Hotels with Swimming Pool in Shady Side, Maryland

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Check availability on Shady Side Hotels with Swimming Pool

Tonight
Oct 5 - Oct 6
Tomorrow
Oct 6 - Oct 7
Next weekend
Oct 10 - Oct 12
In two weeks
Oct 17 - Oct 19

Top Shady Side Hotels with Swimming Pool

Knapps Narrows Marina & Inn
Seasonal outdoor pool

Knapps Narrows Marina & Inn

3.0 star property
9.4 out of 10, Exceptional, (342)
"Beautiful view!"
The price is P5,787
P6,366 total
includes taxes & fees
Oct 6 - Oct 7
Knapps Narrows Marina & Inn
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, (903)
"The BEAUTIFUL backyard on the water, the walking trail, and the walkability to several restaurants were so nice!"
The price is P7,349
P8,158 total
includes taxes & fees
Oct 19 - Oct 20
Holiday Inn Express Annapolis East-Kent Island by IHG
St Michaels Inn
Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas

St Michaels Inn

2.5 star property
8.2 out of 10, Very Good, (1002)
"Great location, free parking, free breakfast excellent staff."
The price is P5,514
P6,066 total
includes taxes & fees
Oct 19 - Oct 20
St Michaels Inn
Comfort Inn Conference Center
Seasonal outdoor pool

Comfort Inn Conference Center

2.5 star property
9.2 out of 10, Wonderful, (1001)
"Nice stay"
The price is P5,729
P6,474 total
includes taxes & fees
Oct 20 - Oct 21
Comfort Inn Conference Center
DoubleTree by Hilton Hotel Largo/Washington DC
Indoor pool

DoubleTree by Hilton Hotel Largo/Washington DC

4.0 star property
8.0 out of 10, Very Good, (1005)
"Great staff"
The price is P5,603
P6,331 total
includes taxes & fees
Nov 3 - Nov 4
DoubleTree by Hilton Hotel Largo/Washington DC
Best Western Kent Narrows Inn
Indoor pool

Best Western Kent Narrows Inn

2.5 star property
8.0 out of 10, Very Good, (1003)
"Clean well appointed room. Very pet friendly with a reasonable pet fee of $30."
The price is P7,290
P8,092 total
includes taxes & fees
Nov 2 - Nov 3
Best Western Kent Narrows Inn
Wylder Tilghman Island
Seasonal outdoor pool

Wylder Tilghman Island

2.0 star property
8.8 out of 10, Excellent, (82)
"Very relaxing stay."
The price is P9,896
P13,432 total
includes taxes & fees
Oct 12 - Oct 13
Wylder Tilghman Island
Quality Inn
Lobby

Quality Inn

2.5 star property
7.8 out of 10, Good, (832)
"Great place and great staff"
The price is P5,657
P6,279 total
includes taxes & fees
Nov 2 - Nov 3
Quality Inn
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, (1001)
"great place "
The price is P7,760
P9,771 total
includes taxes & fees
Oct 6 - Oct 7
Rod 'N' Reel Resort
Legacy Villa
Exterior

Legacy Villa

4.0 star property
The price is P9,730
P10,995 total
includes taxes & fees
Oct 14 - Oct 15
Legacy Villa
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.
View all properties

Top Shady Side Hotel Reviews

Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

10/10 Excellent
"Great room."
Scott 2-night trip
Posted 2 days ago
Crowne Plaza Annapolis by IHG

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Frequently asked questions

What are some accommodations with pools in Shady Side?
Historic Inns of 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 Northwest Stadium. Provides a snack bar/deli, a seasonal outdoor pool, and buffet. La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway: Hotel located near Northwest Stadium. Features buffet, an indoor pool, and free self parking. Comfort Inn Largo-Washington DC East: Offers buffet, a seasonal outdoor pool, and complimentary wireless internet access. Sonesta ES Suites Annapolis: Features buffet, an indoor pool, and free self parking.
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.