Find hotels in Chester, NY from CA $90

Top reasons to visit Chester

• Family-Friendly Activities: Chester offers a range of entertainment options perfect for families, including theme parks and charming local attractions.
• Stunning Natural Scenery: Enjoy the beauty of national parks, serene lakes, and urban parks, ideal for outdoor activities.
• Vibrant Local Culture: Engage with seasonal events that highlight Chester's unique culture and picturesque surroundings.
• Diverse Accommodation Options: Find a mix of budget and luxury hotels, including pet-friendly and family-oriented choices.
• Warm Hospitality: Experience the friendliness of Chester’s residents, ensuring a welcoming atmosphere throughout your stay.

Find great hotels near Chester

Discover a range of hotel accommodations in Chester, New York, perfect for your getaway. Whether you're seeking pet-friendly options or family-oriented stays, Chester offers a variety of hotels tailored to business and leisure travellers alike. Explore the best lodging choices near Chester to ensure a comfortable and enjoyable vacation experience.

• Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point: This budget-friendly lodging offers a family and pet-friendly atmosphere, making it ideal for travellers seeking comfort without breaking the bank. With a commendable guest rating of 8.4, the hotel is located 20.9km from Chester. Amenities include complimentary cribs for children and a pet policy that allows certain pets onsite, ensuring a welcoming environment for families and furry friends alike. Business travellers will also find necessary services to accommodate their needs, making this an excellent choice for various types of visitors.
• Super 8 by Wyndham Middletown: Situated 14.5km from Chester, this budget motel provides a straightforward and comfortable stay at an affordable price. Guests can enjoy entertainment options such as Satellite TV and premium channels, ensuring a pleasant downtime after exploring the area. With a focus on convenience, the motel is close to nearby outlets for shopping, making it a convenient choice for those looking to explore local attractions while enjoying the comforts of home.
• Hampton Inn Harriman Woodbury: Rated at an impressive 9.2, this budget-friendly hotel is located 12.9km from Chester and is perfect for both business and leisure travellers. The Hampton Inn offers a welcoming atmosphere, with a pet-friendly policy that accommodates dogs and cats. Guests can expect quality service and comfortable rooms, along with convenient amenities designed to make your stay as pleasant as possible. Its proximity to local businesses and attractions makes it a smart choice for anyone visiting the area.

Where to stay near Chester

Chester, New York, offers a delightful blend of family-friendly activities and vibrant entertainment options. Explore the charming local attractions and enjoy the warm hospitality of the friendly residents. Nearby areas provide a mix of budget and luxury accommodations, ensuring a comfortable stay for every traveller. Don't miss the seasonal events that showcase the region's unique culture and scenic beauty, making Chester an ideal destination for unforgettable vacation memories.

• Middletown: Situated approximately 16.1km from Chester, Middletown is a vibrant city that offers a blend of family-friendly activities and urban entertainment. Visitors are drawn here year-round, with peak arrivals occurring in April and during the summer months of June to July. The city boasts a variety of attractions, including a popular resort and bustling shopping mall centre, making it an ideal destination for those seeking engaging experiences. Notable local landmarks include a theme park and a lively tourist precinct, perfect for a day of exploration and fun.
• Goshen: Located just 6.4km from Chester, Goshen is a charming city known for its welcoming atmosphere and diverse entertainment options. Traveller numbers peak in March, July, and September, providing a steady stream of visitors eager to enjoy family-oriented activities. The city features a variety of shopping centres and resorts, catering to both leisure and retail enthusiasts. With its proximity to a theme park and vibrant tourist square, Goshen offers a delightful mix of excitement and relaxation for all ages.
• Monroe: Monroe is conveniently situated 8.0km away from Chester and is known for its dynamic blend of family entertainment and business opportunities. The city experiences its busiest months in June to July and September. Monroe features a range of shopping centres and a ski area, appealing to both shoppers and outdoor enthusiasts. The local attractions include a picturesque lake and scenic mountain views, making it a great spot for nature lovers and those looking to engage in outdoor activities while enjoying the serene surroundings.

Things to do near Chester

Chester, New York, is perfect for family vacations and offers a variety of entertainment options. Visitors can enjoy a resort experience, explore shopping centres and malls, and partake in family-friendly venues. Don’t miss out on local event calendars for live entertainment and opportunities to find unique souvenirs. Whether you're seeking thrills at a theme park or relaxing family activities, Chester has something for everyone.

Shopping

In Chester, visit the local shops for unique gifts and souvenirs. If you're up for a drive, check out the Woodbury Common Premium Outlets, about 24.1km away, featuring over 200 stores with top brands at discounted prices. Enjoy a delightful shopping experience.

Recreation

The Golf Club at Mansion Ridge, located 9.7km from Chester, boasts a luxurious atmosphere with breathtaking views. Enjoy serene golfing experiences, unwind at the elegant clubhouse, and indulge in upscale dining options, making it a perfect retreat for relaxation and rejuvenation amidst nature.

Adventure

Explore the scenic hiking trails at Harriman State Park, where you can immerse yourself in nature and enjoy breathtaking vistas. For a thrilling experience, try zip-lining at the nearby Mountain Creek, soaring through the treetops and appreciating the lush surroundings.

Nightlife

In Chester, New York, nightlife comes alive at venues like The Copper Lantern, where cozy vibes and live music create a welcoming atmosphere. The local bars offer a range of craft beers and cocktails, perfect for a laid-back evening with friends.

Booking tips and Expedia advantages for Chester

• The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Chester are January to March, where the prices are slightly lower. This is in comparison to August to October, where prices are slightly higher.
• The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Chester is Tuesday. The most expensive day to stay in Chester is Saturday.
• Find cheap hotels on Expedia: Expedia’s search tool makes it easy to specify your budget and desired location, among other preferences. You can arrange your results to display prices from the lowest to highest, ensuring you find the most affordable hotels first. Additionally, you have the option to refine your search by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels that you can book.
• Consider bundling your trip: You can save some money by combining your hotel stay in Chester with your flights and activities through an Expedia package deal.

Find the best attractions in and around Chester

Chester, New York, is an ideal destination for families and those seeking entertainment and city experiences. With its stunning national parks, serene lakes, and urban parks, visitors can enjoy a variety of outdoor activities while soaking in the local culture and picturesque scenery. Whether you're exploring Chester or venturing into nearby attractions, there's something for everyone in this charming town.

• Museum Village: Step back in time at Museum Village, a historic site that captures the essence of 19th-century life. With its charming buildings and engaging exhibits, you'll immerse yourself in the local culture and heritage, making for a unique educational experience.
• Bear Mountain State Park: Located 24.1km from Chester, Bear Mountain State Park offers breathtaking scenery and a wealth of outdoor adventures. Explore hiking trails, enjoy picnicking, or take in stunning views of the Hudson River, perfect for nature enthusiasts.
• Storm King Art Center: Just 19.3km away, Storm King Art Center is an expansive outdoor museum featuring large-scale sculptures in a stunning natural landscape. It’s a must-visit for art lovers, combining creativity with the beauty of nature.

Best time to go to Chester

The best time to visit Chester is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, 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

To reach Chester, New York, you have several major airports to choose from. John F. Kennedy International Airport (JFK) is situated 90.1km away, with excellent hotel options like the 5-star Arlo Williamsburg and The William Vale, both 17.7km from the airport. Newark Liberty International Airport (EWR) is 75.6km distant, featuring luxury stays such as The Dominick and Four Seasons Hotel, both 14.5km away. Finally, LaGuardia Airport (LGA) is 74.0km from Chester, offering nearby 5-star accommodations like The Plaza and The Pierre, just 8.0km away, with convenient shuttle services available for airport transfers.