Find hotels in Chester, NY from ₩129,773

Top reasons to visit Chester

• Family-Friendly Activities: Chester offers a variety of attractions perfect for families, ensuring fun for all ages.
• Charming City Center: Explore unique shops and enjoy the welcoming atmosphere of Chester's city center.
• Scenic Outdoor Adventures: Venture into the beautiful Cheshire countryside for breathtaking views and various outdoor activities.
• Cultural Experiences: Visit local attractions like Chester Zoo and Chester Cathedral for a taste of the area’s heritage.
• Diverse Accommodations: Choose from a range of lodging options, including family-friendly and pet-friendly hotels.

Find great hotels near Chester

Discover a range of accommodations in Chester, New York, perfect for every type of traveler. Whether you're traveling for business, seeking a family-friendly experience, or looking for pet-friendly options, Chester has a variety of hotels and agritourism properties to meet your needs. Enjoy your stay while exploring the charm of this lovely town, and don't forget to check out hotel reviews for the best options available.

• Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point: Nestled 21km from Chester, the Red Roof Inn & Suites Newburgh offers a budget-friendly option with a rating of 8.4 out of 10. This hotel caters to families, business travelers, and pet owners alike, providing essential amenities such as cribs for children and a pet-friendly policy that welcomes dogs and cats, subject to size restrictions. Guests can enjoy a comfortable stay with convenient access to local attractions, making it a versatile choice for various travel needs.
• Super 8 by Wyndham Middletown: Located 14km from Chester, the Super 8 by Wyndham Middletown is a budget-friendly motel that provides a straightforward lodging experience. Guests can unwind with entertainment options including television and premium channels. The property is also conveniently situated near outlet shopping for those looking to indulge in a bit of retail therapy. Its practical amenities and proximity to local attractions make it an ideal stay for travelers on the go.
• Howard Johnson by Wyndham Newburgh/West Point: Situated 23km from Chester, the Howard Johnson by Wyndham Newburgh is a budget-friendly hotel designed with business travelers in mind. The property offers essential services and a comfortable environment for work-related stays. Its location provides easy access to nearby business centers and local landmarks, making it a suitable choice for professionals seeking convenience and affordability during their visit.

Where to stay near Chester

Chester, New York offers a delightful blend of family-friendly activities and vibrant city life. Explore the charming Chester city center, where friendly locals and unique shops create an inviting atmosphere. Venture into the picturesque Cheshire countryside for stunning views and outdoor adventures. Whether you're looking for a relaxing getaway or an entertaining vacation, Chester's diverse offerings ensure a memorable experience for everyone.

• Middletown: Located 16km from Chester, Middletown is a vibrant city offering a mix of family-friendly activities and entertainment options. Visitors are drawn here for its bustling shopping centers and engaging resorts. The city’s peak travel seasons are in April and the summer months of June to July, making it a lively spot for those looking to soak in the local culture. Key landmarks include a theme park and a charming tourist precinct, perfect for exploring during your stay.
• Goshen: Just 6km away from Chester, Goshen is a delightful city that attracts visitors year-round, with peak times in March, July, and September. Known for its family-oriented and entertainment-themed experiences, Goshen offers a variety of shopping centers and resorts to enjoy. The city is also home to a theme park and a picturesque square, providing an ideal backdrop for both relaxation and adventure. Its close proximity makes it a convenient destination for a day trip.
• Monroe: Located 8km from Chester, Monroe is a charming city that appeals to families, business travelers, and city explorers alike. Peak visitor months are during the summer and early fall, particularly in June to July and September. Monroe boasts shopping centers, ski opportunities in the winter, and stunning natural landscapes, including a nearby lake and mountain. This diversity in attractions ensures that there is something for everyone, making it an excellent choice for your vacation itinerary.

Things to do near Chester

Shopping

In Chester, you can explore local shops for unique gifts and souvenirs. If you're up for a drive, visit the Woodbury Common Premium Outlets for a wide variety of brand-name merchandise, or check out The Galleria at White Plains for more shopping options and dining experiences.

Recreation

Chester offers tranquil wellness retreats like the Crystal Lake Spa, where you can indulge in rejuvenating massages and holistic treatments. For outdoor activities, explore the scenic trails of the nearby Harriman State Park, perfect for hiking, biking, and enjoying the beauty of nature.

Adventure

Experience the thrill of motor racing at Orange County Fair Speedway, located 14km from Chester, where the roar of engines and the excitement of competition create an adrenaline-pumping atmosphere. For a unique aerial adventure, visit Zoom Ziplines, 27km away, or Palisades Climb Adventure, 40km away, both offering exhilarating zipline experiences amidst beautiful outdoor settings.

Nightlife

Explore the lively atmosphere at The Hidden Café, where you can enjoy cocktails and local bites. For a more energetic vibe, check out Chester Tavern, known for its music and dancing. Don’t miss the seasonal events that bring the community together for fun nights out.

Find the best attractions in and around Chester

Chester, New York, offers a delightful mix of family-friendly and entertainment-focused activities, perfect for a city-themed vacation. Visitors can explore local attractions like national and state parks, scenic lakes, and urban parks. For a cultural experience, consider visiting Chester Zoo, Chester Cathedral, or the Chester Racecourse. Additionally, nearby Liverpool hotels provide convenient accommodations for travelers looking to explore this charming area.

• Ananda Ashram: Located 11km from Chester, Ananda Ashram is a serene space dedicated to education and spiritual growth. Visitors can immerse themselves in yoga, meditation, and various cultural programs, all set against a peaceful backdrop that encourages reflection and inner peace.
• Museum Village: Situated within Chester, Museum Village is a charming historic village that showcases life in the 19th century. Guests can explore authentic buildings, engaging exhibits, and live demonstrations that highlight the rich cultural heritage of the area, making it an enriching experience.
• Bear Mountain State Park: About 24km from Chester, Bear Mountain State Park offers stunning outdoor scenery and adventure opportunities. With hiking trails, picnic areas, and breathtaking views of the Hudson River, it’s an ideal spot for nature lovers and those seeking an active day outdoors.

Best time to go to Chester

The best time to visit Chester can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Chester falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Chester falls in January, visitor numbers are average and weather is mostly sunny with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	28.0°F (-2.2°C)	Light Rain	Mostly Sunny	Average	Slightly Low
February	29.8°F (-1.2°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low
March	37.4°F (3.0°C)	Light Rain	Mostly Sunny	Average	Slightly Low
April	48.7°F (9.3°C)	Light Rain	Mostly Sunny	Average	Average
May	59.4°F (15.2°C)	Light Rain	Mostly Sunny	Average	Average
June	67.6°F (19.8°C)	Light Rain	Mostly Sunny	Slightly High	Average
July	73.9°F (23.3°C)	Light Rain	Mostly Sunny	Slightly High	Average
August	72.0°F (22.2°C)	Light Rain	Mostly Sunny	Average	Slightly High
September	64.9°F (18.3°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
October	54.0°F (12.2°C)	Light Rain	Mostly Sunny	Average	Slightly High
November	42.1°F (5.6°C)	Light Rain	Mostly Sunny	Slightly Low	Average
December	34.2°F (1.2°C)	Light Rain	Mostly Sunny	Slightly Low	Average

The nearest major airports for your trip to Chester

Traveling to Chester, New York, is convenient with several nearby airports. John F. Kennedy International Airport (JFK) is 90km away and offers luxurious hotels like The William Vale and Arlo Williamsburg, both 18km from the airport. Newark Liberty International Airport (EWR) is 76km from Chester, with high-end options such as The Dominick and Four Seasons Hotel New York Downtown, both 14km from EWR. LaGuardia Airport (LGA) is the closest at 74km away, featuring elegant accommodations like Hilton Club The Quin New York and The Plaza, A Fairmont Hotel, both within 10km. Each airport provides accessible transport options to these hotels, ensuring a seamless journey.