Shady Side Hotels

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Check prices for these dates

Tonight
Feb 16 - Feb 17
Tomorrow
Feb 17 - Feb 18
Next weekend
Feb 21 - Feb 23
In two weeks
Feb 28 - Mar 2

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Top 10 trending Shady Side hotels

The Oaks Waterfront
Front of property

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 P22,333
P24,567 total
includes taxes & fees
Mar 2 - Mar 3
The Oaks Waterfront
St Michaels Inn
Front of property

St Michaels Inn

2.5 star property
8.2 out of 10, Very Good, (1004)
"Pleasant staff."
The price is P4,338
P4,772 total
includes taxes & fees
Mar 9 - Mar 10
St Michaels Inn
The Wildset
Frette Italian sheets, premium bedding, iron/ironing board, free WiFi

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 P11,511
P13,934 total
includes taxes & fees
Feb 17 - Feb 18
The Wildset
Inn at Perry Cabin
Breakfast, lunch, dinner served; ocean views

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 P19,262
P23,307 total
includes taxes & fees
Feb 19 - Feb 20
Inn at Perry Cabin
Parsonage Inn
Porch

Parsonage Inn

3.5 star property
9.2 out of 10, Wonderful, (125)
"Great stay. We will be returning"
The price is P10,123
P11,135 total
includes taxes & fees
Feb 17 - Feb 18
Parsonage Inn
George Brooks House B&B
Exterior

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 P9,255
P10,180 total
includes taxes & fees
Feb 17 - Feb 18
George Brooks House B&B
Quality Inn
In-room safe, iron/ironing board, rollaway beds, free WiFi

Quality Inn

2.5 star property
7.8 out of 10, Good, (732)
"Easy access from highway, friendly and efficient check-in, quiet setting, room was clean. Peter O. "
The price is P4,867
P5,403 total
includes taxes & fees
Feb 17 - Feb 18
Quality Inn
Hilton Garden Inn Kent Island Marina
Terrace/patio

Hilton Garden Inn Kent Island Marina

3.0 star property
9.0 out of 10, Wonderful, (875)
"Love it great room settings."
The price is P6,342
P7,040 total
includes taxes & fees
Feb 23 - Feb 24
Hilton Garden Inn Kent Island Marina
Holiday Inn Express Annapolis - Kent Island by IHG
Exterior

Holiday Inn Express Annapolis - Kent Island by IHG

2.5 star property
9.2 out of 10, Wonderful, (809)
"Great stay"
The price is P4,801
P5,329 total
includes taxes & fees
Feb 19 - Feb 20
Holiday Inn Express Annapolis - Kent Island by IHG
Best Western Kent Narrows Inn
In-room safe, individually decorated, individually furnished, desk

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 P5,199
P5,771 total
includes taxes & fees
Feb 24 - Feb 25
Best Western Kent Narrows Inn
Hyatt Place Kent Narrows & Marina
Terrace/patio

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 P7,346
P8,154 total
includes taxes & fees
Feb 24 - Feb 25
Hyatt Place Kent Narrows & Marina
Knapps Narrows Marina & Inn
Exterior

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 P5,206
P5,726 total
includes taxes & fees
Feb 25 - Feb 26
Knapps Narrows Marina & Inn
Wylder Tilghman Island
Living area

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 P7,809
P10,788 total
includes taxes & fees
Feb 17 - Feb 18
Wylder Tilghman Island
The Tilghman Island Inn
View from room

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 P9,110
P10,021 total
includes taxes & fees
Feb 17 - Feb 18
The Tilghman Island Inn
Kent Island Resort
Aerial view

Kent Island Resort

3.5 star property
9.2 out of 10, Wonderful, (92)
"Beautiful resort. Friendly staff. Would stay again."
The price is P5,588
P8,161 total
includes taxes & fees
Feb 25 - Feb 26
Kent Island Resort
The Inn at Chesapeake Bay Beach Club
Front of property - evening/night

The Inn at Chesapeake Bay Beach Club

4.0 star property
9.4 out of 10, Exceptional, (374)
"Great spot!"
The price is P10,932
P13,606 total
includes taxes & fees
Feb 20 - Feb 21
The Inn at Chesapeake Bay Beach Club
Rod 'N' Reel Resort
Balcony

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 P6,455
P8,322 total
includes taxes & fees
Mar 2 - Mar 3
Rod 'N' Reel Resort
Inn at Horn Point
Beach nearby

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 P20,729
P23,631 total
includes taxes & fees
Feb 23 - Feb 24
Inn at Horn Point
Village Inn
TV

Village Inn

2.0 star property
6.2 out of 10, (469)
"Clean and cozy"
The price is P4,801
P5,473 total
includes taxes & fees
Feb 17 - Feb 18
Village Inn
Annapolis Waterfront Hotel, Autograph Collection
Premium bedding, down comforters, pillowtop beds, in-room safe

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 P12,442
P14,184 total
includes taxes & fees
Mar 12 - Mar 13
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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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. 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.