Find Hotels with a Pool in Shady Side, MD

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Check availability on Shady Side Hotels with a Pool

Top Shady Side Hotels with a Pool

Holiday Inn Express Annapolis East-Kent Island by IHG
Seasonal outdoor pool, open 9 AM to 9 PM, pool umbrellas, sun loungers

Holiday Inn Express Annapolis East-Kent Island by IHG

2.5 star property
9.2 out of 10, Wonderful, (890)
"Wonderful breakfast and lovely outdoor seating next to the water! My favorite place to stay when I visit!!!"
The price is ₩166,203
₩184,485 total
includes taxes & fees
Aug 24 - Aug 25
Holiday Inn Express Annapolis East-Kent Island by IHG
Best Western Kent Narrows Inn
Indoor pool

Best Western Kent Narrows Inn

2.5 star property
8.2 out of 10, Very Good, (1001)
"Excellent location"
The price is ₩151,929
₩168,642 total
includes taxes & fees
Sep 1 - Sep 2
Best Western Kent Narrows Inn
Comfort Inn Conference Center
Seasonal outdoor pool

Comfort Inn Conference Center

2.5 star property
9.0 out of 10, Wonderful, (1005)
"The staff was very pleasant, and it was great to stay somewhere that still has room service! Comfortable beds, good location."
The price is ₩138,269
₩156,244 total
includes taxes & fees
Aug 27 - Aug 28
Comfort Inn Conference Center
St Michaels Inn
Front of property

St Michaels Inn

2.5 star property
8.2 out of 10, Very Good, (1002)
"Very nice stay"
The price is ₩140,476
₩154,526 total
includes taxes & fees
Sep 1 - Sep 2
St Michaels Inn
Quality Inn
Suite, 1 Queen Bed, Non Smoking | In-room safe, iron/ironing board, free WiFi, bed sheets

Quality Inn

2.5 star property
7.8 out of 10, Good, (813)
"Conveniently located with overall great value."
The price is ₩136,174
₩151,152 total
includes taxes & fees
Sep 14 - Sep 15
Quality Inn
SpringHill Suites by Marriott Annapolis
Indoor pool, sun loungers

SpringHill Suites by Marriott Annapolis

3.0 star property
9.0 out of 10, Wonderful, (1001)
"Great place"
The price is ₩129,401
₩147,517 total
includes taxes & fees
Aug 28 - Aug 29
SpringHill Suites by Marriott Annapolis
Country Inn & Suites by Radisson, Annapolis, MD
Indoor pool

Country Inn & Suites by Radisson, Annapolis, MD

3.0 star property
9.0 out of 10, Wonderful, (1005)
"Great visit "
The price is ₩135,336
₩154,283 total
includes taxes & fees
Aug 28 - Aug 29
Country Inn & Suites by Radisson, Annapolis, MD
Best Western Annapolis
Pool

Best Western Annapolis

2.5 star property
7.8 out of 10, Good, (1000)
"Clean updated great location "
The price is ₩109,372
₩124,685 total
includes taxes & fees
Aug 24 - Aug 25
Best Western Annapolis
Crowne Plaza Annapolis by IHG
Indoor pool

Crowne Plaza Annapolis by IHG

3.5 star property
8.8 out of 10, Excellent, (1004)
"Good location"
The price is ₩145,253
₩165,589 total
includes taxes & fees
Aug 28 - Aug 29
Crowne Plaza Annapolis by IHG
Rod 'N' Reel Resort
Indoor pool, seasonal outdoor pool, cabanas (surcharge), sun loungers

Rod 'N' Reel Resort

4.0 star property
8.4 out of 10, Very Good, (1006)
"Great place to stay."
The price is ₩187,292
₩235,828 total
includes taxes & fees
Aug 24 - Aug 25
Rod 'N' Reel Resort
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.

Top Shady Side Hotel Reviews

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

10/10 Excellent
"Nice hotel, convenient location with easy parking. "
Jessica 1-night trip
Posted 3 days ago
DoubleTree by Hilton Hotel Annapolis

Frequently asked questions

What are some accommodations with pools in Shady Side?
Historic Inns of Annapolis: Hotel located near Northwest Stadium. Offers a snack bar/deli, a seasonal outdoor pool, and buffet. Graduate by Hilton Annapolis: Features buffet, an indoor pool, and free self parking. La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway: Hotel located near Northwest Stadium. Offers buffet, an indoor pool, and free self parking. Country Inn & Suites by Radisson, Annapolis, MD: Provides buffet, a seasonal outdoor pool, and complimentary wireless internet access. Comfort Inn Largo-Washington DC East: Offers a snack bar/deli, an indoor pool, and daily.
What is there to see and do in Shady Side?
The picturesque setting of Shadyside Park showcases the area's natural beauty. Discover sights such as 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.