Find Hotels with a Pool in Chester, NY

The Holiday Inn Express Hotel & Suites Chester by IHG is an excellent choice for families seeking comfort and convenience near LEGOLAND® New York. With a traveller rating of 8.6, this hotel is well-loved for its friendly staff and clean, comfortable rooms, making it a great base for your adventures.Families will appreciate the outdoor pool, which offers a refreshing escape after a day of fun at the theme park. Guests have noted the pool area is well-maintained, superb for relaxing with sun loungers nearby. The hotel also provides a complimentary breakfast, including delicious options on weekends and even to-go breakfast bags, ensuring that busy mornings start off right.Moreover, with free self-parking and reliable Wi-Fi, this hotel combines quality and convenience, making your stay enjoyable without the hassle.

Chester, New York, offers a charming retreat for travellers looking to enjoy a mix of natural beauty and upscale amenities. One standout option is the exquisite Glenmere Mansion, a luxury boutique hotel renowned for its stunning grounds and exceptional service. Here, guests can unwind in the heated outdoor swimming pool while taking in the picturesque surroundings. The property also features tennis, bocce, and croquet courts, ensuring plenty of recreational opportunities.For couples seeking a romantic getaway, Glenmere Mansion is an ideal choice. The opulent spa and bathhouse invite relaxation, while the beautifully landscaped gardens set the stage for intimate strolls. Special events, including wedding weekends held in the newly designed events barn, add a touch of magic to your stay, making it a great venue for celebrating love and commitment.Families will also find Chester appealing, as several hotels in the area boast outdoor pools, although specific activities may vary. These accommodations can serve as a convenient base for exploring nearby attractions like the serene Lake Glenmere or the beautiful hiking trails of the Hudson Valley.In summary, whether you're a couple looking to escape for a romantic weekend or a family eager for fun and relaxation, Chester provides delightful hotel options that cater to your needs.