Best Resorts in Chesterfield
The Common Man Inn & Restaurant
- Restaurant
- Free parking
- 24-hour reception
- Air conditioning
- Fitness centre
- Garden area
The smoke-free The Common Man Inn & Restaurant Claremont, situated only an 8-minute walk from Holy Resurrection Orthodox Church, entices guests with a shared lounge and a golf course. Featuring a restaurant and a gift shop, this 4-star hotel is within reach of Trinity Episcopal Church.
The Common Man Inn & Restaurant
- Restaurant
- Free parking
- 24-hour reception
- Air conditioning
- Fitness centre
- Garden area
The Common Man Inn & Restaurant
The smoke-free The Common Man Inn & Restaurant Claremont, situated only an 8-minute walk from Holy Resurrection Orthodox Church, entices guests with a shared lounge and a golf course. Featuring a restaurant and a gift shop, this 4-star hotel is within reach of Trinity Episcopal Church.
D. Hotel Suites & Spa
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Sauna
- Heated swimming pool
The 3-star D. Hotel Suites & Spa Holyoke offers proximity to Mount Tom State Reservation, which is located about 3 km away. Indulge in city views and the convenience of dry cleaning, housekeeping, and a self-serve laundry when staying at the hotel.
A hot tub can be found by a heated pool. At the property you can enjoy boating and hiking.
D. Hotel Suites & Spa
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Sauna
- Heated swimming pool
D. Hotel Suites & Spa
The 3-star D. Hotel Suites & Spa Holyoke offers proximity to Mount Tom State Reservation, which is located about 3 km away. Indulge in city views and the convenience of dry cleaning, housekeeping, and a self-serve laundry when staying at the hotel.
A hot tub can be found by a heated pool. At the property you can enjoy boating and hiking.
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Guest favorite
Vacation Village In The Berkshires
- BBQ facilities
- Free parking
- 24-hour reception
- Air conditioning
- Fitness centre
- Pool with view
The smoke-free Vacation Village In The Berkshires Hancock hotel provides proximity to Poppy Mountain, which is located about 10 minutes' drive away. Wi-Fi in public areas is available.
This Hancock hotel also features an indoor pool as well as a sunbathing terrace, a patio, and a picnic area. You can engage in various activities, such as biking, downhill skiing, and hiking.
Vacation Village In The Berkshires
- BBQ facilities
- Free parking
- 24-hour reception
- Air conditioning
- Fitness centre
- Pool with view
Vacation Village In The Berkshires
The smoke-free Vacation Village In The Berkshires Hancock hotel provides proximity to Poppy Mountain, which is located about 10 minutes' drive away. Wi-Fi in public areas is available.
This Hancock hotel also features an indoor pool as well as a sunbathing terrace, a patio, and a picnic area. You can engage in various activities, such as biking, downhill skiing, and hiking.
Affordable resorts in Chesterfield
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Best-rated
Vikings Villages Resort
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Ironing facilities
- Terrace
Featuring a convenient location, the comfortable Vikings Villages Resort Guilford offers views of the mountain. Guests can enjoy this smoke-free resort's garden, which is adorned with outdoor furniture.
Alternatively, you can unwind with boating, hiking, and skiing on-site or in the surrounding area.
Vikings Villages Resort
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Ironing facilities
- Terrace
Vikings Villages Resort
Featuring a convenient location, the comfortable Vikings Villages Resort Guilford offers views of the mountain. Guests can enjoy this smoke-free resort's garden, which is adorned with outdoor furniture.
Alternatively, you can unwind with boating, hiking, and skiing on-site or in the surrounding area.
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Top location
Holiday Inn Express Hotel & Suites Brattleboro By Ihg
- Free parking
- 24-hour reception
- Air conditioning
- Flat-screen TV
- Fitness centre
- Heated swimming pool
The 2-star Holiday Inn Express Hotel & Suites Brattleboro By Ihg is only 7 minutes on foot from Saxtons Distillery and offers a vending machine and a lift. Featuring luggage storage, this Brattleboro hotel is 2.8 km from A Candle In the Night Oriental Rug Store.
A swimming pool, a 24-hour fitness center are available at this Brattleboro hotel.
Holiday Inn Express Hotel & Suites Brattleboro By Ihg
- Free parking
- 24-hour reception
- Air conditioning
- Flat-screen TV
- Fitness centre
- Heated swimming pool
Holiday Inn Express Hotel & Suites Brattleboro By Ihg
The 2-star Holiday Inn Express Hotel & Suites Brattleboro By Ihg is only 7 minutes on foot from Saxtons Distillery and offers a vending machine and a lift. Featuring luggage storage, this Brattleboro hotel is 2.8 km from A Candle In the Night Oriental Rug Store.
A swimming pool, a 24-hour fitness center are available at this Brattleboro hotel.
Club Wyndham Bentley Brook
- BBQ facilities
- Free parking
- Air conditioning
- Laundry
- Sauna
- Outdoor swimming pool
Located around a 10-minute drive from Ramblewild Adventure Park High Ropes Course, the 3-star Club Wyndham Bentley Brook Hotel Hancock provides guests with ticket service for a better travel experience. Nestled in a ski area, this Hancock resort with 152 rooms offers an adult pool and snow skiing, hiking, and billiard for those enjoying an active lifestyle.
The property provides a Jacuzzi and a sauna. Guests can also participate in fitness classes at a hotel fitness centre on the premises.
Club Wyndham Bentley Brook
- BBQ facilities
- Free parking
- Air conditioning
- Laundry
- Sauna
- Outdoor swimming pool
Club Wyndham Bentley Brook
Located around a 10-minute drive from Ramblewild Adventure Park High Ropes Course, the 3-star Club Wyndham Bentley Brook Hotel Hancock provides guests with ticket service for a better travel experience. Nestled in a ski area, this Hancock resort with 152 rooms offers an adult pool and snow skiing, hiking, and billiard for those enjoying an active lifestyle.
The property provides a Jacuzzi and a sauna. Guests can also participate in fitness classes at a hotel fitness centre on the premises.
Resorts in Chesterfield for Couples
Hotel Downstreet, An Ascend Collection Hotel
- Restaurant
- Free parking
- 24-hour reception
- Air conditioning
- Fitness centre
- Indoor swimming pool
The 4-star smoke-free Hotel Downstreet, An Ascend Collection Hotel North Adams is located just 1.3 km from Church Street-Cady Hill Historic District and has an indoor pool with a sauna. Here, guests can take advantage of a hot tub and a sauna and visit Western Gateway Heritage State Park Visitors Center, located approximately a 15-minute walk away.
At the hotel, guests can also benefit from fitness classes provided at a health club. Other activities include skiing and ping pong.
Hotel Downstreet, An Ascend Collection Hotel
- Restaurant
- Free parking
- 24-hour reception
- Air conditioning
- Fitness centre
- Indoor swimming pool
Hotel Downstreet, An Ascend Collection Hotel
The 4-star smoke-free Hotel Downstreet, An Ascend Collection Hotel North Adams is located just 1.3 km from Church Street-Cady Hill Historic District and has an indoor pool with a sauna. Here, guests can take advantage of a hot tub and a sauna and visit Western Gateway Heritage State Park Visitors Center, located approximately a 15-minute walk away.
At the hotel, guests can also benefit from fitness classes provided at a health club. Other activities include skiing and ping pong.
Best Western Springfield Hotel
- Free parking
- 24-hour reception
- Air conditioning
- Leisure/ TV room
- Fitness centre
- Indoor swimming pool
The comfortable Best Western Springfield Hotel includes air-conditioned rooms situated within 10 minutes' drive of Springfield Community Players Performing Arts Theater. The 3-star smoke-free hotel features a vending machine and a lift as well as luggage storage.
A game area and a golf course are also found on site. Activities include canyoning, hiking, and billiard.
Best Western Springfield Hotel
- Free parking
- 24-hour reception
- Air conditioning
- Leisure/ TV room
- Fitness centre
- Indoor swimming pool
Best Western Springfield Hotel
The comfortable Best Western Springfield Hotel includes air-conditioned rooms situated within 10 minutes' drive of Springfield Community Players Performing Arts Theater. The 3-star smoke-free hotel features a vending machine and a lift as well as luggage storage.
A game area and a golf course are also found on site. Activities include canyoning, hiking, and billiard.
The Hotel Northampton
- Restaurant
- Free parking
- 24-hour reception
- Air conditioning
- Fitness centre
- Terrace
Featuring air-conditioned rooms and an American restaurant, the 3-star The Hotel Northampton is just a 14-minute walk from Smith College Botanic Garden. Located within reach of Pulaski Park, this comfortable hotel offers luggage storage and a restaurant, and comforts such as a vending machine and a lift.
The Hotel Northampton
- Restaurant
- Free parking
- 24-hour reception
- Air conditioning
- Fitness centre
- Terrace
The Hotel Northampton
Featuring air-conditioned rooms and an American restaurant, the 3-star The Hotel Northampton is just a 14-minute walk from Smith College Botanic Garden. Located within reach of Pulaski Park, this comfortable hotel offers luggage storage and a restaurant, and comforts such as a vending machine and a lift.
Party Resorts in Chesterfield
The Upper Pass Lodge
- Restaurant
- Free parking
- VIP check-in/ -out
- Air conditioning
- Skiing
- Outdoor swimming pool
The comfortable 2-star The Upper Pass Lodge Londonderry hotel features safety facilities including a safety deposit box and 24-hour security.
This Londonderry hotel features a seasonal outdoor swimming pool for guests' relaxation. Those who want to get in shape, can practise hiking, skiing, and cycling.
The Upper Pass Lodge
- Restaurant
- Free parking
- VIP check-in/ -out
- Air conditioning
- Skiing
- Outdoor swimming pool
The Upper Pass Lodge
The comfortable 2-star The Upper Pass Lodge Londonderry hotel features safety facilities including a safety deposit box and 24-hour security.
This Londonderry hotel features a seasonal outdoor swimming pool for guests' relaxation. Those who want to get in shape, can practise hiking, skiing, and cycling.
Colonial Hotel
- Restaurant
- Free parking
- 24-hour reception
- Air conditioning
- Sauna
- Indoor swimming pool
The 3-star smoke-free Colonial Hotel Gardner, the history of which began in 1900, has 111 rooms.
To ensure a more relaxing stay, an indoor pool, and a hot tub and a sauna are available on the premises.
Colonial Hotel
- Restaurant
- Free parking
- 24-hour reception
- Air conditioning
- Sauna
- Indoor swimming pool
Colonial Hotel
The 3-star smoke-free Colonial Hotel Gardner, the history of which began in 1900, has 111 rooms.
To ensure a more relaxing stay, an indoor pool, and a hot tub and a sauna are available on the premises.
The Williams Inn
- Restaurant
- Free parking
- 24-hour reception
- Air conditioning
- Flat-screen TV
- Live entertainment
Standing merely 5 minutes' walk from the liberal arts Williams College, the designer The Williams Inn Williamstown enjoys a prime location in the very heart of Williamstown. Located just around the corner from The Soldiers' Monument, this 4-star hotel offers a lounge bar, a shared lounge and a golf course.
Enhancing guests' wellness experience, this Williamstown hotel offers access to a fitness centre where fitness classes are available.
The Williams Inn
- Restaurant
- Free parking
- 24-hour reception
- Air conditioning
- Flat-screen TV
- Live entertainment
The Williams Inn
Standing merely 5 minutes' walk from the liberal arts Williams College, the designer The Williams Inn Williamstown enjoys a prime location in the very heart of Williamstown. Located just around the corner from The Soldiers' Monument, this 4-star hotel offers a lounge bar, a shared lounge and a golf course.
Enhancing guests' wellness experience, this Williamstown hotel offers access to a fitness centre where fitness classes are available.
Golf Resorts in Chesterfield
Holiday Inn Club Vacations Mount Ascutney Resort
- BBQ facilities
- Free parking
- Express check-in/ -out
- Air conditioning
- Live entertainment
- Outdoor swimming pool
The 4-star Holiday Inn Club Vacations Mount Ascutney Resort Brownsville is situated 3.8 km from Cider Hill Gardens & Art Gallery, which is an excellent place to improve cultural awareness. At the hotel you can benefit from a restaurant along with an indoor pool.
Hiking, basketball, and billiard can also be organised.
Holiday Inn Club Vacations Mount Ascutney Resort
- BBQ facilities
- Free parking
- Express check-in/ -out
- Air conditioning
- Live entertainment
- Outdoor swimming pool
Holiday Inn Club Vacations Mount Ascutney Resort
The 4-star Holiday Inn Club Vacations Mount Ascutney Resort Brownsville is situated 3.8 km from Cider Hill Gardens & Art Gallery, which is an excellent place to improve cultural awareness. At the hotel you can benefit from a restaurant along with an indoor pool.
Hiking, basketball, and billiard can also be organised.
Chalet 239-Boutique Hotel
- Picnic area/ Tables
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Patio
The comfortable Chalet 239-Boutique Hotel West Dover gives quick access to Sports Oddyssey Ski Shop, which is situated approximately 5 minutes' walk away.
Chalet 239-Boutique Hotel
- Picnic area/ Tables
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Patio
Chalet 239-Boutique Hotel
The comfortable Chalet 239-Boutique Hotel West Dover gives quick access to Sports Oddyssey Ski Shop, which is situated approximately 5 minutes' walk away.
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Great deal
Red Roof Inn Plus+ South Deerfield - Amherst
- Free parking
- 24-hour reception
- Air conditioning
- Flat-screen TV
- Laundry
- Sun loungers
Offering premium rooms, Red Roof Inn Plus+ South Deerfield - Amherst is located a 6-minute walk from Yankee Candle. The hotel also offers Wi-Fi in public areas.
The Red Roof features an indoor swimming pool and a game area.
Red Roof Inn Plus+ South Deerfield - Amherst
- Free parking
- 24-hour reception
- Air conditioning
- Flat-screen TV
- Laundry
- Sun loungers
Red Roof Inn Plus+ South Deerfield - Amherst
Offering premium rooms, Red Roof Inn Plus+ South Deerfield - Amherst is located a 6-minute walk from Yankee Candle. The hotel also offers Wi-Fi in public areas.
The Red Roof features an indoor swimming pool and a game area.
Are you in a hurry?
Here is a quick list of Resorts in Chesterfield, selected based on their rating
| Name of hotel | Accommodation Rating | Price, $ | |
| The Common Man Inn & Restaurant |
9.3 / 10 (365 Reviews) |
From 119$ | |
| D. Hotel Suites & Spa |
8.8 / 10 (1003 Reviews) |
From 122$ | |
| Vacation Village In The Berkshires |
8.6 / 10 (1287 Reviews) |
From 135$ | |
| Vikings Villages Resort |
9.8 / 10 (447 Reviews) |
From 287$ | |
| Holiday Inn Express Hotel & Suites Brattleboro By Ihg |
8.7 / 10 (161 Reviews) |
From 100$ |