Chester Vacations from $223

Things to do in and around Chester

Chester, New York, is a fantastic destination for family and entertainment-themed vacations. Visitors can enjoy a variety of activities, including wildlife watching, outdoor games, and excellent day trips. The area boasts resorts and shopping centers, making it ideal for shopping enthusiasts. Whether you're looking for a beach vacation or outdoor adventures, Chester offers a perfect blend of relaxation and excitement for everyone.

Shopping

In Chester, you can visit Monroe Federal Plaza Shopping Center, just 6 miles away, offering a vibrant mix of entertainment and family-friendly vibes. Soons Orchards, located 7 miles away, is a charming market for local goods. Old Glory Mall, 8 miles from Chester, features a variety of shops and entertainment options.

Recreation

The Rock Sports Complex in Chester provides an energetic atmosphere for sports enthusiasts, perfect for engaging in various recreational activities. Nearby, the Paramount Theatre offers a cultural experience with captivating performances, while the West Point Golf Course invites you to enjoy outdoor sports amidst scenic views.

Adventure

Castle Fun Center offers an exciting arcadeAdventureZone filled with games and family-friendly fun. For adrenaline seekers, the Orange County Fair Speedway presents thrilling motor racing experiences, while the Mount Peter Ski Area provides fantastic skiing opportunities with beautiful slopes, perfect for winter sports enthusiasts.

Nightlife

Chester's nightlife features cozy pubs and vibrant bars. Visit The Blueberry Hill for craft beers and live music, or the Chester Tavern for a friendly atmosphere and tasty cocktails. Enjoy a relaxed evening mingling with locals and soaking up the charming small-town vibe.

Find the best attractions near Chester

Chester, New York, is perfect for family and entertainment-themed vacations, offering a variety of attractions such as national and state parks, lakes, and urban parks. Whether you're seeking outdoor adventures, cultural experiences, or stunning scenery, Chester has something for everyone. Make sure to explore the local points of interest that cater to both relaxation and recreation, ensuring a memorable trip for all travelers.

• United States Military Academy: Located 14 miles from Chester, this prestigious academy offers a glimpse into military training and history. Visitors can explore its stunning campus, rich traditions, and perhaps catch a glimpse of cadets in action, making it a unique educational experience.
• Bear Mountain State Park: Situated 15 miles away, Bear Mountain State Park is a haven for outdoor enthusiasts. With breathtaking scenery, hiking trails, and recreational activities, it offers adventurous experiences amidst nature's beauty, perfect for a day of exploration.
• Harness Racing Museum and Hall of Fame: Just 4 miles from Chester, this sports museum celebrates the history and culture of harness racing. Interactive exhibits and memorabilia provide an engaging experience for sports fans and history buffs alike.

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	Slightly High
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	Average
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

Tips to save on your trip to Chester

• Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Chester.
• Consider traveling to Chester during the low season (January to March) for more affordable options.
• Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
• Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.