Find Hotels with a Pool in Shady Side, MD

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Check availability on Shady Side Hotels with a Pool

Tonight
Jan 7 - Jan 8
Tomorrow
Jan 8 - Jan 9
This weekend
Jan 9 - Jan 11
Next weekend
Jan 16 - Jan 18

Our top choices for Shady Side hotels with a pool

Indoor pool, seasonal outdoor pool, cabanas (surcharge), sun loungers
Rod 'N' Reel Resort

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.4 out of 10, Very Good, (1000)
"Yes, everything was spot on. Do come and stay at the Rod and Reel for any special occassion. You will be glad you can."
United States
Alfred
The price is ₩109,479
₩150,432 total
includes taxes & fees
Jan 15 - Jan 16
Rod 'N' Reel Resort
Seasonal outdoor pool
Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
Tilghman
9.4 out of 10, Exceptional, (364)
"nice clean room staff very nice would stay again "
United States
mario
The price is ₩144,792
₩159,271 total
includes taxes & fees
Jan 8 - Jan 9
Knapps Narrows Marina & Inn
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

Holiday Inn Express Annapolis East-Kent Island by IHG
2.5 star property
Grasonville
9.2 out of 10, Wonderful, (947)
"It was very comfortable and clean"
United States
Maria
The price is ₩125,969
₩139,826 total
includes taxes & fees
Jan 19 - Jan 20
Holiday Inn Express Annapolis East-Kent Island by IHG
Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas
St Michaels Inn

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very Good, (1000)
"Good value and close to downtown."
United States
John
The price is ₩145,393
₩159,935 total
includes taxes & fees
Jan 18 - Jan 19
St Michaels Inn
Aerial view
Kent Island Resort

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (130)
"Beautiful and peaceful property!"
United States
Jerry
The price is ₩183,079
₩253,908 total
includes taxes & fees
Jan 11 - Jan 12
Kent Island Resort
Pool
Best Western Annapolis

Best Western Annapolis

Best Western Annapolis
2.5 star property
Annapolis
7.8 out of 10, Good, (1000)
"Great hospitality and breakfast was good…"
United States
Martha
The price is ₩104,250
₩118,845 total
includes taxes & fees
Jan 10 - Jan 11
Best Western Annapolis
Exterior
The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
4.0 star property
Stevensville
9.4 out of 10, Exceptional, (433)
"Beautiful hotel with friendly staff and great food! Comfortable bed, stayed at the Barn. "
United States
Rery
The price is ₩225,803
₩287,484 total
includes taxes & fees
Feb 1 - Feb 2
The Inn at Chesapeake Bay Beach Club
Seasonal outdoor pool
Wylder Tilghman Island

Wylder Tilghman Island

Wylder Tilghman Island
2.0 star property
Tilghman
8.8 out of 10, Excellent, (91)
"Very relaxing stay."
United States
Anne
The price is ₩170,338
₩250,976 total
includes taxes & fees
Jan 18 - Jan 19
Wylder Tilghman Island
Indoor pool, sun loungers
Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
Grasonville
9.6 out of 10, Exceptional, (695)
"Good breakfast, great view, clean and well run, pleasant staff, great dining options nearby. "
United States
Kevin
The price is ₩167,959
₩186,434 total
includes taxes & fees
Jan 19 - Jan 20
Hyatt Place Kent Narrows & Marina
Lobby
Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (865)
"room was nice breakfast was good and the staff was very friendly and helpful. "
United States
Esai
The price is ₩121,842
₩135,245 total
includes taxes & fees
Jan 19 - Jan 20
Quality Inn Grasonville near Kent Island
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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Top Shady Side Hotel Reviews

Frequently asked questions

What are some accommodations with pools in Shady Side?
DoubleTree by Hilton Hotel 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. Features free self parking, an indoor pool, and complimentary wireless internet access. Graduate by Hilton 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. Comfort Inn Largo-Washington DC East: Offers buffet, a seasonal outdoor pool, and free self parking.
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 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.