Find hotels in Shady Side, MD from ฿2,509

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Top 10 Shady Side hotels and places to stay

Our top choices for Shady Side hotels

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 ฿4,233
฿4,698 total
includes taxes & fees
14 Sept - 15 Sept
Holiday Inn Express Annapolis East-Kent Island by IHG
Hyatt Place Kent Narrows & Marina
Terrace/patio

Hyatt Place Kent Narrows & Marina

3.0 star property
9.4 out of 10, Exceptional, (620)
"Great location"
The price is ฿5,137
฿5,703 total
includes taxes & fees
9 Sept - 10 Sept
Hyatt Place Kent Narrows & Marina
Hilton Garden Inn Kent Island Marina
Terrace/patio

Hilton Garden Inn Kent Island Marina

3.0 star property
9.0 out of 10, Wonderful, (993)
"Hotel was great, beautiful location near the water"
The price is ฿4,809
฿5,338 total
includes taxes & fees
8 Sept - 9 Sept
Hilton Garden Inn Kent Island Marina
The Westin Annapolis
View from property

The Westin Annapolis

4.0 star property
8.6 out of 10, Excellent, (1000)
"Would stay there again very soon "
The price is ฿6,430
฿7,330 total
includes taxes & fees
4 Sept - 5 Sept
The Westin Annapolis
Kent Island Resort
Aerial view

Kent Island Resort

3.5 star property
9.2 out of 10, Wonderful, (111)
"Hotel was great and peaceful. This hotel was water front. Nice surroundings!! I enjoyed to stay here."
The price is ฿6,372
฿8,298 total
includes taxes & fees
21 Sept - 22 Sept
Kent Island Resort
Hilton Garden Inn Annapolis
Hypo-allergenic bedding, in-room safe, desk, iron/ironing board

Hilton Garden Inn Annapolis

3.0 star property
8.2 out of 10, Very good, (1001)
"Property is in a nice location, staff were courteous and nice."
The price is ฿3,526
฿4,019 total
includes taxes & fees
7 Sept - 8 Sept
Hilton Garden Inn Annapolis
Courtyard by Marriott Annapolis
Exterior

Courtyard by Marriott Annapolis

3.0 star property
8.6 out of 10, Excellent, (1001)
"Friendly staff and clean room "
The price is ฿3,686
฿4,201 total
includes taxes & fees
22 Sept - 23 Sept
Courtyard by Marriott Annapolis
The Inn at Chesapeake Bay Beach Club
Front of property – evening/night

The Inn at Chesapeake Bay Beach Club

4.0 star property
9.4 out of 10, Exceptional, (417)
"Beautiful hotel with friendly staff and great food! Comfortable bed, stayed at the Barn. "
The price is ฿7,274
฿8,897 total
includes taxes & fees
1 Oct - 2 Oct
The Inn at Chesapeake Bay Beach Club
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, (1001)
"Nice location. "
The price is ฿3,268
฿3,726 total
includes taxes & fees
9 Sept - 10 Sept
Country Inn & Suites by Radisson, Annapolis, MD
Historic Inns of Annapolis
Terrace/patio

Historic Inns of Annapolis

3.5 star property
9.0 out of 10, Wonderful, (1851)
"Excellent location, clean, friendly staff"
Historic Inns of Annapolis
Annapolis Waterfront Hotel, Autograph Collection
Room, 2 Queen Beds, Non Smoking, Balcony | Premium bedding, down duvets, pillow-top beds, in-room safe

Annapolis Waterfront Hotel, Autograph Collection

4.0 star property
8.8 out of 10, Excellent, (860)
"Easy check in, clean and close to everything "
The price is ฿7,667
฿8,740 total
includes taxes & fees
28 Sept - 29 Sept
Annapolis Waterfront Hotel, Autograph Collection
Sonesta ES Suites Annapolis
Egyptian cotton sheets, premium bedding, pillow-top beds, desk

Sonesta ES Suites Annapolis

3.0 star property
8.8 out of 10, Excellent, (873)
"The breakfast buffet was awesome. "
The price is ฿3,453
฿3,937 total
includes taxes & fees
15 Sept - 16 Sept
Sonesta ES Suites Annapolis
Hampton Inn & Suites Annapolis
Premium bedding, pillow-top beds, in-room safe, individually furnished

Hampton Inn & Suites Annapolis

2.5 star property
8.2 out of 10, Very good, (1016)
"Very nice hotel and exactly what I needed for the night. "
The price is ฿3,583
฿4,085 total
includes taxes & fees
11 Sept - 12 Sept
Hampton Inn & Suites Annapolis
Crowne Plaza Annapolis by IHG
Indoor pool

Crowne Plaza Annapolis by IHG

3.5 star property
8.8 out of 10, Excellent, (1007)
"Good location"
The price is ฿3,619
฿4,125 total
includes taxes & fees
16 Sept - 17 Sept
Crowne Plaza Annapolis by IHG
Best Western Kent Narrows Inn
In-room safe, individually decorated, individually furnished, desk

Best Western Kent Narrows Inn

2.5 star property
8.0 out of 10, Very good, (1000)
"Excellent location"
The price is ฿3,515
฿3,901 total
includes taxes & fees
9 Sept - 10 Sept
Best Western Kent Narrows Inn
DoubleTree by Hilton Hotel Annapolis
Garden

DoubleTree by Hilton Hotel Annapolis

4.0 star property
8.6 out of 10, Excellent, (1001)
"Nice hotel, convenient location with easy parking. "
The price is ฿3,683
฿4,198 total
includes taxes & fees
7 Sept - 8 Sept
DoubleTree by Hilton Hotel Annapolis
Rod 'N' Reel Resort
Superior Studio Suite | Balcony

Rod 'N' Reel Resort

4.0 star property
8.4 out of 10, Very good, (1001)
"Great place to stay."
The price is ฿4,333
฿5,456 total
includes taxes & fees
14 Sept - 15 Sept
Rod 'N' Reel Resort
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, (1001)
"Clean room, Good breakfast and friendly staff."
The price is ฿3,680
฿4,195 total
includes taxes & fees
15 Sept - 16 Sept
SpringHill Suites by Marriott Annapolis
Wylder Tilghman Island
Seasonal outdoor pool

Wylder Tilghman Island

2.0 star property
8.6 out of 10, Excellent, (68)
"Good service and good options to enjoy the stays. "
The price is ฿5,476
฿7,446 total
includes taxes & fees
18 Sept - 19 Sept
Wylder Tilghman Island
Fairfield Inn & Suites By Marriott Annapolis
Property amenity

Fairfield Inn & Suites By Marriott Annapolis

3.0 star property
9.0 out of 10, Wonderful, (139)
"Liked everything my stay was wonderful will be back "
The price is ฿4,911
฿5,599 total
includes taxes & fees
7 Sept - 8 Sept
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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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 ฿2,509 per night from 22 Sept to 23 Sept
฿2,509
฿2,860 total
22 Sept - 23 Sept
includes taxes & fees

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.

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.