Find hotels in Shady Side, MD from AED 305

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Compare 1,129 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, (30)
"Beautiful decor, exceptional staff, food was delicious. Serene surroundings. Excellent stay!"
The price is AED 1,418
AED 1,560 total
includes taxes & fees
23 Apr - 24 Apr
The Oaks Waterfront

St Michaels Inn

2.5 star property
8.2 out of 10, Very Good, (1000)
"The room was clean. It was quiet. Breakfast was disappointing "
The price is AED 313
AED 344 total
includes taxes & fees
13 Apr - 14 Apr
St Michaels Inn

The Wildset

2.5 star property
9.8 out of 10, Exceptional, (304)
"Was really good, service was incredible and room was very nice. There were some detailed touches that could have been done."
The price is AED 804
AED 966 total
includes taxes & fees
21 Apr - 22 Apr
The Wildset

Inn at Perry Cabin

5.0 star property
9.6 out of 10, Exceptional, (338)
"Our stay here was excellent. The highlight was arguably the check-in, where we were surprised with a birthday welcome, as well as a little onesie for our soon to arrive baby girl. This was a birthday/baby moon trip and we shared this info prior to arrival, and the staff was incredible in providing us with the warmest welcome we've ever had. We will definitely be back. "
The price is AED 1,683
AED 2,037 total
includes taxes & fees
13 Apr - 14 Apr
Inn at Perry Cabin

Parsonage Inn

3.5 star property
9.2 out of 10, Wonderful, (127)
"exceptional hosts: above and beyond for service, suggestions, accommodation, effort to assist . impressive found by accident, would reccommend and visit AGAIN"
The price is AED 771
AED 848 total
includes taxes & fees
14 Apr - 15 Apr
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
15 Apr - 16 Apr
George Brooks House B&B

Quality Inn

2.5 star property
7.8 out of 10, Good, (742)
"Nice "
The price is AED 343
AED 381 total
includes taxes & fees
14 Apr - 15 Apr
Quality Inn

Hilton Garden Inn Kent Island Marina

3.0 star property
9.0 out of 10, Wonderful, (905)
"Excellent "
The price is AED 528
AED 586 total
includes taxes & fees
14 Apr - 15 Apr
Hilton Garden Inn Kent Island Marina

Holiday Inn Express Annapolis - Kent Island by IHG

2.5 star property
9.2 out of 10, Wonderful, (832)
"Friendly atmosphere."
The price is AED 349
AED 387 total
includes taxes & fees
16 Apr - 17 Apr
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)
"Very comfortable"
The price is AED 330
AED 366 total
includes taxes & fees
17 Apr - 18 Apr
Best Western Kent Narrows Inn

Hyatt Place Kent Narrows & Marina

3.0 star property
9.4 out of 10, Exceptional, (515)
"Front desk staff was VERY nice. "
The price is AED 525
AED 583 total
includes taxes & fees
17 Apr - 18 Apr
Hyatt Place Kent Narrows & Marina

Knapps Narrows Marina & Inn

3.0 star property
9.4 out of 10, Exceptional, (326)
"Location great views "
The price is AED 551
AED 606 total
includes taxes & fees
13 Apr - 14 Apr
Knapps Narrows Marina & Inn

Wylder Tilghman Island

2.0 star property
8.6 out of 10, Excellent, (30)
"We pulled up to The Wylder on Tilghman Island and immediately was taken back with its charm and character of the entire property. The staff was very friendly and accommodating. We met Lauren in reception and she was great! We spent time at Ticklers and enjoying the amenities of the property. We appreciate how dog friendly this resort is, since we love to travel with our dog. As a first time visit to the Island and Wylder, we have felt so welcome and will be planning another visit back soon! "
The price is AED 506
AED 703 total
includes taxes & fees
16 Apr - 17 Apr
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 735
AED 808 total
includes taxes & fees
13 Apr - 14 Apr
The Tilghman Island Inn

Kent Island Resort

3.5 star property
9.2 out of 10, Wonderful, (101)
"Absolutely perfect!!!"
The price is AED 902
AED 1,148 total
includes taxes & fees
22 Apr - 23 Apr
Kent Island Resort

The Inn at Chesapeake Bay Beach Club

4.0 star property
9.4 out of 10, Exceptional, (378)
"Spa was wonderful!"
The price is AED 643
AED 807 total
includes taxes & fees
13 Apr - 14 Apr
The Inn at Chesapeake Bay Beach Club

Rod 'N' Reel Resort

4.0 star property
8.2 out of 10, Very Good, (1001)
"Feel safe"
The price is AED 426
AED 547 total
includes taxes & fees
23 Apr - 24 Apr
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 1,071
AED 1,221 total
includes taxes & fees
13 Apr - 14 Apr
Inn at Horn Point

Village Inn

2.0 star property
6.2 out of 10, (474)
"The road leading to the hotel was trashy and homely."
The price is AED 305
AED 348 total
includes taxes & fees
13 Apr - 14 Apr
Village Inn

Annapolis Waterfront Hotel, Autograph Collection

4.0 star property
8.8 out of 10, Excellent, (808)
"Good "
The price is AED 732
AED 834 total
includes taxes & fees
27 Apr - 28 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.
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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?

Historic Inns of Annapolis, located 9.6 mi (15.4 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 La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway and DoubleTree by Hilton Hotel Largo/Washington DC. 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?

The Cottage : This Shady Side vacation home rental has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. 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. Provides a snack bar/deli, a seasonal outdoor pool, and buffet. DoubleTree by Hilton Hotel Largo/Washington DC 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?

Favorite places to visit include Shadyside Park, Captain Avery Museum, and Franklin Point State Park. 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.