Find Hotels with a Pool in Brewster, NY

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Check availability on Brewster Hotels with a Pool

Our top choices for Brewster hotels with a pool

Seasonal outdoor pool, open 8:00 AM to 9:00 PM, free cabanas
Heidi's Inn

Heidi's Inn

Heidi's Inn
2.5 star property
Brewster
8.8 out of 10, Excellent, (808)
"The inn is absolutely charming! Great staff, clean room and the breakfast buffet was great. We will be returning next year! "
United States
SUSAN
The price is ￥17,865
￥19,361 total
includes taxes & fees
Dec 21 - Dec 22
Heidi's Inn
Seasonal outdoor pool
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very Good, (1001)
"Staff was incredibly kind and the room was super cozy. The inn is beautiful and there is enough to do around. "
United States
Ryan
The price is ￥14,941
￥16,901 total
includes taxes & fees
Dec 20 - Dec 21
Overlook Lodge at Bear Mountain
Indoor pool
Holiday Inn Express Fishkill-Mid Hudson Valley by IHG

Holiday Inn Express Fishkill-Mid Hudson Valley by IHG

Holiday Inn Express Fishkill-Mid Hudson Valley by IHG
2.5 star property
Fishkill
8.4 out of 10, Very Good, (1001)
"Very nice stay."
United States
Peter
The price is ￥14,802
￥16,744 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Holiday Inn Express Fishkill-Mid Hudson Valley by IHG
Seasonal outdoor pool
Ethan Allen Hotel

Ethan Allen Hotel

Ethan Allen Hotel
3.5 star property
Danbury
7.8 out of 10, Good, (1086)
"Great Hotel!"
United States
Steven
Ethan Allen Hotel
Indoor pool
Residence Inn by Marriott Fishkill

Residence Inn by Marriott Fishkill

Residence Inn by Marriott Fishkill
3.0 star property
Fishkill
9.4 out of 10, Exceptional, (403)
"Excellent stay!"
United States
Margaret
The price is ￥21,205
￥23,988 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Residence Inn by Marriott Fishkill
Sports facility
Hilton Garden Inn Fishkill

Hilton Garden Inn Fishkill

Hilton Garden Inn Fishkill
3.0 star property
Fishkill
8.6 out of 10, Excellent, (1007)
"Brayden was great"
United States
Will
The price is ￥14,204
￥16,068 total
includes taxes & fees
Dec 22 - Dec 23
Hilton Garden Inn Fishkill
Seasonal outdoor pool
Comfort Inn & Suites Danbury-Bethel

Comfort Inn & Suites Danbury-Bethel

Comfort Inn & Suites Danbury-Bethel
2.5 star property
Danbury
8.6 out of 10, Excellent, (560)
"Clean room,staff we great"
United States
Sammie
The price is ￥16,915
￥19,452 total
includes taxes & fees
Dec 28 - Dec 29
Comfort Inn & Suites Danbury-Bethel
Indoor pool
Hampton Inn Fishkill

Hampton Inn Fishkill

Hampton Inn Fishkill
2.5 star property
Fishkill
8.6 out of 10, Excellent, (1004)
"Excellent stay, personnel and breakfast!! "
United States
Wilma L
The price is ￥14,757
￥16,693 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Hampton Inn Fishkill
Indoor pool
Comfort Suites Fishkill near Interstate 84

Comfort Suites Fishkill near Interstate 84

Comfort Suites Fishkill near Interstate 84
2.5 star property
Fishkill
9.2 out of 10, Wonderful, (1003)
"Yes stay was pleasant "
United States
henry
The price is ￥14,493
￥16,396 total
includes taxes & fees
Dec 22 - Dec 23
Comfort Suites Fishkill near Interstate 84
Seasonal outdoor pool
La Quinta Inn & Suites by Wyndham Danbury

La Quinta Inn & Suites by Wyndham Danbury

La Quinta Inn & Suites by Wyndham Danbury
3.0 star property
Danbury
8.4 out of 10, Very Good, (1001)
"Friendly staff and clean rooms always makes for a great stay!!!"
United States
sam
The price is ￥16,617
￥19,109 total
includes taxes & fees
Dec 17 - Dec 18
La Quinta Inn & Suites by Wyndham Danbury
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 Brewster Hotel Reviews

Hotel MTK Mount Kisco

Hotel MTK Mount Kisco

10/10 Excellent
"Spotless! Staff pleasant and accommodating! Great bar for a nightcap! And probably for everything else!"
Susan 1-night trip
Posted 2 days ago
Hotel MTK Mount Kisco

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Frequently asked questions

What are some accommodations with pools in Brewster?
Comfort Inn Brewster: Offers daily, a seasonal outdoor pool, and free self parking. Heidi's Inn: Features a full-service spa, a seasonal outdoor pool, and a snack bar/deli. EVEN Hotel Norwalk by IHG: Offers a snack bar/deli, a seasonal outdoor pool, and free self parking. Overlook Lodge at Bear Mountain: Features a snack bar/deli, an indoor pool, and complimentary wireless internet access. Ethan Allen Hotel: Features complimentary wired internet access, a pool, and free self parking.
What is there to see and do in Brewster?
Take a walk along the waterfront at Mamanasco Beach and Canopus Beach. Discover sights such as Brewster Public Library during your stay.
When is the best time to book a hotel with a pool in Brewster?
You may want to think about a place to stay that offers an outdoor pool if you plan to visit Brewster in the warmest months of July, August, or June when the average temp is 69°F. Lodging offering an indoor pool may be the way to go if you visit during the coldest months of January, February, or December when the average temp is 32°F.
What's the best way to travel around Brewster?
Knowing the transportation options in Brewster can help you enjoy the area beyond your hotel pool. To see more of the surrounding area, hop aboard a train at Brewster Train Station or Southeast Station. Brewster may not have many public transit options to choose from so consider renting a car to explore more.