Find Hotels with an Outdoor Pool in Chester, NY

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Top Chester Hotels with an Outdoor Pool

The Dominion House Bed & Breakfast

2.0 star property
Chester
9.2 out of 10, Wonderful, (233)
"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
$215 nightly
The price is $243
Nov 24 - Nov 25
Total with taxes and fees
The Dominion House Bed & Breakfast

LEGOLAND Hotel NEW York

3.0 star property
Goshen
8.6 out of 10, Excellent, (22)
"We loved everything from the staff to the stay "
United States
Arnassia
$215 nightly
The price is $253
Dec 5 - Dec 6
Total with taxes and fees
LEGOLAND Hotel NEW York

Days Inn by Wyndham Wurtsboro

2.0 star property
Wurtsboro
7.6 out of 10, Good, (583)
"Perfect for our stay "
United States
Ines
$78 nightly
The price is $88
Dec 3 - Dec 4
Total with taxes and fees
Days Inn by Wyndham Wurtsboro

Hampton Inn by Hilton Middletown

2.5 star property
Middletown
8.6 out of 10, Excellent, (1002)
"Nice quiet place The workout center and breakfast were both lovely and the location was easy to find "
United States
Rachael
$81 nightly
The price is $95
Dec 3 - Dec 4
Total with taxes and fees
Hampton Inn by Hilton Middletown

Overlook Lodge at Bear Mountain

2.5 star property
Bear Mountain
8.4 out of 10, Very Good, (1008)
"Parking was very easy, beautiful area, very nice staff"
United States
Elizabeth
$104 nightly
The price is $118
Dec 1 - Dec 2
Total with taxes and fees
Overlook Lodge at Bear Mountain

Fairfield Inn & Suites by Marriott Goshen Middletown

2.5 star property
Goshen
8.8 out of 10, Excellent, (1001)
"This place is fantastic from the staff to the rooms. Very clean. Will definitely stay here again."
United States
Linda
$97 nightly
The price is $119
Dec 1 - Dec 2
Total with taxes and fees
Fairfield Inn & Suites by Marriott Goshen Middletown

Best Western Fishkill Inn & Suites

3.5 star property
Fishkill
8.8 out of 10, Excellent, (950)
"Always a great place to stay"
United States
Donnell
$115 nightly
The price is $130
Dec 1 - Dec 2
Total with taxes and fees
Best Western Fishkill Inn & Suites

Homewood Suites by Hilton Mahwah

3.0 star property
Mahwah
8.6 out of 10, Excellent, (1002)
"Clean room, an the staff was nice"
United States
Sandra
$111 nightly
The price is $127
Dec 7 - Dec 8
Total with taxes and fees
Homewood Suites by Hilton Mahwah

Residence Inn by Marriott Saddle River

3.0 star property
Saddle River
8.4 out of 10, Very Good, (589)
"Clean room, good breakfast options, all good."
United States
Inna
$121 nightly
The price is $139
Dec 18 - Dec 19
Total with taxes and fees
Residence Inn by Marriott Saddle River

The Abbey Inn & Spa

4.0 star property
Peekskill
9.2 out of 10, Wonderful, (221)
"The staff, the room, the restaurant and bar were all excellent. The Abby is a special place. Beautiful architecture, great art! Location can’t be beat. "
United States
Lya
$307 nightly
The price is $352
Nov 30 - Dec 1
Total with taxes and fees
The Abbey Inn & Spa
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.

Find out more about Chester

Discover top Chester attractions

Chester, New York, offers a tranquil escape for travelers seeking a relaxed vacation with an emphasis on comfort and leisure. First, the scenic beauty of the nearby Lake Minnewaska State Park Preserve beckons with its stunning views and serene hiking trails, perfect for a family day out. Here, you can enjoy a leisure walk along the lake or indulge in a refreshing swim in the summer months. Second, the charming local shops and eateries in the village of Chester provide a delightful exploration opportunity, where you can taste local delicacies and find unique souvenirs. Take your time browsing through artisanal goods and savoring homemade treats. Third, the nearby Storm King Art Center presents a unique outdoor experience, where you can stroll among large-scale sculptures in a picturesque setting, appealing to art enthusiasts and families alike. Fourth, the Hudson Valley's wine country is just a short drive away, offering vineyard tours and tastings that make for a relaxing afternoon. Finally, the nearby historical sites, such as the Chester Historical Society, allow you to immerse yourself in the local culture. When it comes to accommodations, consider staying near the heart of Chester, where hotels with inviting pools provide a perfect retreat after a day of exploration, allowing you to unwind and relax in style. Many of these hotels offer family-friendly amenities, attentive service, and convenient access to the area's attractions, ensuring a comfortable and pampered stay.

Find the best hotels with an outdoor pool in Chester

For travelers seeking a refreshing getaway in Chester, New York, these hotels provide excellent options featuring inviting outdoor pool amenities to enhance your stay.

The Dominion House Bed & Breakfast

  • Why it's great for poolside lounging: With a perfect review rating of 10.0, The Dominion House Bed & Breakfast is an idyllic choice for travelers looking to unwind by the outdoor pool. This charming hotel boasts a serene outdoor space where guests can relax and soak up the sun, making it a prime spot for a tranquil retreat.
  • Other amenities: In addition to the outdoor pool, guests can enjoy a complimentary breakfast, a cozy terrace, and a garden perfect for leisurely strolls. The rooms are equipped with kitchenettes and coffee makers for added convenience, while the hotel features a fireplace for cozy evenings. Adventurous travelers will appreciate nearby hiking and biking opportunities, as well as access to recreational activities like billiards and arcade games.
  • Nearby attractions: Brotherhood Winery - 3.09 miles, Schunnemunk State Park - 5.03 miles, Goosepond Mountain State Park - 5.71 miles

Holiday Inn Express Hotel & Suites Chester by IHG

  • Why it's great for poolside lounging: The Holiday Inn Express Hotel & Suites Chester offers travelers a welcoming atmosphere with outdoor pool amenities that promise a delightful retreat on warm days. With an excellent guest review rating of 8.6, this hotel ensures a comfortable and enjoyable stay, featuring a lovely outdoor pool complemented by sun loungers for relaxation.
  • Other amenities: Guests can also enjoy a complimentary breakfast each morning, including options for children, and access to an indoor pool for year-round enjoyment. Additional conveniences include free internet, self-parking, daily housekeeping, and a well-equipped kitchenette with a microwave. The hotel’s prime location near shopping districts makes it easy to explore the area while enjoying a variety of leisure activities.
  • Nearby attractions: Castle Fun Center - 0.48 miles, The Rock Sports Complex - 1.48 miles, Museum Village - 1.67 miles

Top Chester Hotel Reviews

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