Shady Side Hotels

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Check prices for these dates

Tonight
Mar 22 - Mar 23
Tomorrow
Mar 23 - Mar 24
Next weekend
Mar 28 - Mar 30
In two weeks
Apr 4 - Apr 6

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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, (30)
"Beautiful decor, exceptional staff, food was delicious. Serene surroundings. Excellent stay!"
The price is P22,139
P24,353 total
includes taxes & fees
Apr 7 - Apr 8
The Oaks Waterfront
St Michaels Inn
Front of property

St Michaels Inn

2.5 star property
8.2 out of 10, Very Good, (1001)
"Cozy, great prices, stay here all the time I’m in MD"
The price is P5,734
P6,307 total
includes taxes & fees
Mar 24 - Mar 25
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, (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 P10,837
P13,182 total
includes taxes & fees
Mar 24 - Mar 25
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, (335)
"Very enjoyable stay."
The price is P24,513
P29,661 total
includes taxes & fees
Mar 24 - Mar 25
Inn at Perry Cabin
Parsonage Inn
Porch

Parsonage Inn

3.5 star property
9.2 out of 10, Wonderful, (126)
"exceptional hosts: above and beyond for service, suggestions, accommodation, effort to assist . impressive found by accident, would reccommend and visit AGAIN"
The price is P10,321
P11,353 total
includes taxes & fees
Mar 24 - Mar 25
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 P9,174
P10,092 total
includes taxes & fees
Mar 24 - Mar 25
George Brooks House B&B
Quality Inn
In-room safe, iron/ironing board, free WiFi, bed sheets

Quality Inn

2.5 star property
7.8 out of 10, Good, (738)
"Close to the venue we were attending."
The price is P5,117
P5,680 total
includes taxes & fees
Mar 24 - Mar 25
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, (895)
"Very convenient and clean "
The price is P5,800
P6,438 total
includes taxes & fees
Mar 26 - Mar 27
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, (818)
"Nice quiet clean hotel."
The price is P4,989
P5,537 total
includes taxes & fees
Apr 6 - Apr 7
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, (1006)
"Checking in was very easy."
The price is P5,154
P5,721 total
includes taxes & fees
Mar 30 - Mar 31
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, (502)
"Lovely property in every way. This is the most desirable property we have stayed at in repeat visits to Kent Island. Delicious breakfast was a special treat. Water view is great. New 2 years ago and maintained so immaculately that you would believe it opened yesterday (without any of the issues that usually accompany a new property). "
The price is P6,250
P6,938 total
includes taxes & fees
Mar 31 - Apr 1
Hyatt Place Kent Narrows & Marina
Knapps Narrows Marina & Inn
Exterior

Knapps Narrows Marina & Inn

3.0 star property
9.4 out of 10, Exceptional, (324)
"The room is very comfortable and I loved the location. Only issues was the Wi-Fi wasn’t good and the shower stream was weak. But was overall enjoyed the stay "
The price is P6,307
P6,938 total
includes taxes & fees
Mar 24 - Mar 25
Knapps Narrows Marina & Inn
Wylder Tilghman Island
Living area

Wylder Tilghman Island

2.0 star property
8.6 out of 10, Excellent, (29)
"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 P7,741
P10,694 total
includes taxes & fees
Mar 24 - Mar 25
Wylder Tilghman Island
The Tilghman Island Inn
View from room

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 P10,035
P11,038 total
includes taxes & fees
Mar 24 - Mar 25
The Tilghman Island Inn
Kent Island Resort
Aerial view

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 P11,310
P14,727 total
includes taxes & fees
Mar 24 - Mar 25
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, (375)
"Great spot!"
The price is P10,035
P12,597 total
includes taxes & fees
Apr 8 - Apr 9
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)
"Nice beach area. Walking distance to restaurants and shopping. "
The price is P6,657
P8,536 total
includes taxes & fees
Apr 6 - Apr 7
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 P15,626
P17,813 total
includes taxes & fees
Mar 24 - Mar 25
Inn at Horn Point
Village Inn
TV

Village Inn

2.0 star property
6.2 out of 10, (473)
"The road leading to the hotel was trashy and homely."
The price is P4,759
P5,426 total
includes taxes & fees
Mar 24 - Mar 25
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, (806)
"I’ve stayed here on two separate occasions, and it’s been great both times. Rooms are nice and clean, and the location is ideal for exploring Annapolis. "
The price is P10,963
P12,498 total
includes taxes & fees
Apr 20 - Apr 21
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 DoubleTree by Hilton Hotel 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 Northwest Stadium. Offers a snack bar/deli, a seasonal outdoor pool, and buffet. Country Inn & Suites by Radisson, Annapolis, MD 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, 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.