Shady Side Hotels

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Top 10 trending Shady Side hotels

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 P22,397
P24,636 total
includes taxes & fees
Feb 22 - Feb 23
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 P4,931
P5,424 total
includes taxes & fees
Mar 4 - Mar 5
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 P11,543
P13,974 total
includes taxes & fees
Feb 9 - Feb 10
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 P17,489
P21,162 total
includes taxes & fees
Feb 9 - Feb 10
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 P10,151
P11,166 total
includes taxes & fees
Feb 10 - Feb 11
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 P9,306
P10,236 total
includes taxes & fees
Feb 17 - Feb 18
George Brooks House B&B

Quality Inn

2.5 star property
7.8 out of 10, Good, (731)
"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 P5,141
P5,707 total
includes taxes & fees
Feb 9 - Feb 10
Quality Inn

Hilton Garden Inn Kent Island Marina

3.0 star property
9.0 out of 10, Wonderful, (872)
"Shower needs updates and cleaning staff could do a better job."
The price is P6,360
P7,060 total
includes taxes & fees
Feb 13 - Feb 14
Hilton Garden Inn Kent Island Marina

Holiday Inn Express Annapolis - Kent Island by IHG

2.5 star property
9.2 out of 10, Wonderful, (805)
"Quiet area. Walking trails near the property"
The price is P5,758
P6,391 total
includes taxes & fees
Feb 23 - Feb 24
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)
"Easy check in, clean room "
The price is P5,214
P5,787 total
includes taxes & fees
Mar 9 - Mar 10
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 P7,367
P8,177 total
includes taxes & fees
Feb 25 - Feb 26
Hyatt Place Kent Narrows & Marina

Knapps Narrows Marina & Inn

3.0 star property
9.4 out of 10, Exceptional, (321)
"Amazing place to stay "
The price is P5,816
P6,398 total
includes taxes & fees
Feb 9 - Feb 10
Knapps Narrows Marina & Inn

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 P7,831
P10,818 total
includes taxes & fees
Mar 9 - Mar 10
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 P10,151
P11,166 total
includes taxes & fees
Mar 9 - Mar 10
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 P5,603
P8,184 total
includes taxes & fees
Feb 23 - Feb 24
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 P10,963
P13,645 total
includes taxes & fees
Feb 10 - Feb 11
The Inn at Chesapeake Bay Beach Club

Rod 'N' Reel Resort

4.0 star property
8.2 out of 10, Very Good, (1003)
"Under construction. Outside grounds trash needs to be picked up. "
The price is P6,474
P8,346 total
includes taxes & fees
Mar 2 - Mar 3
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 P20,787
P23,698 total
includes taxes & fees
Feb 23 - Feb 24
Inn at Horn Point

Village Inn

2.0 star property
6.2 out of 10, (469)
"Clean and cozy"
The price is P4,815
P5,489 total
includes taxes & fees
Feb 9 - Feb 10
Village Inn

Annapolis Waterfront Hotel, Autograph Collection

4.0 star property
8.8 out of 10, Excellent, (793)
"Convenient location"
The price is P12,477
P14,224 total
includes taxes & fees
Feb 23 - Feb 24
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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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.

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.