Shady Side Hotels from S$119

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Top 10 trending Shady Side hotels

The Oaks Waterfront

4.0 star property
10.0 out of 10, Exceptional, (29)
" Beautiful property, wonderful staff, excellent food service."
The price is S$565
includes taxes & fees
1 Apr - 2 Apr
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 S$119
includes taxes & fees
30 Mar - 31 Mar
St Michaels Inn

The Wildset

2.5 star property
9.8 out of 10, Exceptional, (303)
"Beautiful hotel in a very convenient location near everything! Clean room and a very friendly staff. "
The price is S$306
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 S$622
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 S$257
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 S$234
includes taxes & fees
8 Apr - 9 Apr
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 S$124
includes taxes & fees
16 Mar - 17 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 S$162
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 S$129
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)
"If you have a ‘to-do’ list and this is just for an overnight - this is the place. Room was clean. Bathroom clean. Breakfast decent. Staff friendly. In-and-out. Would stay again. "
The price is S$133
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 S$188
includes taxes & fees
18 Mar - 19 Mar
Hyatt Place Kent Narrows & Marina

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 S$161
includes taxes & fees
15 Mar - 16 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 S$248
includes taxes & fees
13 Mar - 14 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 S$256
includes taxes & fees
16 Mar - 17 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 S$342
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 S$292
includes taxes & fees
7 Apr - 8 Apr
The Inn at Chesapeake Bay Beach Club

Rod 'N' Reel Resort

4.0 star property
8.2 out of 10, Very good, (1002)
"Beautiful property "
The price is S$198
includes taxes & fees
26 Mar - 27 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 S$413
includes taxes & fees
23 Mar - 24 Mar
Inn at Horn Point

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 S$126
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 S$313
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.
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Learn more about Shady Side

Love dining, parks and museums? Get away to Shady Side!

Frequently asked questions

What's the best place to 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 traveller data. Two other choices for your visit 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.

If I need to cancel my hotel reservation in Shady Side, will I receive a refund?

Yes, the majority of hotel room reservations are fully refundable if you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of check in. If you booked a non-refundable reservation, it might still be possible to cancel it and receive a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Shady Side.

What are some accommodation options 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 on-site pool. View all hotels with pools in Shady Side.

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 accommodation options to choose from. Find out more about Shady Side.

What should I see while I'm in Shady Side?

Favourite 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. Take a look at what more there is 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 temperature of 24°C, while the coldest months are January and February, with an average of 5°C. Average annual precipitation for Shady Side is 1307 mm.