Shady Side Hotels from S$107

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Check prices for these dates

Tonight
17 Feb - 18 Feb
Tomorrow
18 Feb - 19 Feb
This weekend
21 Feb - 23 Feb
Next weekend
28 Feb - 2 Mar

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Top 10 trending Shady Side hotels

The Oaks Waterfront
Front of property

The Oaks Waterfront

4.0 star property
10.0 out of 10, Exceptional, (57)
"delightful and charming! great views and peaceful! We really enjoyed our stay!"
The price is S$569
includes taxes & fees
3 Mar - 4 Mar
The Oaks Waterfront
St Michaels Inn
Front of property

St Michaels Inn

2.5 star property
8.2 out of 10, Very good, (1005)
"Enjoyed the stay. It was close to town and a lot of great attractions "
The price is S$111
includes taxes & fees
9 Mar - 10 Mar
St Michaels Inn
The Wildset
Frette Italian sheets, premium bedding, iron/ironing board, free WiFi

The Wildset

2.5 star property
9.8 out of 10, Exceptional, (297)
"Beautifully appointed with fireplace, big tub, deck & firepit. Would definitely come back!"
The price is S$323
includes taxes & fees
18 Feb - 19 Feb
The Wildset
Inn at Perry Cabin
Breakfast, lunch, dinner served; sea views

Inn at Perry Cabin

5.0 star property
9.6 out of 10, Exceptional, (331)
"The property is beautiful and, the atmosphere is relaxing. I loved the fresh floral Christmas decorations."
The price is S$540
includes taxes & fees
19 Feb - 20 Feb
Inn at Perry Cabin
Parsonage Inn
Porch

Parsonage Inn

3.5 star property
9.2 out of 10, Wonderful, (125)
"Great stay. We will be returning"
The price is S$258
includes taxes & fees
18 Feb - 19 Feb
Parsonage Inn
George Brooks House B&B
Exterior

George Brooks House B&B

3.0 star property
8.6 out of 10, Excellent, (57)
"Very nice property, cozy and clean rooms, excellent service."
The price is S$236
includes taxes & fees
18 Feb - 19 Feb
George Brooks House B&B
Quality Inn
In-room safe, iron/ironing board, rollaway beds, free WiFi

Quality Inn

2.5 star property
7.8 out of 10, Good, (732)
"Easy access from highway, friendly and efficient check-in, quiet setting, room was clean. Peter O. "
The price is S$125
includes taxes & fees
18 Feb - 19 Feb
Quality Inn
Hilton Garden Inn Kent Island Marina
Terrace/patio

Hilton Garden Inn Kent Island Marina

3.0 star property
9.0 out of 10, Wonderful, (876)
"Love it great room settings."
The price is S$163
includes taxes & fees
23 Feb - 24 Feb
Hilton Garden Inn Kent Island Marina
Holiday Inn Express Annapolis - Kent Island by IHG
Exterior

Holiday Inn Express Annapolis - Kent Island by IHG

2.5 star property
9.2 out of 10, Wonderful, (809)
"Great stay"
The price is S$123
includes taxes & fees
19 Feb - 20 Feb
Holiday Inn Express Annapolis - 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, (1002)
"Easy check in, clean room "
The price is S$134
includes taxes & fees
24 Feb - 25 Feb
Best Western Kent Narrows Inn
Hyatt Place Kent Narrows & Marina
Terrace/patio

Hyatt Place Kent Narrows & Marina

3.0 star property
9.4 out of 10, Exceptional, (486)
"Even thought staff were Eagle’s fans, visit was very enjoyable!"
The price is S$189
includes taxes & fees
23 Feb - 24 Feb
Hyatt Place Kent Narrows & Marina
Knapps Narrows Marina & Inn
Exterior

Knapps Narrows Marina & Inn

3.0 star property
9.4 out of 10, Exceptional, (322)
"Hidden Jem!!! Absolutely loved our stay . Such a laid back warm island vibe. Will be back soon! "
The price is S$133
includes taxes & fees
25 Feb - 26 Feb
Knapps Narrows Marina & Inn
Wylder Tilghman Island
Living area

Wylder Tilghman Island

2.0 star property
8.4 out of 10, Very good, (24)
"We had a good quiet stay on a cold and rainy February night, we ate at Ticklers and the food was very good. In the morning we went to a nearby country style breakfast joint called, “two of by sea”, pretty darn good too and the staff was great. I’d like to see this place peak season. Everything in the hotel was recently updated, waterfront, the room was clean and came with a bottle of wine, my wife and I had a great night and no complaints. The property is an old style water town type resort,...
The price is S$250
includes taxes & fees
18 Feb - 19 Feb
Wylder Tilghman Island
The Tilghman Island Inn
View from room

The Tilghman Island Inn

3.5 star property
9.8 out of 10, Exceptional, (79)
"Loved our secluded it was and right in the water. Very peaceful. "
The price is S$232
includes taxes & fees
18 Feb - 19 Feb
The Tilghman Island Inn
Kent Island Resort
Aerial view

Kent Island Resort

3.5 star property
9.2 out of 10, Wonderful, (92)
"Beautiful resort. Friendly staff. Would stay again."
The price is S$189
includes taxes & fees
25 Feb - 26 Feb
Kent Island Resort
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, (374)
"Great spot!"
The price is S$315
includes taxes & fees
20 Feb - 21 Feb
The Inn at Chesapeake Bay Beach Club
Rod 'N' Reel Resort
Balcony

Rod 'N' Reel Resort

4.0 star property
8.2 out of 10, Very good, (1002)
"Every time I visit this location I have a wonderful time. The staff members are always welcoming. "
The price is S$193
includes taxes & fees
3 Mar - 4 Mar
Rod 'N' Reel Resort
Inn at Horn Point
Beach nearby

Inn at Horn Point

3.0 star property
9.6 out of 10, Exceptional, (18)
"I booked the trip to celebrate an anniversary weekend away with my husband. The property came up through a Yelp review so I checked it out. I was impressed with the location, the detail to cleanliness, and the commitment to the environment. Once I booked the room, the innkeepers were very helpful in offering things to do and places to eat, as well as offering to help make our anniversary stay more memorable. Once we arrived, Cory took the time to greet us as we came in and share some of the...
The price is S$547
includes taxes & fees
23 Feb - 24 Feb
Inn at Horn Point
Village Inn
TV

Village Inn

2.0 star property
6.2 out of 10, (469)
"Clean and cozy"
The price is S$127
includes taxes & fees
18 Feb - 19 Feb
Village Inn
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, (796)
"All my needs were met. At the moment dinning facility was not open. "
The price is S$328
includes taxes & fees
23 Feb - 24 Feb
Annapolis Waterfront Hotel, Autograph Collection
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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Frequently asked questions

What's the best place to stay in Shady Side?

La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway, located 18.6 mi (30 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 Graduate by Hilton Annapolis. 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 FedEx Field. Features a snack bar/deli, a seasonal outdoor pool and buffet. Hyatt Place Kent Narrows & Marina and The Westin Annapolis 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?

The picturesque setting of Shadyside Park and Franklin Point State Park exemplify the area's natural beauty. Additionally, you might want to add Captain Avery Museum to your itinerary. 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.