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Top hotels and accommodation in Shady Side

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, (903)
"The BEAUTIFUL backyard on the water, the walking trail, and the walkability to several restaurants were so nice!"
The price is AU$213
includes taxes & fees
19 Oct - 20 Oct
Holiday Inn Express Annapolis East-Kent Island by IHG
Hilton Garden Inn Kent Island Marina
Terrace/patio

Hilton Garden Inn Kent Island Marina

3.0 star property
9.0 out of 10, Wonderful, (1002)
"Hotel was great, beautiful location near the water"
The price is AU$247
includes taxes & fees
16 Oct - 17 Oct
Hilton Garden Inn Kent Island Marina
Hyatt Place Kent Narrows & Marina
Terrace/patio

Hyatt Place Kent Narrows & Marina

3.0 star property
9.4 out of 10, Exceptional, (634)
"Great location and rooms. Great place!"
The price is AU$250
includes taxes & fees
26 Oct - 27 Oct
Hyatt Place Kent Narrows & Marina
The Westin Annapolis
View from property

The Westin Annapolis

4.0 star property
8.6 out of 10, Excellent, (1002)
"Would stay there again very soon "
The price is AU$352
includes taxes & fees
2 Nov - 3 Nov
The Westin Annapolis
Courtyard by Marriott Annapolis
Exterior

Courtyard by Marriott Annapolis

3.0 star property
8.6 out of 10, Excellent, (1001)
"The room was great, and the staff was great. "
The price is AU$181
includes taxes & fees
2 Nov - 3 Nov
Courtyard by Marriott 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, (1003)
"Nice location and staff was friendly and helpful."
The price is AU$171
includes taxes & fees
3 Nov - 4 Nov
Hampton Inn & Suites Annapolis
Kent Island Resort
Aerial view

Kent Island Resort

3.5 star property
9.2 out of 10, Wonderful, (114)
"Great INN super nice staff"
The price is AU$375
includes taxes & fees
21 Oct - 22 Oct
Kent Island Resort
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, (1006)
"Great place to stay Friendly staff secure rooms Thank you "
The price is AU$167
includes taxes & fees
2 Nov - 3 Nov
Country Inn & Suites by Radisson, Annapolis, MD
Village Inn Annapolis MD
Reception

Village Inn Annapolis MD

2.0 star property
6.2 out of 10, (502)
"The room was very nice, clean and quiet. Great location"
The price is AU$143
includes taxes & fees
2 Nov - 3 Nov
Village Inn Annapolis MD
Historic Inns of Annapolis
Terrace/patio

Historic Inns of Annapolis

3.5 star property
9.0 out of 10, Wonderful, (1837)
"Perfect location…terrific staff…spacious room with a king sized bed! "
Historic Inns of Annapolis
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, (907)
"Had a great stay."
The price is AU$184
includes taxes & fees
26 Oct - 27 Oct
Sonesta ES Suites Annapolis
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, (1003)
"Our stay at the hotel was easy check in and check out. Quiet and great location for our stay."
The price is AU$195
includes taxes & fees
19 Oct - 20 Oct
Hilton Garden Inn Annapolis
Crowne Plaza Annapolis by IHG
Indoor pool

Crowne Plaza Annapolis by IHG

3.5 star property
8.8 out of 10, Excellent, (1001)
"Good location"
The price is AU$185
includes taxes & fees
3 Nov - 4 Nov
Crowne Plaza Annapolis by IHG
DoubleTree by Hilton Hotel Annapolis
Garden

DoubleTree by Hilton Hotel Annapolis

4.0 star property
8.6 out of 10, Excellent, (1006)
"Comfortable place to stay, nice shopping area close by. "
The price is AU$184
includes taxes & fees
3 Nov - 4 Nov
DoubleTree by Hilton Hotel Annapolis
Best Western Annapolis
Exterior

Best Western Annapolis

2.5 star property
7.8 out of 10, Good, (1004)
"Great place."
The price is AU$138
includes taxes & fees
30 Oct - 31 Oct
Best Western Annapolis
Annapolis Waterfront Hotel, Autograph Collection
Room, 2 Queen Beds, Non Smoking, Balcony

Annapolis Waterfront Hotel, Autograph Collection

4.0 star property
8.8 out of 10, Excellent, (870)
"Beautiful location, big rooms "
The price is AU$365
includes taxes & fees
2 Nov - 3 Nov
Annapolis Waterfront Hotel, Autograph Collection
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 AU$182
includes taxes & fees
2 Nov - 3 Nov
SpringHill Suites by Marriott Annapolis
The Tilghman Island Inn
Outdoor banquet area

The Tilghman Island Inn

3.5 star property
9.6 out of 10, Exceptional, (111)
"Great staff and food!"
The price is AU$333
includes taxes & fees
2 Nov - 3 Nov
The Tilghman Island Inn
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, (1000)
"Great location. "
The price is AU$197
includes taxes & fees
29 Oct - 30 Oct
Holiday Inn Express & Suites Annapolis by IHG
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, (421)
"Beautiful hotel with friendly staff and great food! Comfortable bed, stayed at the Barn. "
The price is AU$366
includes taxes & fees
2 Nov - 3 Nov
The Inn at Chesapeake Bay Beach Club
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

Microtel Inn & Suites by Wyndham Gambrills

Microtel Inn & Suites by Wyndham Gambrills

10/10 Excellent
"The location provided many dining and shopping options within a short walk. Staff was attentive and friendly. Great stay!"
Jeffrey 2-night trip
Posted 2 days ago
Microtel Inn & Suites by Wyndham Gambrills

More cheap accommodation in Shady Side

More cheap accommodation in Shady Side

Comfort Inn Conference Center

Comfort Inn Conference Center

4500 Crain Hwy, Bowie, MD
The price is AU$169 per night from 20 Oct to 21 Oct
AU$169
20 Oct - 21 Oct
includes taxes & fees
9/10 Wonderful! (1,000 reviews)

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 DoubleTree by Hilton Hotel Largo/Washington DC 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. Offers free self parking, an indoor pool and a 24-hour fitness centre. La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway and Comfort Inn Largo-Washington DC East 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?

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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia