Find hotels in Shady Side, MD from SAR 266

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Compare 1,109 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 SAR 1,448
SAR 1,593 total
includes taxes & fees
2 Mar - 3 Mar
The Oaks Waterfront

St Michaels Inn

2.5 star property
8.2 out of 10, Very Good, (1001)
"Enjoyed the stay. It was close to town and a lot of great attractions "
The price is SAR 281
SAR 309 total
includes taxes & fees
9 Mar - 10 Mar
St Michaels Inn

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 SAR 746
SAR 904 total
includes taxes & fees
17 Feb - 18 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 SAR 1,249
SAR 1,511 total
includes taxes & fees
19 Feb - 20 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 SAR 656
SAR 722 total
includes taxes & fees
17 Feb - 18 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 SAR 600
SAR 660 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, (732)
"It was a quick overnight stay; the checkin staff and the am person were friendly and very helpful, the room clean. No complaints."
The price is SAR 316
SAR 350 total
includes taxes & fees
25 Feb - 26 Feb
Quality Inn

Hilton Garden Inn Kent Island Marina

3.0 star property
9.0 out of 10, Wonderful, (875)
"Shower needs updates and cleaning staff could do a better job."
The price is SAR 411
SAR 456 total
includes taxes & fees
23 Feb - 24 Feb
Hilton Garden Inn Kent Island Marina

Holiday Inn Express Annapolis - Kent Island by IHG

2.5 star property
9.2 out of 10, Wonderful, (809)
"Great stay"
The price is SAR 311
SAR 346 total
includes taxes & fees
19 Feb - 20 Feb
Holiday Inn Express Annapolis - Kent Island by IHG

Best Western Kent Narrows Inn

2.5 star property
8.2 out of 10, Very Good, (1001)
"Easy check in, clean room "
The price is SAR 337
SAR 374 total
includes taxes & fees
24 Feb - 25 Feb
Best Western Kent Narrows Inn

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 SAR 476
SAR 529 total
includes taxes & fees
23 Feb - 24 Feb
Hyatt Place Kent Narrows & Marina

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 SAR 338
SAR 371 total
includes taxes & fees
25 Feb - 26 Feb
Knapps Narrows Marina & Inn

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 SAR 506
SAR 699 total
includes taxes & fees
17 Feb - 18 Feb
Wylder Tilghman Island

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 SAR 591
SAR 650 total
includes taxes & fees
17 Feb - 18 Feb
The Tilghman Island Inn

Kent Island Resort

3.5 star property
9.2 out of 10, Wonderful, (92)
"Beautiful resort. Friendly staff. Would stay again."
The price is SAR 362
SAR 529 total
includes taxes & fees
25 Feb - 26 Feb
Kent Island Resort

The Inn at Chesapeake Bay Beach Club

4.0 star property
9.4 out of 10, Exceptional, (374)
"Great spot!"
The price is SAR 709
SAR 882 total
includes taxes & fees
20 Feb - 21 Feb
The Inn at Chesapeake Bay Beach Club

Rod 'N' Reel Resort

4.0 star property
8.2 out of 10, Very Good, (1001)
"Every time I visit this location I have a wonderful time. The staff members are always welcoming. "
The price is SAR 419
SAR 540 total
includes taxes & fees
2 Mar - 3 Mar
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 SAR 1,344
SAR 1,532 total
includes taxes & fees
23 Feb - 24 Feb
Inn at Horn Point

Village Inn

2.0 star property
6.2 out of 10, (469)
"Clean and cozy"
The price is SAR 311
SAR 355 total
includes taxes & fees
17 Feb - 18 Feb
Village Inn

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 SAR 807
SAR 920 total
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.
Don't see what you're looking for?
See all available properties in Shady Side
Save an average of 15% on thousands of hotels when you're signed in

Learn more about Shady Side

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

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 hot 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. Hyatt Place Kent Narrows & Marina and The Westin Annapolis 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.