Find hotels in Chester, VT from $88

Top reasons to visit Chester

• Outdoor Adventures: Chester offers a range of activities, from skiing in winter to hiking in the warmer months, perfect for adventure enthusiasts.
• Charming Downtown: Explore quirky shops and historical sites in Chester's delightful downtown area.
• Family-Friendly Activities: Discover local parks and history museums, ideal for family outings.
• Cozy Accommodations: Enjoy a variety of lodging options, including charming bed & breakfasts and agritourism stays.
• Scenic Beauty: Experience the picturesque landscapes that make Chester a hidden gem for relaxation.

Find great hotels near Chester

Explore the charming town of Chester, Vermont, where you can find a range of cozy accommodations, including agritourism properties and delightful bed & breakfasts. Whether you’re looking for family-friendly options, adventure-filled stays, or pet-friendly getaways, Chester has something for everyone. Discover various hotels and inns, complete with helpful reviews and comfortable rooms, to make your vacation memorable.

• Best Western Springfield Hotel: Located 8 miles from Chester, the Best Western Springfield Hotel offers a welcoming atmosphere for travelers seeking a pet-friendly experience. This hotel is ideal for those who wish to bring their furry companions along for the adventure. With amenities designed for pet owners, including a pet policy that permits dogs and waives fees for service animals, guests can enjoy a comfortable stay without leaving their pets behind. The hotel is well-equipped for a relaxing vacation, ensuring you feel right at home during your visit.
• Pointe at Castle Hill Resort: Situated 9 miles from Chester, the Pointe at Castle Hill Resort is a 3.5-star retreat perfect for those looking for a blend of relaxation and adventure. This property caters to business travelers with multiple meeting rooms and an accessible business center, while also offering exciting outdoor activities like skiing, horse riding, and biking nearby. For relaxation, guests can indulge in a full-service spa featuring hot stone massages and aromatherapy treatments. Whether you're here for business or leisure, this resort provides a versatile experience tailored to your needs.
• Jackson Gore Village: Jackson Gore Village, located 13 miles from Chester, is an excellent choice for families and golf enthusiasts. This 3-star lodging is perfect for those looking to enjoy a ski vacation, with easy access to ski lifts and shuttles. Families will appreciate the variety of child-friendly amenities, including a mini-golf course, an arcade game room, and a shared playground. Guests can also relish in the golf-themed activities available on-site, making it a fun-filled destination for both adults and children alike.

Where to stay near Chester

Chester, Vermont, is a hidden gem for travelers seeking a blend of adventure and relaxation. Enjoy skiing in the winter or explore the charming downtown filled with friendly locals and historical sites. Ideal for a weekend getaway, Chester offers a variety of recreational opportunities, from outdoor sports to serene walks. Nearby areas present a luxurious atmosphere, making it perfect for budget-conscious travelers who still want to indulge in scenic beauty and warm hospitality.

• Ludlow: Nestled approximately 11 miles from Chester, Ludlow is a vibrant city that attracts visitors year-round, particularly during the winter months from December to February. Known for its thrilling ski resorts, Ludlow is a haven for adventure seekers and sports enthusiasts. The local terrain features stunning mountains and valleys, with easy access to ski fields that promise exciting winter sports experiences. In addition to skiing, visitors can enjoy the picturesque views of nearby lakes, making Ludlow a perfect blend of adventure and natural beauty.
• Springfield: Located just 6 miles from Chester, Springfield is a charming city with a welcoming atmosphere for travelers. The city's visitor numbers peak during February, July, and September, making it a year-round destination for outdoor activities. Springfield is another hotspot for skiing, offering access to excellent ski fields and resorts. The area is also known for its scenic lakes and proximity to a national state park, providing ample opportunities for hiking, fishing, and exploring Vermont's beautiful landscapes.
• Grafton: Also situated 6 miles away from Chester, Grafton boasts a serene environment that welcomes tourists seeking outdoor adventures. With peak visitor traffic in July and September to October, the city offers a range of activities focused on skiing and outdoor exploration. Grafton's stunning natural surroundings include breathtaking mountains and tranquil valleys, perfect for hiking, picnicking, and enjoying the great outdoors. The local ski resorts add to the excitement, making Grafton an ideal destination for those looking to connect with nature.

Things to do near Chester

Chester, Vermont, is an ideal destination for outdoor enthusiasts seeking adventure and sports. Visitors can indulge in skiing at local resorts and explore the surrounding ski fields. In addition to outdoor activities, Chester boasts quirky shops that offer unique finds, making it a perfect spot for a memorable vacation filled with both excitement and charm.

Shopping

In Chester, you can explore the charming Vermont Country Store and My Minds Design, both located 6 miles away. If you're up for a drive, check out the West River Farmers Market, 11 miles from Chester, where you can enjoy a lively atmosphere and local produce.

Recreation

Enjoy a round of golf at Fox Run Golf Course, where you can soak in the beautiful outdoor scenery. For a relaxing experience, visit The Ice House Ice Skating, perfect for unwinding on the ice. Stratton Mountain Golf Course also offers a scenic setting for golf enthusiasts.

Adventure

At Okemo Mountain Resort, 11 miles from Chester, enjoy thrilling skiing on diverse trails perfect for all skill levels. Morningside Flight Park, 12 miles away, offers breathtaking scenic flights that showcase stunning landscapes. For a unique experience, ride the Solitude Express Ski Lift, also 12 miles from Chester, for exhilarating mountain views.

Nightlife

Experience the charm of Chester's nightlife with a show at the Weston Playhouse, only 10 miles away, for a touch of culture and romance. For adventure seekers, Maple Lanes arcade, 14 miles away, offers thrilling games, while the Bellows Falls Opera House, 12 miles away, enhances the evening with entertainment.

Booking tips and Expedia advantages for Chester

To save money on your trip to Chester, Vermont, consider visiting in the cheaper months of April to May and November, with Tuesday being the least expensive day to stay. Use Expedia's search tool to find budget-friendly hotels, and filter for Eco-certified options for sustainable choices. Look for package deals that combine flights, hotels, and activities for additional savings. Joining Expedia's One Key membership can also provide exclusive discounts and earn you OneKeyCash for future bookings. Exploring free local attractions and utilizing public transport can further enhance your budget-friendly experience.

• The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Chester are April to May and November, where the prices are slightly lower. This is in comparison to January to February and 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 Friday.
• Find cheap hotels on Expedia: Expedia's search tool enables you to set your budget, choose your desired location, and much more. You can arrange your results to display the lowest prices first, making it easy to find the most affordable hotels. Additionally, you have the option to refine your search by hotel type. By selecting the Eco-certified filter, you'll be shown sustainable and environmentally friendly hotels available for booking.
• Consider bundling your trip: You can potentially 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 in and around Chester

Chester, Vermont, is a fantastic destination for ski and adventure enthusiasts, offering a variety of outdoor activities. Visitors can explore local parks, national and state parks, and history museums, making it perfect for those seeking cultural and family experiences. With its charming surroundings, Chester provides numerous attractions that cater to both adventure seekers and those interested in history.

• DaVallia Art & Accents: Immerse yourself in the vibrant culture of Chester at DaVallia Art & Accents, a charming gallery showcasing local and regional artists. Enjoy unique artworks and handcrafted items that reflect the artistic spirit of the area.
• Lowell Lake State Park: Experience adventure and breathtaking scenery at Lowell Lake State Park, located 9 miles from Chester. Explore scenic trails, enjoy picnicking by the lake, or partake in outdoor activities like kayaking and hiking amidst stunning natural views.
• Bonnie's Bundles Dolls: Step into a world of charm at Bonnie's Bundles Dolls, where you can discover beautifully crafted dolls that evoke a sense of nostalgia and romance. This unique attraction offers a delightful experience for doll collectors and enthusiasts 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 slightly low and weather is mostly cloudy with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	20.7°F (-6.3°C)	Light Rain	Mostly Cloudy	Slightly Low	Slightly High
February	22.6°F (-5.2°C)	Light Rain	Mostly Cloudy	Slightly Low	Slightly High
March	30.7°F (-0.7°C)	Light Rain	Mostly Cloudy	Slightly Low	Average
April	42.8°F (6.0°C)	Light Rain	Mostly Cloudy	Average	Slightly Low
May	55.8°F (13.2°C)	Light Rain	Mostly Sunny	Average	Slightly Low
June	63.1°F (17.3°C)	Light Rain	Mostly Sunny	Average	Average
July	69.3°F (20.7°C)	Light Rain	Mostly Sunny	Slightly High	Average
August	67.3°F (19.6°C)	Light Rain	Mostly Sunny	Slightly High	Average
September	60.3°F (15.7°C)	Light Rain	Mostly Sunny	Slightly High	Average
October	48.6°F (9.2°C)	Light Rain	Mostly Sunny	Average	Slightly High
November	36.1°F (2.3°C)	Light Rain	Mostly Sunny	Average	Slightly Low
December	27.3°F (-2.6°C)	Light Rain	Mostly Cloudy	Average	Average

The nearest major airports for your trip to Chester

When planning your trip to Chester, Vermont, there are three major airports to consider. Lebanon Municipal Airport (LEB) is located 29 miles away, with nearby hotel options such as the 4-star Hanover Inn Dartmouth, 5 miles from the airport, and the 3-star Hotel Coolidge, 2 miles away. Rutland Southern Vermont Regional Airport (RUT) is 25 miles from Chester, with hotels like the 3.5-star Killington Grand Hotel, 10 miles away, and the Killington Mountain Lodge, also 11 miles distant. The closest is Hartness State Airport (VSF) in Springfield, just 7 miles away, with accommodations like the 4-star Inn at Weathersfield, 1 mile from the airport.