Hotels with Pool & Resorts in Shady Side from AU$138

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Check availability on Shady Side Hotels with Pool

Our top choices for Shady Side hotels with a pool

Seasonal outdoor pool

Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
Sherwood
9.4 out of 10, Exceptional, (372 reviews)
"Clean room, helpful staff, nice breakfast, beautiful views, excellent location."
United States
Denise
The price is AU$140
includes taxes & fees
11 Mar - 12 Mar
Knapps Narrows Marina & Inn
Indoor pool

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very good, (1,000 reviews)
"Nice breakfast, cleanroom. Great location."
United States
Wayne
The price is AU$148
includes taxes & fees
16 Mar - 17 Mar
Best Western Kent Narrows Inn
Seasonal outdoor pool, open 9 AM to 9 PM, pool umbrellas, pool loungers

Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
2.5 star property
Grasonville
9.2 out of 10, Wonderful, (971 reviews)
"Clean room, I enjoy staying here every time I'm in the area"
United States
Peter
The price is AU$165
includes taxes & fees
18 Mar - 19 Mar
Holiday Inn Express Annapolis East-Kent Island by IHG
Lobby

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (880 reviews)
"Nice staff and rooms"
United States
Walter
The price is AU$147
includes taxes & fees
11 Mar - 12 Mar
Quality Inn Grasonville near Kent Island
Indoor pool, seasonal outdoor pool, pool cabanas (surcharge)

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.4 out of 10, Very good, (1,000 reviews)
"Yes the room was clean and the staff was great "
United States
Thurnell
The price is AU$177
includes taxes & fees
19 Mar - 20 Mar
Rod 'N' Reel Resort
Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very good, (1,000 reviews)
"Good value and close to downtown."
United States
John
The price is AU$138
includes taxes & fees
18 Mar - 19 Mar
St Michaels Inn
Outdoor pool

Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
Deale
9.4 out of 10, Exceptional, (478 reviews)
"Beautiful place to stay, we stay their one to two times a year."
United States
Marjorie
The price is AU$245
includes taxes & fees
11 Mar - 12 Mar
Anchored Inn at Hidden Harbour Marina
Outdoor pool, open 9:00 AM to 10:00 PM, pool loungers

Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis
3.0 star property
Annapolis
8.2 out of 10, Very good, (1,001 reviews)
"Very nice stay"
United States
Michael
The price is AU$144
includes taxes & fees
24 Mar - 25 Mar
Hilton Garden Inn Annapolis
Seasonal outdoor pool

Wylder Tilghman Island

Wylder Tilghman Island
2.0 star property
Tilghman
8.8 out of 10, Excellent, (93 reviews)
"We were"
United States
Guevara
The price is AU$256
includes taxes & fees
16 Mar - 17 Mar
Wylder Tilghman Island
Exterior

George Brooks House B&B

George Brooks House B&B
3.0 star property
St. Michaels
8.8 out of 10, Excellent, (69 reviews)
"Gorgeous quaint historic house. Friendly owner, close to town "
United States
Christopher
The price is AU$249
includes taxes & fees
16 Mar - 17 Mar
George Brooks House B&B
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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Choose what matters most at hotels with a pool in Shady Side

Breakfast included
4 stars

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Top Shady Side Hotel Reviews

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

8/10 Good
"Good stay"
Jefferson M 1-night trip
Posted 22 hours ago
DoubleTree by Hilton Hotel Annapolis

Frequently asked questions

What are some accommodation options with pools in Shady Side?
DoubleTree by Hilton Hotel Largo/Washington DC: Hotel located near Northwest Stadium. Features free self parking, an indoor pool and a 24-hour fitness centre. 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. Historic Inns of Annapolis: Hotel located near U.S. Naval Academy. Offers free self parking, an indoor pool and complimentary wireless Internet access. DoubleTree by Hilton Hotel Annapolis: Hotel located near Northwest Stadium. Offers buffet, an indoor pool and free self parking. Crowne Plaza Annapolis by IHG: Hotel located near Northwest Stadium. Features a snack bar/deli, an indoor pool and buffet.
What is there to see and do in Shady Side?
Surround yourself with nature at Northern Chesapeake Bay and Chesapeake Bay. Discover sights such as Shadyside Park, Franklin Point State Park and Captain Avery Museum during your stay.
When is the best time to book a hotel with a pool in Shady Side?
You may want to consider accommodation with an outdoor swimming pool if you'll be visiting Shady Side in the warmest months of July, August or June, when the average temp is 24°C. Accommodation with an indoor pool may be what you want if you are visiting during the coldest months of January, February or December, when the average temp is 5°C.