Search Hotels with Pool in Chester

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Check availability on Chester Hotels with Pool

Tonight
29 Mar - 30 Mar
Tomorrow
30 Mar - 31 Mar
Next weekend
3 Apr - 5 Apr
In two weeks
10 Apr - 12 Apr

Our top choices for Chester hotels with a pool

Indoor pool, pool loungers

Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG
2.5 star property
Chester
8.6 out of 10, Excellent, (1,005 reviews)
"We have been several times during the past few years the hotel is in very good condition and the coffee is really good available 24 hours a day the breakfast has several choices that are good the rooms are clean the A/C and heat work great overall great place to stay we come sometimes for a quick weekend getaway from New York City will continue to come back. Great local diner and restaurants."
United States
Kenneth
The price is Rp2.105.520
Rp2.487.145 total
includes taxes & fees
1 Apr - 2 Apr
Holiday Inn Express Hotel & Suites Chester by IHG
Miscellaneous

The Dominion House Bed & Breakfast

The Dominion House Bed & Breakfast
2.0 star property
Chester
9.2 out of 10, Wonderful, (233 reviews)
"Breakfast was delicious Suzy and Eric were wonderful hosts and the property is absolutely stunning highly recommend your bed and breakfast for those visiting upstate NY."
United States
Erek
The price is Rp3.650.700
Rp4.129.876 total
includes taxes & fees
6 Apr - 7 Apr
The Dominion House Bed & Breakfast
Seasonal outdoor pool

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very good, (1,002 reviews)
"Great staff and clean rooms. Beautiful views."
United States
Renee
The price is Rp2.020.620
Rp2.285.848 total
includes taxes & fees
31 Mar - 1 Apr
Overlook Lodge at Bear Mountain
Seasonal outdoor pool

Days Inn by Wyndham Wurtsboro

Days Inn by Wyndham Wurtsboro
2.0 star property
Wurtsboro
7.6 out of 10, Good, (612 reviews)
"Everything was clean. "
United States
John
The price is Rp1.545.180
Rp1.746.053 total
includes taxes & fees
31 Mar - 1 Apr
Days Inn by Wyndham Wurtsboro
BBQ/picnic Area

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,000 reviews)
"It was a beautiful experience. Clean and 5 star service. The staff so friendly and helpful. Peaceful fun experience. "
United States
Amanda
The price is Rp1.554.010
Rp1.835.674 total
includes taxes & fees
14 Apr - 15 Apr
Hampton Inn by Hilton Middletown
Seasonal outdoor pool

Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown
3.0 star property
Goshen
8.8 out of 10, Excellent, (1,000 reviews)
"Amazing staff Great breakfast Clean quiet rooms"
United States
R
The price is Rp1.861.857
Rp2.292.412 total
includes taxes & fees
6 Apr - 7 Apr
Fairfield Inn & Suites by Marriott Goshen Middletown
Indoor pool

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
2.0 star property
New Windsor
8.4 out of 10, Very good, (1,002 reviews)
"Superb place to stay."
United States
Denessy
The price is Rp1.619.722
Rp1.832.482 total
includes taxes & fees
12 Apr - 13 Apr
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Indoor pool

Hilton Garden Inn Fishkill

Hilton Garden Inn Fishkill
3.0 star property
Fishkill
8.6 out of 10, Excellent, (1,001 reviews)
"A good place to stay when you are in this region. "
Canada
Valere
The price is Rp2.020.620
Rp2.336.343 total
includes taxes & fees
31 Mar - 1 Apr
Hilton Garden Inn Fishkill
Indoor pool

Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.6 out of 10, Excellent, (1,002 reviews)
"Great stay!!! "
United States
diana
The price is Rp1.850.820
Rp2.186.282 total
includes taxes & fees
2 Apr - 3 Apr
Courtyard by Marriott Middletown Goshen
Indoor pool

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,005 reviews)
"Best Hotel in area so far 😁 "
United States
Debi
The price is Rp1.823.652
Rp2.154.253 total
includes taxes & fees
5 Apr - 6 Apr
Sleep Inn & Suites Middletown - Goshen
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

Choose what matters most at hotels with a pool in Chester

Breakfast included
Hot tub

Top Chester Hotel Reviews

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

10/10 Excellent
"Great "
James 1-night trip
Posted 5 hours ago
Sleep Inn & Suites Middletown - Goshen

Frequently asked questions

What are some accommodation options with pools in Chester?
Holiday Inn Express Hotel & Suites Chester by IHG: Hotel located near LEGOLAND® New York. Features on-the-go, a pool and complimentary high-speed (wired) Internet access. DoubleTree by Hilton Hotel Nanuet: Offers a snack bar/deli, a pool and free self parking. Sonesta Simply Suites Nanuet: Features continental, an indoor pool and complimentary high-speed (wired) Internet access. Sleep Inn & Suites Middletown - Goshen: Hotel, 1-minute walk from Woodbury Common Premium Outlets. Offers daily, an indoor pool and complimentary high-speed (wired) Internet access. Hampton Inn Harriman Woodbury: Features complimentary high-speed (wired) Internet access, an indoor pool and free self parking.
What is there to see and do in Chester?
Make a point to visit attractions such as The Rock Sports Complex and Castle Fun Center. Discover sights such as Museum Village and Goosepond Mountain State Park during your stay. The restaurants and shopping are just some of the things to enjoy while you're in the area.
When is the best time to book a hotel with a pool in Chester?
You may want to consider a place to stay that has an outdoor pool if you plan to visit Chester in the hottest months of July, August or June, when the average temp is 21°C. Accommodation with 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 temperature is 0°C.