Brewster Hotels with Swimming Pool

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Brewster Hotels with Swimming Pools

Next weekend
In two weeks

Our top choices for Brewster hotels with a pool

Heidi's Inn

Heidi's Inn
2.5 star property
Brewster
8.8 out of 10, Excellent, (809)
"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 RM470
RM509 total
includes taxes & fees
21 Dec - 22 Dec
Heidi's Inn

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very good, (1002)
"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 RM485
RM549 total
includes taxes & fees
21 Dec - 22 Dec
Overlook Lodge at Bear Mountain

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, (1002)
"Very nice stay."
United States
Peter
The price is RM388
RM439 total
includes taxes & fees
9 Jan - 10 Jan 2026
Holiday Inn Express Fishkill-Mid Hudson Valley by IHG

Hilton Garden Inn Fishkill

Hilton Garden Inn Fishkill
3.0 star property
Fishkill
8.6 out of 10, Excellent, (1001)
"Brayden was great"
United States
Will
The price is RM374
RM423 total
includes taxes & fees
28 Dec - 29 Dec
Hilton Garden Inn Fishkill

Heritage Hotel, Golf, Spa & Conference Center

Heritage Hotel, Golf, Spa & Conference Center
3.5 star property
Southbury
8.4 out of 10, Very good, (1002)
"Very lovely hotel "
United States
Nancy M
The price is RM448
RM571 total
includes taxes & fees
18 Jan - 19 Jan 2026
Heritage Hotel, Golf, Spa & Conference Center

Ethan Allen Hotel

Ethan Allen Hotel
3.5 star property
Danbury
7.8 out of 10, Good, (1084)
"Great room and great service"
United States
kisa
Ethan Allen Hotel

Best Western Fishkill Inn & Suites

Best Western Fishkill Inn & Suites
3.5 star property
Fishkill
8.8 out of 10, Excellent, (961)
"Place was amazing "
United States
Neydi
The price is RM432
RM488 total
includes taxes & fees
9 Jan - 10 Jan 2026
Best Western Fishkill Inn & Suites

Courtyard By Marriott Danbury

Courtyard By Marriott Danbury
3.0 star property
Danbury
9.0 out of 10, Wonderful, (475)
"The hotel staff was very nice and the rooms were clean. "
United States
Karla
The price is RM453
RM521 total
includes taxes & fees
11 Jan - 12 Jan 2026
Courtyard By Marriott Danbury

Comfort Suites Fishkill near Interstate 84

Comfort Suites Fishkill near Interstate 84
2.5 star property
Fishkill
9.2 out of 10, Wonderful, (999)
"Yes stay was pleasant "
United States
henry
The price is RM381
RM431 total
includes taxes & fees
28 Dec - 29 Dec
Comfort Suites Fishkill near Interstate 84

Hampton Inn Fishkill

Hampton Inn Fishkill
2.5 star property
Fishkill
8.6 out of 10, Excellent, (1002)
"Excellent stay, personnel and breakfast!! "
United States
Wilma L
The price is RM352
RM398 total
includes taxes & fees
20 Jan - 21 Jan 2026
Hampton Inn Fishkill
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 Brewster Hotel Reviews

Frequently asked questions

What are some accommodation options 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 complimentary high-speed (wired) Internet access, a pool and free self parking. Windrose On Hudson: Provides a snack bar/deli, a seasonal outdoor pool and complimentary high-speed (wired) Internet access.
What is there to see and do in Brewster?
Take a walk along the waterfront at Canopus Beach and Mamanasco 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 has an outdoor pool if you plan to visit Brewster in the warmest months of July, August or June, when the average temp is 21°C. Accommodation offering an indoor pool may be the way to go if you come to town during the coldest months of January, February or December, when the average temp is 0°C.
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 venture out into the surrounding area, hop aboard a train at Brewster Train Station or Southeast Station. Brewster might not have many public transport options to choose from, so consider renting a car to explore more.

Explore a world of travel with Expedia