Find hotels in Shady Side, MD from AED 291

  • 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 1,137 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, (29)
" Beautiful property, wonderful staff, excellent food service."
The price is AED 1,418
AED 1,560 total
includes taxes & fees
25 Mar - 26 Mar
The Oaks Waterfront

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 AED 297
AED 327 total
includes taxes & fees
27 Mar - 28 Mar
St Michaels Inn

The Wildset

2.5 star property
9.8 out of 10, Exceptional, (303)
"This is a very tasteful hotel, based in three buildings, and with a feeling of simple luxury. All the staff are very nice and helpful. My room was lovely, and the bed was excellent. Two tiny notes: the boat lock on the room door did not function, and one of the window blinds had a broken slat. These are trivial issues, but perhaps the management should know."
The price is AED 694
AED 844 total
includes taxes & fees
13 Mar - 14 Mar
The Wildset

Inn at Perry Cabin

5.0 star property
9.6 out of 10, Exceptional, (332)
"Never disappoints! "
The price is AED 1,418
AED 1,716 total
includes taxes & fees
31 Mar - 1 Apr
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
13 Mar - 14 Mar
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 Mar - 18 Mar
George Brooks House B&B

Quality Inn

2.5 star property
7.8 out of 10, Good, (735)
"Close to the venue we were attending."
The price is AED 309
AED 343 total
includes taxes & fees
13 Mar - 14 Mar
Quality Inn

Hilton Garden Inn Kent Island Marina

3.0 star property
9.0 out of 10, Wonderful, (889)
"Had a great stay "
The price is AED 403
AED 447 total
includes taxes & fees
16 Mar - 17 Mar
Hilton Garden Inn Kent Island Marina

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 AED 320
AED 355 total
includes taxes & fees
16 Mar - 17 Mar
Holiday Inn Express Annapolis - Kent Island by IHG

Best Western Kent Narrows Inn

2.5 star property
8.2 out of 10, Very Good, (1000)
"Cool"
The price is AED 330
AED 366 total
includes taxes & fees
18 Mar - 19 Mar
Best Western Kent Narrows Inn

Hyatt Place Kent Narrows & Marina

3.0 star property
9.4 out of 10, Exceptional, (496)
"Great room! Friendly staff!"
The price is AED 455
AED 506 total
includes taxes & fees
17 Mar - 18 Mar
Hyatt Place Kent Narrows & Marina

Knapps Narrows Marina & Inn

3.0 star property
9.4 out of 10, Exceptional, (324)
"Amazing place to stay "
The price is AED 404
AED 444 total
includes taxes & fees
13 Mar - 14 Mar
Knapps Narrows Marina & Inn

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 AED 496
AED 685 total
includes taxes & fees
18 Mar - 19 Mar
Wylder Tilghman Island

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 AED 643
AED 707 total
includes taxes & fees
13 Mar - 14 Mar
The Tilghman Island Inn

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 AED 724
AED 943 total
includes taxes & fees
16 Mar - 17 Mar
Kent Island Resort

The Inn at Chesapeake Bay Beach Club

4.0 star property
9.4 out of 10, Exceptional, (375)
"Great spot!"
The price is AED 657
AED 823 total
includes taxes & fees
16 Mar - 17 Mar
The Inn at Chesapeake Bay Beach Club

Rod 'N' Reel Resort

4.0 star property
8.2 out of 10, Very Good, (1001)
"Beautiful property "
The price is AED 426
AED 547 total
includes taxes & fees
25 Mar - 26 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 AED 1,001
AED 1,141 total
includes taxes & fees
16 Mar - 17 Mar
Inn at Horn Point

Village Inn

2.0 star property
6.2 out of 10, (473)
"I love this place! All the rooms are spacious. The entire staff is great! "
The price is AED 305
AED 348 total
includes taxes & fees
13 Mar - 14 Mar
Village Inn

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 AED 757
AED 863 total
includes taxes & fees
31 Mar - 1 Apr
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 Crowne Plaza Annapolis by IHG. 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?

240' Private Beachfront @Kent Island Love Point - Great for Large Groups: You might want to consider this vacation home rental near Shady Side, which is located on the beach and has a fireplace, a patio, 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. 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 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 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 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?

Favorite 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. 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.