Find Hotels with a Pool in Chester, NY from CA $155

The Dominion House Bed & Breakfast is a charming option in Chester that offers an inviting outdoor pool, perfectly suited for families looking to unwind after a day filled with adventure. Rated an impressive 9.6 by travellers, guests rave about the warm atmosphere and thoughtful amenities, including free breakfast and toiletries, which add to the convenience of your stay.Another great choice is the Holiday Inn Express Hotel & Suites Chester by IHG, known for its clean and comfortable accommodations. This hotel boasts a well-kept outdoor pool complemented by sun loungers, making it a fantastic spot for families to relax. With a traveller review score of 8.4, guests frequently highlight the friendly staff and delicious breakfast options, ensuring a pleasant start to each day. Additionally, the hotel provides free Wi-Fi and convenient self-parking, further enhancing its appeal for families seeking both quality and value.

The Holiday Inn Express Hotel & Suites Chester by IHG is an excellent choice for families looking for a convenient stay near LEGOLAND® New York. This 3-star hotel features a refreshing outdoor pool, superb for unwinding after a day of adventure. Guests appreciate the cleanliness of the pool area, making it a great spot for both kids and adults to relax.In addition to the pool, the hotel offers complimentary breakfast options, including delicious weekend spreads and convenient to-go choices, ensuring your family starts the day off right. With free WiFi and self-parking available, you'll find everything you need for a straightforward stay. Reviewers consistently highlight the friendly and helpful staff, as well as the comfortable and clean rooms, contributing to a friendly setting.

Chester, New York, is a picturesque destination that offers a delightful escape into nature, making it superb for those seeking relaxation and adventure. For travellers looking for hotels with outdoor pool activities, the luxurious Glenmere Mansion is a great choice. This boutique hotel features a heated outdoor swimming pool, allowing guests to unwind while enjoying the scenic beauty of the surrounding landscape. In addition to the pool, Glenmere Mansion boasts tennis, bocce, and croquet courts, providing ample opportunities for active leisure right on the property.For couples wanting a romantic getaway, Glenmere Mansion offers an elegant stay complemented by a world-acclaimed spa and bath house. Imagine indulging in soothing treatments before enjoying a refreshing dip in the pool, or perhaps unwinding with a glass of wine on the terrace as the sun sets.Families will also find Chester appealing, with various outdoor activities to engage the kids. While Glenmere Mansion caters to a luxury experience, nearby accommodations may offer more casual settings with outdoor pools, superb for families looking to splash around together.