Shady Side Hotels from S$110

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Top 10 trending 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, (890)
"Wonderful breakfast and lovely outdoor seating next to the water! My favorite place to stay when I visit!!!"
The price is S$187
includes taxes & fees
7 Sept - 8 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, (612)
"Great place to stay. "
The price is S$237
includes taxes & fees
16 Sept - 17 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, (986)
"How clean and polite the staff was "
The price is S$219
includes taxes & fees
25 Aug - 26 Aug
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)
"Great place! "
The price is S$277
includes taxes & fees
22 Aug - 23 Aug
The Westin 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, (411)
"Great location and amenities"
The price is S$354
includes taxes & fees
1 Sept - 2 Sept
The Inn at Chesapeake Bay Beach Club
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, (1002)
"Property is in a nice location, staff were courteous and nice."
The price is S$153
includes taxes & fees
25 Aug - 26 Aug
Hilton Garden Inn Annapolis
Kent Island Resort
Aerial view

Kent Island Resort

3.5 star property
9.2 out of 10, Wonderful, (110)
"Hotel was great and peaceful. This hotel was water front. Nice surroundings!! I enjoyed to stay here."
The price is S$282
includes taxes & fees
1 Sept - 2 Sept
Kent Island Resort
Courtyard by Marriott Annapolis
Exterior

Courtyard by Marriott Annapolis

3.0 star property
8.6 out of 10, Excellent, (1000)
"Great place and great staff "
The price is S$154
includes taxes & fees
28 Aug - 29 Aug
Courtyard by Marriott Annapolis
Annapolis Waterfront Hotel, Autograph Collection
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, (856)
"Great location and staff! The hotel is nice - wish that they had a bar and restaurant on site but plenty of options within walking distance though. Nice view of the water and updated rooms."
The price is S$348
includes taxes & fees
1 Sept - 2 Sept
Annapolis Waterfront Hotel, Autograph Collection
Rod 'N' Reel Resort
Balcony

Rod 'N' Reel Resort

4.0 star property
8.4 out of 10, Very good, (1006)
"Great place to stay."
The price is S$217
includes taxes & fees
25 Aug - 26 Aug
Rod 'N' Reel 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, (1004)
"Great visit "
The price is S$142
includes taxes & fees
27 Aug - 28 Aug
Country Inn & Suites by Radisson, Annapolis, MD
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 S$155
includes taxes & fees
27 Aug - 28 Aug
Best Western Kent Narrows Inn
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, (863)
"Great room for a great price... Very friendly staff, too."
The price is S$139
includes taxes & fees
10 Sept - 11 Sept
Sonesta ES Suites Annapolis
Historic Inns of Annapolis
Terrace/patio

Historic Inns of Annapolis

3.5 star property
9.0 out of 10, Wonderful, (1815)
"Great stay"
Historic Inns of Annapolis
Wylder Tilghman Island
Seasonal outdoor pool

Wylder Tilghman Island

2.0 star property
8.6 out of 10, Excellent, (61)
"Good service and good options to enjoy the stays. "
The price is S$296
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, (135)
"complimentry breakfast is good ,friendly staff,clean and quite "
The price is S$186
includes taxes & fees
25 Aug - 26 Aug
Fairfield Inn & Suites 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, (1001)
"Very nice stay. Front desk staff was friendly and the pool is a great bonus."
The price is S$145
includes taxes & fees
27 Aug - 28 Aug
Hampton Inn & Suites Annapolis
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 S$143
includes taxes & fees
31 Aug - 1 Sept
DoubleTree by Hilton Hotel 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, (1000)
"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 S$142
includes taxes & fees
24 Aug - 25 Aug
Holiday Inn Express & Suites Annapolis by IHG
Crowne Plaza Annapolis by IHG
Indoor pool

Crowne Plaza Annapolis by IHG

3.5 star property
8.8 out of 10, Excellent, (1004)
"Good location"
The price is S$152
includes taxes & fees
28 Aug - 29 Aug
Crowne Plaza Annapolis by IHG
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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Learn more about Shady Side

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

See all hotels in Shady Side

Top Shady Side Hotel Reviews

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

10/10 Excellent
"Cool place, cool vibe! Loved all the pictures and the strong decor. Front desk check in and out was quick & efficient. The parking valets were quick and very friendly. Walking distance to shopping, restaurants and bars! The bed was super comfy! We would definitely stay here again!"
Hollie 1-night trip
Posted 1 day ago
Graduate by Hilton Annapolis

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 La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway. 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?

La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway: Hotel located near Northwest Stadium. Offers a snack bar/deli, a seasonal outdoor pool and buffet. Country Inn & Suites by Radisson, Annapolis, MD 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 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.