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Check availability on Shady Side Hotels with Pool

Our top choices for Shady Side hotels with a pool

Indoor pool

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very good, (1,003 reviews)
"Nice breakfast, cleanroom. Great location."
United States
Wayne
The price is ฿2,931
฿3,254 total
includes taxes & fees
2 Mar - 3 Mar
Best Western Kent Narrows Inn
Seasonal outdoor pool

Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
Sherwood
9.4 out of 10, Exceptional, (370 reviews)
"Clean room, helpful staff, nice breakfast, beautiful views, excellent location."
United States
Denise
The price is ฿3,119
฿3,430 total
includes taxes & fees
23 Feb - 24 Feb
Knapps Narrows Marina & 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, (476 reviews)
"Beautiful place to stay, we stay their one to two times a year."
United States
Marjorie
The price is ฿4,182
฿4,768 total
includes taxes & fees
22 Feb - 23 Feb
Anchored Inn at Hidden Harbour Marina
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, (1,001 reviews)
"Good value and close to downtown."
United States
John
St Michaels Inn
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, (1,003 reviews)
"Yes the room was clean and the staff was great "
United States
Thurnell
The price is ฿3,340
฿4,331 total
includes taxes & fees
24 Feb - 25 Feb
Rod 'N' Reel Resort
Lobby

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (875 reviews)
"Nice staff and rooms"
United States
Walter
The price is ฿2,624
฿2,913 total
includes taxes & fees
16 Mar - 17 Mar
Quality Inn Grasonville near Kent Island
Exterior

George Brooks House B&B

George Brooks House B&B
3.0 star property
St. Michaels
8.8 out of 10, Excellent, (67 reviews)
"Gorgeous quaint historic house. Friendly owner, close to town "
United States
Christopher
The price is ฿5,270
฿5,797 total
includes taxes & fees
24 Feb - 25 Feb
George Brooks House B&B
Indoor pool, open 5 AM to 11 PM, pool loungers

Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
3.0 star property
Grasonville
9.0 out of 10, Wonderful, (1,000 reviews)
"Staff was friendly and rooms were clean. Beautiful area to visit. "
United States
Amy
The price is ฿3,554
฿3,945 total
includes taxes & fees
25 Feb - 26 Feb
Hilton Garden Inn Kent Island Marina
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, (961 reviews)
"Clean room, I enjoy staying here every time I'm in the area"
United States
Peter
The price is ฿2,969
฿3,295 total
includes taxes & fees
24 Feb - 25 Feb
Holiday Inn Express Annapolis East-Kent Island by IHG
Porch

Parsonage Inn

Parsonage Inn
3.5 star property
Downtown St. Michaels
9.2 out of 10, Wonderful, (131 reviews)
"Hosts were wonderful, breakfast was delicious, everything was walkable "
United States
Nathaly
The price is ฿4,647
฿5,111 total
includes taxes & fees
2 Mar - 3 Mar
Parsonage Inn
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

Top Shady Side Hotel Reviews

Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

10/10 Excellent
"Room was clean. All of the staff that I interacted with was so great! "
Amy 7-night trip
Posted 1 day ago
Sonesta ES Suites 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. Sonesta ES Suites Annapolis: Provides buffet, a seasonal outdoor pool and complimentary wireless Internet access. Graduate by Hilton Annapolis: Provides buffet, an indoor pool and free self parking. Historic Inns of Annapolis: 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, Captain Avery Museum and Franklin Point State Park 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.