Find Hotels with a Pool in Shady Side, MD from CA $134

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Check availability on Shady Side Hotels with a Pool

Top Shady Side Hotels with a Pool

The Oaks Waterfront
Front of property

The Oaks Waterfront

4.0 star property
10.0 out of 10, Exceptional, (33)
"Loved the Oaks! Fabulous accommodations and excellent staff"
The price is CA $568
CA $625 total
includes taxes & fees
Aug 17 - Aug 18
The Oaks Waterfront
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, (1001)
"Very nice stay"
The price is CA $134
CA $148 total
includes taxes & fees
Sep 14 - Sep 15
St Michaels Inn
Inn at Perry Cabin
Outdoor pool

Inn at Perry Cabin

5.0 star property
9.6 out of 10, Exceptional, (358)
"Beautiful place to stay."
The price is CA $786
CA $951 total
includes taxes & fees
Sep 7 - Sep 8
Inn at Perry Cabin
Parsonage Inn
Porch

Parsonage Inn

3.5 star property
9.2 out of 10, Wonderful, (130)
"Beautiful Victorian Cottage Home. Outstanding service and breakfast. Wonderful hosts made us feel right @ home!"
The price is CA $315
CA $346 total
includes taxes & fees
Aug 17 - Aug 18
Parsonage Inn
George Brooks House B&B
Exterior

George Brooks House B&B

3.0 star property
8.8 out of 10, Excellent, (61)
"Gorgeous quaint historic house. Friendly owner, close to town "
The price is CA $297
CA $327 total
includes taxes & fees
Aug 17 - Aug 18
George Brooks House B&B
Quality Inn
Lobby

Quality Inn

2.5 star property
7.8 out of 10, Good, (808)
"Conveniently located with overall great value."
The price is CA $135
CA $149 total
includes taxes & fees
Sep 14 - Sep 15
Quality Inn
Hilton Garden Inn Kent Island Marina
Indoor pool, open 5 AM to 11 PM, sun loungers

Hilton Garden Inn Kent Island Marina

3.0 star property
9.0 out of 10, Wonderful, (983)
"Friendly staff, nice environment"
The price is CA $209
CA $232 total
includes taxes & fees
Aug 24 - Aug 25
Hilton Garden Inn Kent Island Marina
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, (885)
"Nice hotel "
The price is CA $180
CA $200 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
8.0 out of 10, Very good, (1001)
"I like the location and how easy it is to get to our room."
The price is CA $150
CA $166 total
includes taxes & fees
Aug 21 - Aug 22
Best Western Kent Narrows Inn
Hyatt Place Kent Narrows & Marina
Indoor pool, sun loungers

Hyatt Place Kent Narrows & Marina

3.0 star property
9.4 out of 10, Exceptional, (605)
"Great place to stay. "
The price is CA $230
CA $255 total
includes taxes & fees
Aug 21 - Aug 22
Hyatt Place Kent Narrows & 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.

Top Shady Side Hotel Reviews

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

10/10 Excellent
"Great area and it was a perfect hotel for our trip. "
Lauren 3-night trip
Posted 11 hours ago
Graduate by Hilton Annapolis

Frequently asked questions

What are some accommodations with pools in Shady Side?
Bay views with kayaks, bikes, fire pit, crabbing and more: Hotel located near Northwest Stadium. Features a snack bar/deli, a seasonal outdoor pool, and buffet. Calloway Drive Retreat | House in Shady Side: Hotel located near Northwest Stadium. Offers buffet, an indoor pool, and free self parking. Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side: Provides buffet, an indoor pool, and free self parking. Historic Inns of Annapolis: Features buffet, a seasonal outdoor pool, and complimentary wireless internet access. Graduate by Hilton Annapolis: Features 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.