Shady Side Hotel Guide - Hotels with Pool in Shady Side, Maryland

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Check availability on Shady Side Hotels with Pool

Our top choices for Shady Side hotels with a pool

Indoor pool, seasonal outdoor pool, pool cabanas (surcharge)
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, (1,006 reviews)
"Really liked the new Rod n Reel. Everything checked out. "
United States
Pablo
The price is €89
includes taxes & fees
22 Jan - 23 Jan
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, (365 reviews)
"nice clean room staff very nice would stay again "
United States
mario
The price is €94
includes taxes & fees
22 Jan - 23 Jan
Knapps Narrows Marina & Inn
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, (1,000 reviews)
"Good value and close to downtown."
United States
John
The price is €95
includes taxes & fees
26 Jan - 27 Jan
St Michaels 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

Holiday Inn Express Annapolis East-Kent Island by IHG
2.5 star property
Grasonville
9.2 out of 10, Wonderful, (950 reviews)
"Great staff, clean room, nice view!"
United States
Quiana
The price is €90
includes taxes & fees
24 Jan - 25 Jan
Holiday Inn Express Annapolis East-Kent Island by IHG
Seasonal outdoor pool
Wylder Tilghman Island

Wylder Tilghman Island

Wylder Tilghman Island
2.0 star property
Tilghman
8.8 out of 10, Excellent, (91 reviews)
"Very relaxing stay."
United States
Anne
The price is €146
includes taxes & fees
25 Jan - 26 Jan
Wylder Tilghman Island
Property amenity
Comfort Inn Conference Center

Comfort Inn Conference Center

Comfort Inn Conference Center
2.5 star property
Bowie
9.2 out of 10, Wonderful, (1,005 reviews)
"The staff was amazing , very friendly. Rooms were very clean."
United States
Victoria
The price is €95
includes taxes & fees
2 Feb - 3 Feb
Comfort Inn Conference Center
Aerial view
Kent Island Resort

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (130 reviews)
"Beautiful and peaceful property!"
United States
Jerry
The price is €151
includes taxes & fees
18 Jan - 19 Jan
Kent Island Resort
Indoor pool, pool 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, (699 reviews)
"Good breakfast, great view, clean and well run, pleasant staff, great dining options nearby. "
United States
Kevin
The price is €115
includes taxes & fees
19 Jan - 20 Jan
Hyatt Place Kent Narrows & Marina
Indoor pool
Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1,001 reviews)
"Breakfast menu was great! Pool and hot tub were nice!"
United States
Terrence
The price is €89
includes taxes & fees
8 Feb - 9 Feb
Country Inn & Suites by Radisson, Annapolis, MD
Indoor pool
Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1,001 reviews)
"We keep coming back to the hotel with every visit to Annapolis. "
United States
Catherine
The price is €82
includes taxes & fees
1 Feb - 2 Feb
Courtyard by Marriott Annapolis
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

Holiday Inn Express I-95 Capitol Beltway-Largo by IHG

Holiday Inn Express I-95 Capitol Beltway-Largo by IHG

10/10 Excellent
"Yes everything great"
Robert 3-night trip
Posted 7 hours ago
Holiday Inn Express I-95 Capitol Beltway-Largo by IHG

Frequently asked questions

What are some accommodation options 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 centre. 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 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.