Shady Side hotels from RM342

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Top 10 trending Shady Side hotels

The Oaks Waterfront

4.0 star property
10.0 out of 10, Exceptional, (32)
" Beautiful property, wonderful staff, excellent food service."
The price is RM1,744
RM1,919 total
includes taxes & fees
8 Jul - 9 Jul
The Oaks Waterfront

St Michaels Inn

2.5 star property
8.2 out of 10, Very good, (1003)
"Great spot to be close to town for a modest price. "
The price is RM514
RM565 total
includes taxes & fees
8 Jul - 9 Jul
St Michaels Inn

The Wildset

2.5 star property
9.8 out of 10, Exceptional, (333)
"The room was lovely - comfortable beds, it bathroom, nice toiletries. It’s quiet yet right in the center of town so you can walk to all the shops and restaurants. "
The price is RM925
RM1,110 total
includes taxes & fees
8 Jul - 9 Jul
The Wildset

Inn at Perry Cabin

5.0 star property
9.6 out of 10, Exceptional, (352)
"Grounds are beautiful. Staff very friendly and attentive "
The price is RM2,603
RM3,149 total
includes taxes & fees
16 Jul - 17 Jul
Inn at Perry Cabin

Parsonage Inn

3.5 star property
9.2 out of 10, Wonderful, (128)
"Beautiful Victorian Cottage Home. Outstanding service and breakfast. Wonderful hosts made us feel right @ home!"
The price is RM1,098
RM1,207 total
includes taxes & fees
8 Jul - 9 Jul
Parsonage Inn

George Brooks House B&B

3.0 star property
8.6 out of 10, Excellent, (60)
"Gorgeous quaint historic house. Friendly owner, close to town "
The price is RM1,026
RM1,129 total
includes taxes & fees
8 Jul - 9 Jul
George Brooks House B&B

Quality Inn

2.5 star property
7.8 out of 10, Good, (783)
"full breakfast, comfortable bed and nice pillows"
The price is RM412
RM457 total
includes taxes & fees
3 Aug - 4 Aug
Quality Inn

Hilton Garden Inn Kent Island Marina

3.0 star property
9.0 out of 10, Wonderful, (955)
"Great stay. We have stayed multiple times throughout the years and the quality has always been excellent."
The price is RM643
RM713 total
includes taxes & fees
20 Jul - 21 Jul
Hilton Garden Inn Kent Island Marina

Holiday Inn Express Annapolis East-Kent Island by IHG

2.5 star property
9.2 out of 10, Wonderful, (867)
"Great place"
The price is RM502
RM558 total
includes taxes & fees
21 Jul - 22 Jul
Holiday Inn Express Annapolis East-Kent Island by IHG

Best Western Kent Narrows Inn

2.5 star property
8.2 out of 10, Very good, (1004)
"Second time staying, it’s priced right, great staff, and amazing restaurants right across the street, quiet area right by the bay bridge. "
The price is RM534
RM592 total
includes taxes & fees
24 Jul - 25 Jul
Best Western Kent Narrows Inn

Hyatt Place Kent Narrows & Marina

3.0 star property
9.4 out of 10, Exceptional, (574)
"Great place to stay. "
The price is RM840
RM933 total
includes taxes & fees
8 Jul - 9 Jul
Hyatt Place Kent Narrows & Marina

Knapps Narrows Marina & Inn

3.0 star property
9.4 out of 10, Exceptional, (334)
"Extremely clean, wonderful place "
The price is RM760
RM836 total
includes taxes & fees
8 Jul - 9 Jul
Knapps Narrows Marina & Inn

Wylder Tilghman Island

2.0 star property
8.6 out of 10, Excellent, (48)
"Excellent stay. Very relaxing and great facilities."
The price is RM760
RM1,005 total
includes taxes & fees
8 Jul - 9 Jul
Wylder Tilghman Island

The Tilghman Island Inn

3.5 star property
9.6 out of 10, Exceptional, (95)
"What a great surprise! A great Inn "
The price is RM1,056
RM1,161 total
includes taxes & fees
16 Jul - 17 Jul
The Tilghman Island Inn

Kent Island Resort

3.5 star property
9.2 out of 10, Wonderful, (103)
"It's only 20 min from the downtown annapolis.Clean too."
The price is RM1,473
RM1,821 total
includes taxes & fees
8 Jul - 9 Jul
Kent Island Resort

The Inn at Chesapeake Bay Beach Club

4.0 star property
9.4 out of 10, Exceptional, (399)
"Staff was very polite and friendly. "
The price is RM908
RM1,115 total
includes taxes & fees
22 Jul - 23 Jul
The Inn at Chesapeake Bay Beach Club

Rod 'N' Reel Resort

4.0 star property
8.2 out of 10, Very good, (1003)
"The new renovations are gorgeous and we look forward to returning when everything is up and running! It will be a spectacular resort. "
The price is RM642
RM797 total
includes taxes & fees
8 Jul - 9 Jul
Rod 'N' Reel Resort

Inn at Horn Point

3.0 star property
9.4 out of 10, Exceptional, (19)
"This B&B was centrally located, clean,safe and quiet. However, even though I knew there would be no breakfast, I thought that like most B&B’s there would be the possibility of coffee or tea in the morning. There was no one home to welcome us or give information about nearby restaurants, etc. Why take the reservation if you can’t provide the amenities most B&B’s feature?"
The price is RM1,544
RM1,761 total
includes taxes & fees
7 Aug - 8 Aug
Inn at Horn Point

Village Inn

2.0 star property
6.2 out of 10, (486)
"The staff is super friendly and there is a convenient store to buy drinks and snacks within walking distance."
The price is RM356
RM406 total
includes taxes & fees
8 Jul - 9 Jul
Village Inn

Annapolis Waterfront Hotel, Autograph Collection

4.0 star property
8.8 out of 10, Excellent, (835)
"Front desk staff was very friendly and helpful."
The price is RM908
RM1,035 total
includes taxes & fees
4 Aug - 5 Aug
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?

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 traveller data. Two other choices for your visit to the area are La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway and Comfort Inn Largo-Washington DC East. 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. Provides a snack bar/deli, a seasonal outdoor pool and buffet. Comfort Inn Largo-Washington DC East and Sonesta ES Suites Annapolis 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 12 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, Captain Avery Museum and Franklin Point State Park. 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.