Find hotels in Chester, MA from Rp1.405.728

Top reasons to visit Chester

• Thrilling Winter Sports: Chester is renowned for its exceptional skiing resorts, perfect for adventure enthusiasts looking to hit the slopes.
• Scenic Nature Reserves: Explore beautiful parks and nature reserves, offering picturesque landscapes and outdoor activities for all ages.
• Charming Chester Centre: Experience the vibrant atmosphere and scenic views of Chester Centre, ideal for leisurely strolls and local exploration.
• Cultural Experiences: Delve into local art galleries and historic houses, enriching your visit with unique cultural insights.
• Diverse Accommodation Options: Enjoy a range of charming bed and breakfasts and pet-friendly hotels tailored for adventure seekers.

Find great hotels near Chester

Chester, Massachusetts, offers a delightful array of accommodation options, including charming bed and breakfasts and hotels designed for adventure seekers. Whether you're travelling with family or furry friends, you'll find pet-friendly options and ample parking facilities. Many establishments also feature amenities such as art gyms to enhance your stay. Explore the unique lodging experiences that Chester has to offer, ensuring a memorable visit to this picturesque area.

• The Whitlock: Nestled 25.7km from Chester, The Whitlock is a delightful hotel that embraces the spirit of outdoor adventure. With a range of sports and recreation activities available onsite and in close proximity, guests can indulge in hiking and biking, or enjoy skiing at nearby locations. The hotel’s surroundings offer captivating views of the historical district and the vibrant city centre, making it a perfect choice for those who appreciate both activity and cultural exploration. The Whitlock combines comfort with an adventurous theme, ensuring a memorable stay for outdoor enthusiasts.
• The Dewey: Located 27.4km from Chester, The Dewey is a charming 3.5-star guesthouse that caters to travellers seeking an adventure-filled experience. This property is ideal for thrill-seekers, offering a plethora of exhilarating activities such as cross-country skiing, snowshoeing, rafting, and ziplining, alongside traditional hiking and biking. The Dewey’s adventurous theme is complemented by its warm hospitality and inviting atmosphere, making it a distinguished option for those looking to immerse themselves in the great outdoors and enjoy a variety of recreational pursuits.
• Elm Motel: Situated 24.1km from Chester, Elm Motel provides a more laid-back lodging experience with essential amenities for a comfortable stay. This motel offers entertainment options including television and cable TV, ensuring guests can unwind after a day of exploring. Elm Motel’s straightforward charm and convenient location make it a suitable choice for those seeking simplicity and comfort while still being close to the attractions of Chester and its surrounding areas.

Where to stay near Chester

Chester, Massachusetts, offers a delightful blend of adventure and relaxation for visitors seeking both outdoor activities and family-friendly experiences. Explore the charming Chester Centre with its scenic views and vibrant atmosphere, or venture into the beautiful Cheshire countryside for hiking and skiing. Nearby attractions provide opportunities for recreation and scenic city breaks, making Chester an ideal destination for those wishing to immerse themselves in nature and enjoy a tranquil escape.

• Lenox: Nestled 27.4km from Chester, Lenox is a charming town known for its vibrant cultural scene and picturesque landscapes. With a moderately seasonal influx of visitors, it comes alive from June to August, drawing those seeking romantic getaways, family fun, and entertainment. Highlights include the renowned Tanglewood music venue and the Shakespeare & Company theatre, where visitors can immerse themselves in the performing arts. Outdoor enthusiasts will enjoy the beautiful lakes and mountains surrounding the area, providing ample opportunities for hiking and relaxation.
• The Berkshires: Just 19.3km from Chester, The Berkshires is a stunning region that offers a year-round adventure for nature lovers and thrill-seekers alike. While visitor numbers peak during the summer months, the area remains inviting throughout the year. Renowned for its outdoor activities, including skiing at the local resorts and exploring scenic trails, The Berkshires is a paradise for those who appreciate breathtaking vistas. Local attractions such as serene lakes and event venues make it a perfect spot for both relaxation and adventure.
• Lee: Located 22.5km from Chester, Lee is a delightful city that welcomes visitors with its blend of family-friendly attractions and romantic settings. The city experiences a steady stream of tourists throughout the year, with peak visits during the summer. Lee is home to a variety of entertainment options, including theatres and music concerts, ensuring there's never a dull moment. The nearby lakes and historical monuments offer a serene backdrop for leisurely strolls, while charming places of worship add a touch of tranquillity to your visit.

Things to do near Chester

Chester, Massachusetts, is an ideal destination for adventure seekers and outdoor enthusiasts, particularly for skiing at its renowned ski resorts and fields. In addition to thrilling winter sports, visitors may explore local art galleries and consider the area for business retreats, blending leisure with professional opportunities. Experience the charm and excitement that Chester has to offer during your holiday.

Shopping

If you're up for a drive, Lee Premium Outlets, located 20.9km away, offers a variety of shops for great deals. For a charming experience, visit Berkshire Mountain Country Store, 22.5km from Chester, or explore Guido's Marketplace, 27.4km away, known for its local produce and vibrant atmosphere.

Recreation

At Jacob's Pillow, immerse yourself in the world of dance, surrounded by romance and culture just 11.3km from Chester. For relaxation, visit Goose Pond Reservation, 17.7km away, where you can enjoy the serene atmosphere. Meanwhile, Wyndhurst Golf & Club offers an invigorating outdoor experience, located 24.1km from Chester.

Adventure

For a thrilling winter experience, visit Blandford Ski Area, located 11.3km from Chester, offering excellent skiing and sports vibes. Alternatively, explore the scenic Skyline Trail, 11.3km away, perfect for outdoor adventures, or enjoy skiing at Otis Ridge, situated 14.5km from Chester, for more exhilarating slopes.

Nightlife

In Chester, Shakespeare and Company offers a romantic theatre experience 25.7km away, while the Academy of Music Theatre, also 29.0km distant, provides a vibrant cultural atmosphere. For an adventurous night, head to Spare Time Bowling, an arcadeAdventureZone located 29.0km from Chester.

Booking tips and Expedia advantages for Chester

To save money on your visit to Chester, consider travelling during the cheaper months of March and December to January, with Tuesdays being the least expensive days to stay. Utilise Expedia to compare prices and refine your accommodation preferences, including eco-certified options. Look out for package deals that combine flights, hotels, and activities to maximise savings. Additionally, explore free local attractions and utilise public transport for cost-effective travel around the area.

• The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Chester are March and December to January, where the prices are slightly lower. This is in comparison to July to August 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 Saturday.
• Find cheap hotels on Expedia: Utilise Expedia’s search tool to refine your preferences, such as your budget, preferred location, and desired type of accommodation. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels that are currently available. To find the best prices and offers, arrange the price filter from lowest to highest.
• Consider bundling your trip: You can potentially save money by combining your hotel reservation in Chester with your flights and activities through an Expedia package.

Find the best attractions in and around Chester

Chester, Massachusetts, is perfect for adventure seekers and outdoor enthusiasts, offering a range of activities from skiing to exploring scenic parks and nature reserves. Visitors can enjoy a mix of attractions, including urban parks, nature reserves, and historic houses, making it an ideal destination for families and those interested in cultural experiences. Discover the beauty and charm of Chester while indulging in various outdoor pursuits.

• Becket Land Trust Historic Quarry: Experience the thrill of adventure in this family-friendly reserve, perfect for outdoor enthusiasts. Located a mere 4.8km from Chester, it's an ideal spot for hiking and exploring nature while enjoying a trendy, yet budget-friendly atmosphere.
• National Shrine of the Divine Mercy: A cultural gem situated 27.4km away, this serene shrine offers a peaceful retreat for reflection and spiritual growth. The stunning architecture and beautiful grounds make it a must-visit for those seeking a deeper connection.
• Chester Town Hall: Nestled within Chester, this historic civic building showcases the town's rich heritage. The charming architecture reflects the local culture, making it a fascinating stop for history buffs and casual visitors 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 cloudy with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	23.5°F (-4.7°C)	Light Rain	Mostly Cloudy	Average	Slightly Low
February	25.3°F (-3.7°C)	Light Rain	Mostly Cloudy	Slightly Low	Average
March	33.1°F (0.6°C)	Light Rain	Mostly Cloudy	Average	Slightly Low
April	44.8°F (7.1°C)	Light Rain	Mostly Cloudy	Average	Average
May	56.5°F (13.6°C)	Light Rain	Mostly Sunny	Average	Average
June	64.4°F (18.0°C)	Light Rain	Mostly Sunny	Slightly High	Average
July	70.5°F (21.4°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
August	68.7°F (20.4°C)	Light Rain	Mostly Sunny	Average	Slightly High
September	61.9°F (16.6°C)	Light Rain	Mostly Sunny	Slightly High	Average
October	50.7°F (10.4°C)	Light Rain	Mostly Sunny	Average	Slightly High
November	38.8°F (3.8°C)	Light Rain	Mostly Sunny	Slightly Low	Average
December	30.2°F (-1.0°C)	Light Rain	Mostly Cloudy	Slightly Low	Slightly Low

The nearest major airports for your trip to Chester

Chester, Massachusetts, is conveniently accessible via several major airports. Westfield, MA (BAF-Barnes Municipal) is situated 24.1km away, with nearby accommodation options such as the 3-star D. Hotel Suites & Spa, located 14.5km from the airport, and Blue - A Modern Hotel, just 8.0km away. Hartford, CT (BDL-Bradley International) is 45.1km from Chester, with the Sheraton Hartford Hotel at Bradley Airport located right at the terminal. Lastly, Albany, NY (ALB-Albany International) lies 85.3km away, featuring hotels like the 3.5-star Oakcliff Bed and Breakfast, just 11.3km from the airport. Each hotel offers various transportation services for seamless airport access.