Hotels in Chester

Chester: Where History Whispers Through Enchanted Streets and Nature Beckons

Nestled in the scenic Hudson Valley, Chester, New York, is a charming gem that offers a delightful escape into nature and culture. This quaint town is known for its stunning landscapes, including lush forests and serene lakes, perfect for hiking, fishing, and picnicking. Explore the picturesque Chester Town Park or visit the historic Chester Academy, showcasing the area's rich heritage. With cozy accommodations and inviting local eateries, Chester provides a romantic atmosphere for couples and a tranquil retreat for families. Discover the artistic heart of the Hudson Valley in this off-the-beaten-path destination that promises unforgettable experiences. For the best hotel rates in Chester and to enhance your stay, be sure to check out Hotels.com's Last-Minute DealsOpens in a new window on travel.

Top locations to stay in Chester

Some of the best places to stay in Chester are Oak Ridge, Green Pond and Red Oaks Mill. Chester, New York, offers scenic spots like Oak Ridge, Green Pond, and Red Oaks Mill, each providing unique experiences for travelers. Oak Ridge is ideal for outdoor enthusiasts, while Green Pond offers tranquility and scenic views. Red Oaks Mill is perfect for first-time visitors, blending charm with accessibility. Accommodations in these areas range from cozy motels to comfortable hotels, often featuring suites and amenities like indoor pools, making it easy to find the perfect place for relaxation after a day of exploration. Here are some of the best hotels in Chester that our travelers love:

1. Oak RidgeOpens in a new window: Oak Ridge is an ideal destination for families and adventure seekers, featuring attractions like Mountain Creek Ski Resort for skiing and sports enthusiasts, as well as Mountain Creek Waterpark for family fun. The area offers a variety of outdoor activities, catering to both thrill-seekers and those looking for leisure. For accommodations, consider Hotel FauchereOpens in a new window, a 4.0-star hotel that combines adventure with business amenities, making it suitable for both leisure and corporate travelers. Another option is The Castle at Skylands ManorOpens in a new window, a cozy 3.5-star bed and breakfast with onsite mountain biking activities. Lastly, DoubleTree by Hilton MahwahOpens in a new window is a great choice for families, offering business facilities and amenities for children, ensuring a comfortable stay for everyone.
2. Green PondOpens in a new window: Green Pond is perfect for outdoor enthusiasts and families, with attractions like Mountain Creek Ski Resort and the American Dream theme park nearby. This area provides a vibrant mix of recreation and entertainment options. Sheraton Parsippany HotelOpens in a new window is a 4.0-star hotel that caters to both business travelers and pet owners, featuring essential business amenities. Another option is Hilton ParsippanyOpens in a new window, also a 4.0-star hotel, with a prime city center location, ideal for exploring the area. Lastly, Hanover MarriottOpens in a new window is a solid choice for business travelers, offering comprehensive business facilities and a comfortable atmosphere.
3. Red Oaks MillOpens in a new window: Red Oaks Mill is a charming destination perfect for adventure lovers, with nearby attractions such as Vassar College and the Culinary Institute of America for culture enthusiasts. The area is rich in outdoor activities. Consider The Herwood InnOpens in a new window, a 4.5-star guesthouse that offers skiing and adventure-themed experiences, making it suitable for families. Brinckerhoff InnOpens in a new window is another excellent option, providing complimentary meals and fitness facilities for guests. Lastly, Journey Inn Bed & BreakfastOpens in a new window is a delightful bed and breakfast known for its adventure activities, ensuring a memorable stay for thrill-seekers.

Things to do in Chester for first time

Three days in Chester offers the perfect opportunity to explore charming streets, enjoy scenic boating, and indulge in delightful shopping. With a rich history and vibrant culture, visitors can also hike nearby trails, making it a well-rounded getaway for all types of travelers. Here's a quick itinerary to make the most of your trip to Chester:

• Day 1: Begin your adventure at Bear Mountain State Park, where you can immerse yourself in the lush landscapes and enjoy a scenic hike with stunning views of the Hudson River. Afterward, make your way to Schunnemunk State Park, which offers excellent trails and a chance to experience the great outdoors. Conclude your day with a visit to the Storm King Art Center, an impressive outdoor sculpture park where art and nature harmoniously blend. Stroll through the expansive grounds and appreciate the diverse collection of contemporary sculptures set against a beautiful backdrop.
• Day 2: Kick off your exploration at the Harness Racing Museum and Hall of Fame, where you can learn about the history of harness racing and see some fascinating exhibits. Next, head to the Orange County Arboretum, a lovely spot filled with beautiful gardens and walking paths that showcase a variety of plant species. Wrap up your day by visiting Highland Lakes State Park, where you can relax by the water, hike the trails, or even enjoy a picnic surrounded by nature's beauty.
• Day 3: Start your morning at the Orange County Fairgrounds, which often feature local events and exhibitions—check the schedule for any happenings during your visit. Then, make your way to Arrow Park Lake and Lodge, a serene spot perfect for a leisurely walk or a peaceful afternoon by the water. End your day at the Strazza Art Gallery, where you can appreciate local art and perhaps even meet some of the artists. This combination of culture and nature will leave you with lasting memories of your trip.

5 tips to find a great Chester hotel deal

1. Book for the cheapest times: If you're looking for an affordable getaway, consider visiting Chester in January, November, or December, when hotel prices drop significantly. To truly appreciate the city's highlights, it's best to plan for at least a 2-3 day stay. Chester offers great value for money with attractions like its beautiful parks, picturesque lakes, and engaging tourist precincts, making it a budget-friendly destination for travelers.
2. Look for last-minute deals on Hotels.com: If you're looking for last-minute deals to Chester, you could find some enticing offers on Hotels.com. Begin your search by exploring the DealsOpens in a new window or Last-Minute DealsOpens in a new window section, where discounted rates on nearby hotels are often available as your travel date approaches. Additionally, consider enabling email alerts or push notifications to stay informed about flash sales and special promotions, making it easier to snag a great hotel deal at a competitive price.
3. Be flexible with dates: Hotel prices can fluctuate depending on various factors, including the hotel's location, star rating, and the time of year. As a result, being flexible with your travel dates may help you save on hotel expenses in Chester.
4. Consider your location: Staying in the city center and close to local attractions in Chester is usually more expensive. However, if you opt for accommodations further away from the city center, you can take advantage of transportation options like driving or public transit to explore the area while potentially saving on costs.
5. Upgrade with One Key: Become a member of Hotels.com's free One Key rewards program when booking your stay in Chester. Earn points for your hotel bookings and progress through Blue, Silver, Gold and Platinum tiers. Unlock a range of exclusive rewards, including room upgrades when available, discounted rates, and member-only offers. Join today.

What to eat in Chester

Here are a few popular dishes in Chester, New York, United States of America:

• Cheesesteak: Originating from Philadelphia, the cheesesteak has found its way into many culinary hearts across the United States, including Chester. This iconic sandwich features thinly sliced beefsteak, typically served on a hoagie roll and topped with melted cheese, often Cheez Whiz or provolone. It's a beloved choice for a quick meal, perfect for casual dining and often enjoyed at local delis or food trucks, making it a must-try for any visitor seeking to savor American street food.
• Soft Pretzel: A classic snack with roots in German cuisine, the soft pretzel is a popular treat in Chester. These warm, doughy delights are typically twisted into a knot shape and sprinkled with coarse salt. Served fresh, they are often enjoyed with mustard or cheese dip, making them a convenient and satisfying option for a quick bite while exploring the town's charming streets.

Best time to go to Chester

Chester experiences its lowest average temperature in January, at 28.0°F (-2.2°C), while July is the hottest month, with an average temperature of 73.9°F (23.3°C). July is usually the wettest month. June, July, and September are the peak travel months in Chester, attracting a higher number of tourists. During this peak period, the weather is mostly sunny, with light rainfall. On the other hand, February, November, and December tend to be quieter times to visit, marked by light rainfall and mostly sunny conditions.