct
Hyatt Place Kent Narrows & Marina
Terrace/patio
Hilton Garden Inn Kent Island Marina
Hilton Garden Inn Kent Island Marina
3.0 star property
9.0 out of 10, Wonderful, (1002)
"Easy parking and check in. Conveniently located within walking distance of some great seafood restaurants. Always an enjoyable stay"
United States
Roberta
The price is AU$231
includes taxes & fees
28 Oct - 29 Oct
Hilton Garden Inn Kent Island Marina
View from property
The Westin Annapolis
The Westin Annapolis
4.0 star property
8.6 out of 10, Excellent, (1002)
"The friendly and helpful staff made our stay enjoyable. We were out with friends most of the time, so mainly appreciated having a comfortable place to spend nights."
United States
Barbara
The price is AU$278
includes taxes & fees
24 Nov - 25 Nov
The Westin Annapolis
Exterior
Courtyard by Marriott Annapolis
Courtyard by Marriott Annapolis
3.0 star property
8.6 out of 10, Excellent, (1000)
"The room was great, and the staff was great. "
United States
Mario
The price is AU$175
includes taxes & fees
24 Nov - 25 Nov
Courtyard by Marriott Annapolis
Indoor pool
Crowne Plaza Annapolis by IHG
Crowne Plaza Annapolis by IHG
3.5 star property
8.8 out of 10, Excellent, (1009)
"Good location"
United States
William Charles Reinhart
The price is AU$170
includes taxes & fees
24 Nov - 25 Nov
Crowne Plaza Annapolis by IHG
Premium bedding, pillow-top beds, in-room safe, individually furnished
Hampton Inn & Suites Annapolis
Hampton Inn & Suites Annapolis
2.5 star property
8.2 out of 10, Very good, (1017)
"Very good location. "
United States
Chong
The price is AU$161
includes taxes & fees
23 Nov - 24 Nov
Hampton Inn & Suites Annapolis
Aerial view
Kent Island Resort
Kent Island Resort
3.5 star property
9.2 out of 10, Wonderful, (116)
"Great INN super nice staff"
United States
Eric
The price is AU$380
includes taxes & fees
28 Oct - 29 Oct
Kent Island Resort
1 bedroom, hypo-allergenic bedding, desk, blackout curtains
Country Inn & Suites by Radisson, Annapolis, MD
Country Inn & Suites by Radisson, Annapolis, MD
3.0 star property
9.0 out of 10, Wonderful, (1003)
"Had a wonderful stay"
United States
John
The price is AU$170
includes taxes & fees
9 Nov - 10 Nov
Country Inn & Suites by Radisson, Annapolis, MD
Terrace/patio
Historic Inns of Annapolis
Historic Inns of Annapolis
3.5 star property
9.0 out of 10, Wonderful, (1853)
"The hotel was absolutely clean and close to the shops and restaurants. "
United States
Trudy
Historic Inns of Annapolis
Egyptian cotton sheets, premium bedding, pillow-top beds, desk
Sonesta ES Suites Annapolis
Sonesta ES Suites Annapolis
3.0 star property
8.8 out of 10, Excellent, (928)
"Had a great stay."
United States
Melvin
The price is AU$150
includes taxes & fees
23 Nov - 24 Nov
Sonesta ES Suites Annapolis
Garden
DoubleTree by Hilton Hotel Annapolis
DoubleTree by Hilton Hotel Annapolis
4.0 star property
8.6 out of 10, Excellent, (1005)
"Comfortable place to stay, nice shopping area close by. "
United States
Roya
The price is AU$169
includes taxes & fees
18 Nov - 19 Nov
DoubleTree by Hilton Hotel Annapolis
Reception
Village Inn Annapolis MD
Village Inn Annapolis MD
2.0 star property
6.2 out of 10, (504)
"The room was very nice, clean and quiet. Great location"
United States
William
The price is AU$145
includes taxes & fees
2 Nov - 3 Nov
Village Inn Annapolis MD
Hypo-allergenic bedding, in-room safe, desk, iron/ironing board
Hilton Garden Inn Annapolis
Hilton Garden Inn Annapolis
3.0 star property
8.2 out of 10, Very good, (1001)
"I had a lovely stay."
United States
Kalynn
The price is AU$128
includes taxes & fees
16 Nov - 17 Nov
Hilton Garden Inn Annapolis
Room, 2 Queen Beds, Non Smoking, Balcony
Annapolis Waterfront Hotel, Autograph Collection
Annapolis Waterfront Hotel, Autograph Collection
4.0 star property
8.8 out of 10, Excellent, (872)
"Clean room. Friendly staff awesome location. "
United States
Brent
The price is AU$355
includes taxes & fees
9 Nov - 10 Nov
Annapolis Waterfront Hotel, Autograph Collection
Free daily self-service breakfast
SpringHill Suites by Marriott Annapolis
SpringHill Suites by Marriott Annapolis
3.0 star property
9.0 out of 10, Wonderful, (1002)
"Friendly staff and comfortable rooms. We love staying here when we visit the area as a family."
United States
Jennifer
The price is AU$177
includes taxes & fees
16 Nov - 17 Nov
SpringHill Suites by Marriott Annapolis
Free daily buffet breakfast
Holiday Inn Express & Suites Annapolis by IHG
Holiday Inn Express & Suites Annapolis by IHG
2.5 star property
8.2 out of 10, Very good, (1001)
"Staff at front desk were incredibly friendly and helpful!"
United States
Nina
The price is AU$184
includes taxes & fees
16 Nov - 17 Nov
Holiday Inn Express & Suites Annapolis by IHG
Exterior
Best Western Annapolis
Best Western Annapolis
2.5 star property
7.8 out of 10, Good, (1004)
"Clean room, nice staff and plenty of parking "
United States
Chauntese
The price is AU$151
includes taxes & fees
24 Nov - 25 Nov
Best Western Annapolis
Front of property – evening/night
The Inn at Chesapeake Bay Beach Club
The Inn at Chesapeake Bay Beach Club
4.0 star property
9.4 out of 10, Exceptional, (423)
"Beautiful hotel with friendly staff and great food! Comfortable bed, stayed at the Barn. "
United States
Rery
The price is AU$369
includes taxes & fees
2 Nov - 3 Nov
The Inn at Chesapeake Bay Beach Club
Property amenity
Fairfield Inn & Suites By Marriott Annapolis
Fairfield Inn & Suites By Marriott Annapolis
3.0 star property
9.0 out of 10, Wonderful, (156)
"Beautiful and very modern, breakfast was great"
United States
Dominic
The price is AU$236
includes taxes & fees
13 Nov - 14 Nov
Fairfield Inn & Suites By Marriott Annapolis
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 savour its top-notch restaurants.
See properties

Captain Avery Museum

You can spend time exploring the galleries in Captain Avery Museum during your trip to Shady Side. Stroll along the area's waterfront or simply savour its top-notch restaurants.
See properties

Top Shady Side Hotel Reviews

Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

10/10 Excellent
"Room was very clean and comfortable. "
Maureen 2-night trip
Posted 5 days ago
Sonesta ES Suites Annapolis

More cheap accommodation in Shady Side

Comfort Inn Conference Center

Comfort Inn Conference Center

4500 Crain Hwy, Bowie, MD
The price is AU$172 per night from 27 Oct to 28 Oct
AU$172
27 Oct - 28 Oct
includes taxes & fees
9/10 Wonderful! (1,017 reviews)

Frequently asked questions

What's the best place to stay in Shady Side?
DoubleTree by Hilton Hotel Largo/Washington DC, located 18.8 mi (30.3 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 Historic Inns of Annapolis and La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway. 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?
Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side: This highly rated holiday home rental in Shady Side has air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities such as a stovetop and a microwave can make your holiday run smoothly. 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?
DoubleTree by Hilton Hotel Largo/Washington DC: Hotel located near Northwest Stadium. Features free self parking, an indoor pool and a 24-hour fitness centre. La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway and Crowne Plaza Annapolis by IHG 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 12 hotels and other accommodation options to choose from. Find out more about Shady Side.
What should I see while I'm in Shady Side?
The picturesque setting of Shadyside Park and Chesapeake Bay exemplify the area's natural beauty. A couple of additional sights to add to your itinerary are Captain Avery Museum and Franklin Point State Park. 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.

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