Hotels with Swimming Pool in Shady Side, Maryland

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Check availability on Shady Side Hotels with Swimming 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, (1,006 reviews)
"Wonderful staff,Clean rooms and comfortable bed!!"
United States
Evette
The price is P5,616
P6,234 total
includes taxes & fees
Mar 22 - Mar 23
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, (373 reviews)
"Clean room, helpful staff, nice breakfast, beautiful views, excellent location."
United States
Denise
The price is P5,377
P5,915 total
includes taxes & fees
Mar 15 - Mar 16
Knapps Narrows Marina & Inn
Indoor pool, seasonal outdoor pool, cabanas (surcharge), sun loungers

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.4 out of 10, Very Good, (1,004 reviews)
"Spacious and welcoming lobby, room was clean. "
United States
Patricia
The price is P6,079
P7,943 total
includes taxes & fees
Mar 22 - Mar 23
Rod 'N' Reel Resort
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 P7,441
P10,814 total
includes taxes & fees
Mar 22 - Mar 23
Wylder Tilghman Island
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)
"Staff was friendly and helpful and allowed me to check in early"
United States
Chad
The price is P5,586
P6,200 total
includes taxes & fees
Mar 17 - Mar 18
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, (70 reviews)
"Gorgeous quaint historic house. Friendly owner, close to town "
United States
Christopher
The price is P9,560
P10,516 total
includes taxes & fees
Mar 16 - Mar 17
George Brooks House B&B
Seasonal outdoor pool, open 9 AM to 9 PM, pool umbrellas, sun 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, (972 reviews)
"Check-in was great! The young man at the desk was so friendly and helpful!! Room was clean and beds were clean and comfortable!"
United States
Kelley
The price is P5,796
P6,433 total
includes taxes & fees
Mar 16 - Mar 17
Holiday Inn Express Annapolis East-Kent Island by IHG
Indoor pool, open 5 AM to 11 PM, sun loungers

Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
3.0 star property
Grasonville
9.0 out of 10, Wonderful, (1,002 reviews)
"Staff was friendly and rooms were clean. Beautiful area to visit. "
United States
Amy
The price is P6,810
P7,559 total
includes taxes & fees
Mar 19 - Mar 20
Hilton Garden Inn Kent Island 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)
" Great place,great location, was in town for St Michael Chocolate fest "
United States
Katherine
The price is P6,677
P7,345 total
includes taxes & fees
Mar 31 - Apr 1
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)
"The Anchored Inn at Hidden Harbour Marina is a small gem of a hotel in Deale, Maryland. The staff was incredibly kind and professional. We were there "off season" and enjoyed the quiet. The room was a little small, but the bed was very comfortable. We would stay at the Anchored Inn again in a heartbeat!"
United States
Katey
The price is P9,088
P10,360 total
includes taxes & fees
Mar 16 - Mar 17
Anchored Inn at Hidden Harbour Marina
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

DoubleTree by Hilton Hotel Largo/Washington DC

DoubleTree by Hilton Hotel Largo/Washington DC

10/10 Excellent
"Super great"
Juan 3-night trip
Posted 3 hours ago
DoubleTree by Hilton Hotel Largo/Washington DC

Frequently asked questions

What are some accommodations with pools in Shady Side?
Graduate by Hilton Annapolis: Hotel located near Northwest Stadium. Offers free self parking, an indoor pool, and a 24-hour fitness center. DoubleTree by Hilton Hotel Largo/Washington DC: Hotel located near U.S. Naval Academy. Provides free self parking, an indoor pool, and complimentary wireless internet access. Crowne Plaza Annapolis by IHG: Hotel located near Northwest Stadium. Offers a snack bar/deli, a seasonal outdoor pool, and buffet. Historic Inns of Annapolis: Hotel located near Northwest Stadium. Features buffet, an indoor pool, and free self parking. La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway: Provides buffet, a seasonal outdoor pool, and complimentary wireless internet access.
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 an accommodation with an outdoor swimming pool if you will be visiting Shady Side in the warmest months of July, August, or June when the average temp is 75°F. Lodging 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 40°F.

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