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Check prices for these dates

Tonight
12 Mar - 13 Mar
Tomorrow
13 Mar - 14 Mar
This weekend
14 Mar - 16 Mar
Next weekend
21 Mar - 23 Mar

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Top hotels and accommodation in Shady Side

The Oaks Waterfront
Front of property

The Oaks Waterfront

4.0 star property
10.0 out of 10, Exceptional, (29)
" Beautiful property, wonderful staff, excellent food service."
The price is AU$674
includes taxes & fees
26 Mar - 27 Mar
The Oaks Waterfront
St Michaels Inn
Front of property

St Michaels Inn

2.5 star property
8.2 out of 10, Very good, (1000)
"Good location. Clean rooms. I was there off season so morning breakfast was limited. But for the price, you can’t beat it. "
The price is AU$141
includes taxes & fees
30 Mar - 31 Mar
St Michaels Inn
The Wildset
Premium Room

The Wildset

2.5 star property
9.8 out of 10, Exceptional, (303)
"Beautiful hotel in a very convenient location near everything! Clean room and a very friendly staff. "
The price is AU$365
includes taxes & fees
13 Mar - 14 Mar
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, (332)
"Never disappoints! "
The price is AU$742
includes taxes & fees
31 Mar - 1 Apr
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 AU$306
includes taxes & fees
13 Mar - 14 Mar
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 AU$279
includes taxes & fees
17 Mar - 18 Mar
George Brooks House B&B
Quality Inn
Suite, 1 Queen Bed, Non Smoking

Quality Inn

2.5 star property
7.8 out of 10, Good, (735)
"Close to the venue we were attending."
The price is AU$149
includes taxes & fees
13 Mar - 14 Mar
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, (889)
"Had a great stay "
The price is AU$193
includes taxes & fees
17 Mar - 18 Mar
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, (815)
"When I come in town things always my first and only choice to stay. It is reasonable pricing as well as the cleanliness of the rooms and hotel is awesome. Secondly, the staff make sure you are well taken care of while you are home away from home. "
The price is AU$153
includes taxes & fees
23 Mar - 24 Mar
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, (1000)
"Cool"
The price is AU$158
includes taxes & fees
18 Mar - 19 Mar
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, (496)
"Great room! Friendly staff!"
The price is AU$224
includes taxes & fees
18 Mar - 19 Mar
Hyatt Place Kent Narrows & Marina
Knapps Narrows Marina & Inn
Exterior

Knapps Narrows Marina & Inn

3.0 star property
9.4 out of 10, Exceptional, (324)
"The room is very comfortable and I loved the location. Only issues was the Wi-Fi wasn’t good and the shower stream was weak. But was overall enjoyed the stay "
The price is AU$192
includes taxes & fees
14 Mar - 15 Mar
Knapps Narrows Marina & Inn
Wylder Tilghman Island
Waterfront Suite | Living area

Wylder Tilghman Island

2.0 star property
8.4 out of 10, Very good, (28)
"Check in was incredible. The room was awesome. Dinner was great. There were a couple of problems but they were quickly remedied. We plan on staying again. Awesome stay."
The price is AU$296
includes taxes & fees
13 Mar - 14 Mar
Wylder Tilghman Island
The Tilghman Island Inn
Garden View Double Queen First Level - Not Dog Friendly | View from room

The Tilghman Island Inn

3.5 star property
9.8 out of 10, Exceptional, (80)
"Everything was lovely. Everyone was so friendly and it was so cozy. Breakfast was wonderful and we enjoyed the fireplace. Dinner was absolutely delicious. One of the best steaks i have ever had. Exceptional. We loved how quiet and cozy it was. Just loved it. "
The price is AU$306
includes taxes & fees
13 Mar - 14 Mar
The Tilghman Island Inn
Kent Island Resort
Aerial view

Kent Island Resort

3.5 star property
9.2 out of 10, Wonderful, (99)
"This is a really special property. A girlfriend and I got away for a night without the kids and found the historic property and the sprawling estate where it sits to be a perfect escape. The service was very friendly and attentive, the rooms lovely, the bar open at 12pm, and dinner delicious. We’ll definitely be back. "
The price is AU$408
includes taxes & fees
18 Mar - 19 Mar
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, (375)
"Great spot!"
The price is AU$349
includes taxes & fees
7 Apr - 8 Apr
The Inn at Chesapeake Bay Beach Club
Rod 'N' Reel Resort
Superior Studio Suite | Balcony

Rod 'N' Reel Resort

4.0 star property
8.2 out of 10, Very good, (1002)
"Beautiful property "
The price is AU$236
includes taxes & fees
26 Mar - 27 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 AU$493
includes taxes & fees
16 Mar - 17 Mar
Inn at Horn Point
Village Inn
TV

Village Inn

2.0 star property
6.2 out of 10, (473)
"The road leading to the hotel was trashy and homely."
The price is AU$150
includes taxes & fees
13 Mar - 14 Mar
Village Inn
Annapolis Waterfront Hotel, Autograph Collection
Room, 2 Queen Beds, Balcony

Annapolis Waterfront Hotel, Autograph Collection

4.0 star property
8.8 out of 10, Excellent, (803)
"Perfect anniversary staycation! Our only issue was the temperature in the room could not be easily regulated. "
The price is AU$389
includes taxes & fees
23 Mar - 24 Mar
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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Learn more about Shady Side

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

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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 Crowne Plaza Annapolis by IHG. 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?

240' Private Beachfront @Kent Island Love Point - Great for Large Groups: This holiday home rental outside of Shady Side is located on the beach, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games. 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?

La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway: Hotel located near Northwest Stadium. Features a snack bar/deli, a seasonal outdoor pool and buffet. DoubleTree by Hilton Hotel Largo/Washington DC and Staybridge Suites Washington DC East - Largo 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 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, Franklin Point State Park and Captain Avery Museum. You'll also find London Town and Maryland Quiet Waters Park 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.