Find hotels in Shady Side, MD from AED 275

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Compare 1,117 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

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 AED 1,418
AED 1,560 total
includes taxes & fees
16 Feb - 17 Feb
The Oaks Waterfront

St Michaels Inn

2.5 star property
8.2 out of 10, Very Good, (1000)
"Enjoyed the stay. It was close to town and a lot of great attractions "
The price is AED 297
AED 327 total
includes taxes & fees
19 Feb - 20 Feb
St Michaels Inn

The Wildset

2.5 star property
9.8 out of 10, Exceptional, (295)
"The fireplace in the room was a huge plus. As was the delicious free breakfast in the morning!"
The price is AED 731
AED 885 total
includes taxes & fees
4 Feb - 5 Feb
The Wildset

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 AED 1,107
AED 1,340 total
includes taxes & fees
26 Feb - 27 Feb
Inn at Perry Cabin

Parsonage Inn

3.5 star property
9.2 out of 10, Wonderful, (125)
"Great stay. We will be returning"
The price is AED 643
AED 707 total
includes taxes & fees
4 Feb - 5 Feb
Parsonage Inn

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 AED 588
AED 646 total
includes taxes & fees
17 Feb - 18 Feb
George Brooks House B&B

Quality Inn

2.5 star property
7.8 out of 10, Good, (730)
"Very clean rooms and polite staff."
The price is AED 319
AED 354 total
includes taxes & fees
4 Feb - 5 Feb
Quality Inn

Hilton Garden Inn Kent Island Marina

3.0 star property
9.0 out of 10, Wonderful, (870)
"Shower needs updates and cleaning staff could do a better job."
The price is AED 434
AED 482 total
includes taxes & fees
9 Feb - 10 Feb
Hilton Garden Inn Kent Island Marina

Holiday Inn Express Annapolis - Kent Island, an IHG Hotel

2.5 star property
9.2 out of 10, Wonderful, (805)
"Quiet area. Walking trails near the property"
The price is AED 345
AED 383 total
includes taxes & fees
6 Mar - 7 Mar
Holiday Inn Express Annapolis - Kent Island, an IHG Hotel

Best Western Kent Narrows Inn

2.5 star property
8.2 out of 10, Very Good, (1003)
"We have stayed at this Best Western on several occasions and always find it clean and affordable. The staff is always pleassnt and accommodating. "
The price is AED 330
AED 366 total
includes taxes & fees
9 Feb - 10 Feb
Best Western Kent Narrows Inn

Hyatt Place Kent Narrows & Marina

3.0 star property
9.4 out of 10, Exceptional, (482)
"The staff on duty was amazing and very accommodating"
The price is AED 466
AED 518 total
includes taxes & fees
9 Feb - 10 Feb
Hyatt Place Kent Narrows & Marina

Wylder Tilghman Island

2.0 star property
8.4 out of 10, Very Good, (23)
"It is located approximately 15 min outside St. Michael’s. We had a waterfront bungalow and did not have a minimum 2 or more night stay which we prefer. Restaurant has water views and food was very good. The rooms very clean, beautiful property, quiet and staff very accommodating. Also they had a waterfront fire pit blazing and ready for us to enjoy. There are beautiful views and fresh air and outdoor pit games, too. Will definitely book here again. "
The price is AED 496
AED 685 total
includes taxes & fees
9 Feb - 10 Feb
Wylder Tilghman Island

The Tilghman Island Inn

3.5 star property
9.8 out of 10, Exceptional, (78)
"Loved our secluded it was and right in the water. Very peaceful. "
The price is AED 643
AED 707 total
includes taxes & fees
4 Feb - 5 Feb
The Tilghman Island Inn

Kent Island Resort

3.5 star property
9.2 out of 10, Wonderful, (90)
"Historic charm and clean."
The price is AED 355
AED 518 total
includes taxes & fees
23 Feb - 24 Feb
Kent Island Resort

The Inn at Chesapeake Bay Beach Club

4.0 star property
9.4 out of 10, Exceptional, (373)
"Clean and nice interior. Kind staff. Overall excellent "
The price is AED 694
AED 864 total
includes taxes & fees
9 Feb - 10 Feb
The Inn at Chesapeake Bay Beach Club

Rod 'N' Reel Resort

4.0 star property
8.2 out of 10, Very Good, (1002)
"Nice "
The price is AED 393
AED 510 total
includes taxes & fees
16 Feb - 17 Feb
Rod 'N' Reel Resort

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 AED 1,316
AED 1,500 total
includes taxes & fees
4 Feb - 5 Feb
Inn at Horn Point

Village Inn

2.0 star property
6.2 out of 10, (469)
"Clean and cozy"
The price is AED 302
AED 344 total
includes taxes & fees
9 Feb - 10 Feb
Village Inn

Annapolis Waterfront Hotel, Autograph Collection

4.0 star property
8.8 out of 10, Excellent, (790)
"I wish the restaurant was available."
The price is AED 702
AED 801 total
includes taxes & fees
9 Feb - 10 Feb
Annapolis Waterfront Hotel, Autograph Collection

Flag House Inn

3.5 star property
9.6 out of 10, Exceptional, (68)
"Comfortable stay, high quality amazing service. Within walking distance to everything "
The price is AED 731
AED 833 total
includes taxes & fees
4 Feb - 5 Feb
Flag House Inn
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

Where is the best place for a 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 traveler data. Two other choices for your trip to the area are Historic Inns of Annapolis and Graduate by Hilton Annapolis. See all available top hotels, or vacation rentals in Shady Side.

What are some of the best vacation rentals that Shady Side has to offer?

Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub: Visitors like this Shady Side vacation home rental. It is located on the waterfront and has an outdoor pool, a fireplace, and a barbecue grill 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 you can cook with friends or family. It offers a balcony, a garden, and a spa tub so you can immerse yourself in your vacation. 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 reservations are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If you booked a non-refundable reservation, you might be able to cancel it and be given a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Shady Side.

Where can I learn more about changing or cancelling my trip to Shady Side?

To find more details about updating your trip to Shady Side or cancelling it, click here.

Where is the best hotel to stay near Shadyside Park?

Anchored Inn at Hidden Harbour Marina is one of the top choices for your stay based on our traveler data, and this hotel offers an outdoor pool and free parking. It's located 4.8 mi (7.7 km) from Shadyside Park.

What about the best place to stay near Captain Avery Museum?

One of the top choices for your stay is Anchored Inn at Hidden Harbour Marina, located 5 mi (8.1 km) from Captain Avery Museum, and this hotel offers an outdoor pool and free parking.

What are some accommodations 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. The Westin Annapolis and Hyatt Place Kent Narrows & Marina are two additional hotels that offer an onsite pool. View all hotels with pools in Shady Side.

What's the best place to stay near Ronald Reagan Washington National Airport (DCA)?

Hyatt Regency Crystal City is a popular 4-star hotel featuring a restaurant and an outdoor pool. It's located a short 0.6 mi (1 km) from Ronald Reagan Washington National Airport. Other options near the airport are Courtyard by Marriott Arlington Crystal City/Reagan National and Hilton Garden Inn Reagan National Airport.

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 accommodations 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. Check out what more 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 temp of 75°F, while the coldest months are January and February with an average of 40°F. Average annual precipitation for Shady Side is 51 inches.