Find hotels in Chester, NY from $94

Top reasons to visit Chester

• Family-Friendly Attractions: Chester offers a fun center and vibrant shopping venues, perfect for entertaining the whole family.
• Outdoor Activities: Explore national parks and scenic lakes, providing opportunities for adventure and relaxation.
• Charming City Atmosphere: The city center is welcoming, with friendly locals and a delightful ambiance.
• Diverse Accommodations: From budget motels to 3.5-star hotels, there's a perfect stay for every traveler.
• Stunning Scenery: Enjoy breathtaking views and nature experiences that highlight the beauty of New York.

Find great hotels near Chester

Discover a variety of hotel accommodations in Chester, New York, perfect for every traveler. With options ranging from budget-friendly motels to comfortable 3.5-star hotels, Chester caters to your needs. Enjoy a welcoming atmosphere with pet-friendly and LGBTQIA-friendly services, ideal for business travelers or leisurely vacations. Whether you're looking for top-rated hotels or the best reviews, Chester has something for everyone.

• Hampton Inn Harriman Woodbury: Located 8 miles from Chester, the Hampton Inn Harriman Woodbury presents a perfect blend of business efficiency and pet-friendly hospitality. Ideal for business travelers, the hotel features essential amenities including ConferenceSpace and Meeting Rooms, ensuring a productive stay. Pets are welcome with specific policies in place, allowing for a stress-free experience for both you and your furry friends. Whether you're here for work or leisure, the warm atmosphere and professional service make this hotel a reliable choice.
• Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point: Situated 14 miles from Chester, the Red Roof Inn & Suites caters to families and business travelers alike, offering a welcoming environment for everyone. With business amenities like a Meeting Room and Business Center, it's well-equipped for corporate needs. Families will appreciate the complimentary crib services for little ones, and pets are permitted with flexible policies. This hotel promises comfort and convenience, making it a great option for both work and family vacations.
• Super 8 by Wyndham Middletown: Just 9 miles from Chester, the Super 8 by Wyndham Middletown is a family-friendly motel that prioritizes comfort and convenience. The property offers amenities tailored for children, including free cribs, ensuring a hassle-free stay for parents. With its budget-friendly rates and straightforward accommodations, this motel is an excellent choice for families looking to explore the area without breaking the bank.

Where to stay near Chester

Chester, New York, offers a delightful blend of family-friendly activities and vibrant city life. Explore the charming city center, where friendly locals and a welcoming atmosphere await. Nearby areas provide stunning NY scenery and cater to both budget and luxury travelers. Whether you're seeking entertainment or business opportunities, Chester's diverse neighborhoods promise a memorable vacation experience filled with warmth and adventure.

• Middletown: Located approximately 10 miles from Chester, Middletown is a vibrant city known for its family-friendly atmosphere and diverse entertainment options. Visitors can enjoy a variety of activities throughout the year, with peak travel occurring in the spring and summer months. Popular attractions include a nearby theme park and a beautiful lake, perfect for outdoor recreation. Shopping enthusiasts will appreciate the various shopping centers and malls, making it an ideal destination for a lively city experience.
• Goshen: Just 4 miles from Chester, Goshen is a charming city that welcomes travelers year-round. With its peak visitor seasons in March, July, and September, Goshen is known for its family-oriented activities and entertainment offerings. The city boasts a vibrant shopping scene, including shopping centers and malls. Notable landmarks include a theme park and a picturesque town square, providing a delightful blend of leisure and local culture that visitors will truly enjoy.
• Monroe: Situated 5 miles from Chester, Monroe is a dynamic city that caters to families, business travelers, and those seeking a city experience. The travel season is steady, with a noticeable increase in visitors during the summer and early fall. Monroe features excellent shopping options, including malls and shopping centers. Nearby attractions such as a theme park, scenic lake, and stunning mountain views offer a perfect backdrop for outdoor adventures and relaxation.

Things to do in and around Chester

Chester, New York, is perfect for family vacations and entertainment seekers. Visitors can enjoy a variety of attractions, including a fun center and local shopping venues like malls and centers. Whether you're looking to unwind at a resort or explore the vibrant city atmosphere, Chester offers a delightful blend of activities for everyone. Don't miss your chance to experience the charm of Chester on your trip!

Shopping

In Chester, you can visit Monroe Federal Plaza Shopping Center, located 6 miles away, offering a fun family-friendly atmosphere. Soons Orchards, a public market 7 miles away, has a vibrant city vibe. If you're up for a drive, Harriman Plaza Shopping Center is also 7 miles away and features entertainment options.

Recreation

Experience the energetic atmosphere at The Rock Sports Complex, where you can engage in various sports activities. For a touch of luxury, visit The Golf Club at Mansion Ridge, offering serene golf courses. Lastly, unwind at Thomas Bull Memorial Park, perfect for relaxation and enjoying nature.

Adventure

Experience the thrill of motor racing at Orange County Fair Speedway, located 9 miles from Chester, where adrenaline meets speed. Enjoy skiing and snowboarding at Mount Peter Ski Area, only 8 miles away, or explore the scenic Continental Road Trailhead, also 8 miles away, perfect for outdoor adventures.

Nightlife

Experience the fun at Castle Fun Center, an arcadeAdventureZone perfect for families. For a cultural evening, catch a show at Paramount Theatre, just 10 miles away. If you're feeling lucky, head to Resorts World Hudson Valley casino, 15 miles out, for a romantic night of gaming and excitement.

Booking tips and Expedia advantages for Chester

To save money on your trip to Chester, plan your visit between January and March when hotel prices are lower, and consider staying on a Tuesday for the best rates. Use Expedia to compare hotel prices and take advantage of package deals that combine flights and activities. Look for eco-certified hotels for sustainable options, and join Expedia's One Key membership for exclusive discounts and OneKeyCash on future stays. For transportation, consider public transport to keep costs down, as Chester is also walkable for easy exploration.

• 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: Utilize Expedia’s search tool to customize your options based on your budget, desired location, and preferred hotel type. For instance, by selecting the "Eco-certified" filter, you'll find a selection of sustainable and environmentally-friendly hotels that are currently available. To discover the best prices and deals, simply adjust the price filter from low to high.
• Consider bundling your trip: You can save money by combining your hotel stay in Chester with your flights and activities through an Expedia package deal.
• Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Find the best attractions near Chester

Chester, New York, offers a delightful vacation for families and city explorers alike, featuring popular attractions like national parks, scenic lakes, and urban parks. Visitors can enjoy a range of outdoor activities, breathtaking scenery, and cultural experiences that highlight the charm of the area. Whether you're seeking adventure or relaxation, Chester has something to captivate every traveler.

• Harness Racing Museum and Hall of Fame: Located 4 miles from Chester, this unique museum celebrates the rich history of harness racing. Explore interactive exhibits and learn about the legendary horses and drivers that have shaped the sport. The vibrant atmosphere combines sports and culture, making it a fascinating stop for enthusiasts and casual visitors alike.
• United States Military Academy: Situated 14 miles from Chester, this prestigious academy offers a glimpse into military training and history. Take a guided tour to witness the stunning architecture and learn about the values instilled in future leaders of the U.S. Army.
• Bear Mountain State Park: Just 15 miles from Chester, this sprawling park is perfect for outdoor enthusiasts. Enjoy hiking, breathtaking views, and diverse wildlife, making it an ideal location for adventure seekers and families wanting to connect with nature.

Best time to go to Chester

Visitor numbers in Chester is generally unchanged in popularity throughout the year. 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 access to three major airports. John F. Kennedy International Airport (JFK) is located 56 miles away, with excellent hotel options like Arlo Williamsburg and The William Vale, both 11 miles from the airport. Newark Liberty International Airport (EWR) is 47 miles from Chester, with nearby luxury accommodations like The Dominick and 33 Hotel, both 9 miles away. LaGuardia Airport (LGA) is 46 miles from Chester, offering high-end stays such as Virgin Hotels New York City and Hilton Club The Quin, both just 6 miles away. Each airport has various transportation options for easy access to Chester.