Top Resorts in Chesterfield
The Common Man Inn & Restaurant
- Restaurant
- Free parking
- 24-hour reception
- Air conditioning
- Fitness centre
- Garden area
Located about 5 minutes on foot from Memorial, the comfortable 4-star The Common Man Inn & Restaurant Claremont features Wi-Fi in public areas and a parking garage nearby.
This Claremont hotel also offers a shared lounge and a golf course. The Common Claremont offers its guests the opportunity to enjoy fitness classes at a fitness centre located on the premises.
The Common Man Inn & Restaurant
- Restaurant
- Free parking
- 24-hour reception
- Air conditioning
- Fitness centre
- Garden area
The Common Man Inn & Restaurant
Located about 5 minutes on foot from Memorial, the comfortable 4-star The Common Man Inn & Restaurant Claremont features Wi-Fi in public areas and a parking garage nearby.
This Claremont hotel also offers a shared lounge and a golf course. The Common Claremont offers its guests the opportunity to enjoy fitness classes at a fitness centre located on the premises.
Serenity Motel
- Picnic area/ Tables
- Free parking
- Housekeeping
- Air conditioning
- Flat-screen TV
- Patio
Located approximately 10 minutes' drive from Lake Shaftsbury State Park, the comfortable Serenity Motel Shaftsbury offers air-conditioned rooms. Wi-Fi in the rooms is available.
Serenity Motel
- Picnic area/ Tables
- Free parking
- Housekeeping
- Air conditioning
- Flat-screen TV
- Patio
Serenity Motel
Located approximately 10 minutes' drive from Lake Shaftsbury State Park, the comfortable Serenity Motel Shaftsbury offers air-conditioned rooms. Wi-Fi in the rooms is available.
D. Hotel Suites & Spa
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Sauna
- Heated swimming pool
D. Hotel Suites & Spa Holyoke is a 10-minute drive from the mountaintop Skinner State Park and features 9 holes of golf. This hotel offers a charging station for electric vehicles on site and a swimming pool.
To have a wonderful stay at the D., you may enjoy a treatment room, a Jacuzzi, a sauna, and a foot bath after a busy day. This hotel provides boating and hiking for an active pastime.
D. Hotel Suites & Spa
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Sauna
- Heated swimming pool
D. Hotel Suites & Spa
D. Hotel Suites & Spa Holyoke is a 10-minute drive from the mountaintop Skinner State Park and features 9 holes of golf. This hotel offers a charging station for electric vehicles on site and a swimming pool.
To have a wonderful stay at the D., you may enjoy a treatment room, a Jacuzzi, a sauna, and a foot bath after a busy day. This hotel provides boating and hiking for an active pastime.
Cheap Resorts in Chesterfield
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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
Offering a sunbathing terrace, a patio, and a picnic area, the 5-star Vacation Village In The Berkshires Hancock hotel is situated in Hancock, 2.4 km from Brodie Mountain. Featuring a scenic location, the resort includes an indoor pool and a state-of-the-art Fitness Centre, plus guests can visit Ioka Valley Farm, which is about 10 minutes away by car.
Beach facilities at this accommodation include beach towels. Vacation Village In The Berkshires hotel features 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
Offering a sunbathing terrace, a patio, and a picnic area, the 5-star Vacation Village In The Berkshires Hancock hotel is situated in Hancock, 2.4 km from Brodie Mountain. Featuring a scenic location, the resort includes an indoor pool and a state-of-the-art Fitness Centre, plus guests can visit Ioka Valley Farm, which is about 10 minutes away by car.
Beach facilities at this accommodation include beach towels. Vacation Village In The Berkshires hotel features biking, downhill skiing, and hiking.
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Best-rated
Vikings Villages Resort
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Ironing facilities
- Terrace
Featuring Wi-Fi in public areas, the smoke-free Vikings Villages Resort Guilford sits 4.7 km from Christ Church. This comfortable resort offers boating, hiking, and skiing plus mountain views and is located in a rural area.
You can try fishing at this accommodation.
Vikings Villages Resort
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Ironing facilities
- Terrace
Vikings Villages Resort
Featuring Wi-Fi in public areas, the smoke-free Vikings Villages Resort Guilford sits 4.7 km from Christ Church. This comfortable resort offers boating, hiking, and skiing plus mountain views and is located in a rural area.
You can try fishing at this accommodation.
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Great deal
Holiday Inn Express Hotel & Suites Brattleboro By Ihg
- Free parking
- 24-hour reception
- Air conditioning
- Flat-screen TV
- Fitness centre
- Heated swimming pool
Featuring a vending machine and a lift, the 2-star Holiday Inn Express Hotel & Suites Brattleboro By Ihg sits a mere 7 minutes' walk from Saxtons Distillery. At the hotel you can benefit from luggage storage along with a swimming pool.
At this accommodation, guests can also benefit from fitness classes provided at a 24-hour fitness center.
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
Featuring a vending machine and a lift, the 2-star Holiday Inn Express Hotel & Suites Brattleboro By Ihg sits a mere 7 minutes' walk from Saxtons Distillery. At the hotel you can benefit from luggage storage along with a swimming pool.
At this accommodation, guests can also benefit from fitness classes provided at a 24-hour fitness center.
Adult Resorts in Chesterfield
Club Wyndham Bentley Brook
- BBQ facilities
- Free parking
- Air conditioning
- Laundry
- Sauna
- Outdoor swimming pool
The 3-star Club Wyndham Bentley Brook Hotel Hancock is a mere 13 minutes' walk from Kinderhook Creek and features an outdoor swimming pool for a more relaxing stay. Boasting a location near Jiminy Peak Mountain Resort, the hotel includes 152 rooms along with a Jacuzzi and a sauna.
Guests can make use of snow skiing, hiking, and billiard as well as cars for rent. There is a hotel fitness centre with a wide range of sports.
Club Wyndham Bentley Brook
- BBQ facilities
- Free parking
- Air conditioning
- Laundry
- Sauna
- Outdoor swimming pool
Club Wyndham Bentley Brook
The 3-star Club Wyndham Bentley Brook Hotel Hancock is a mere 13 minutes' walk from Kinderhook Creek and features an outdoor swimming pool for a more relaxing stay. Boasting a location near Jiminy Peak Mountain Resort, the hotel includes 152 rooms along with a Jacuzzi and a sauna.
Guests can make use of snow skiing, hiking, and billiard as well as cars for rent. There is a hotel fitness centre with a wide range of sports.
Hotel Downstreet, An Ascend Collection Hotel
- Restaurant
- Free parking
- 24-hour reception
- Air conditioning
- Fitness centre
- Indoor swimming pool
Nestled in the centre of the city centre and 0.9 km from Witts Ledge, the 4-star Hotel Downstreet, An Ascend Collection Hotel North Adams features a car park and Wi-Fi in public areas. This North Adams hotel, located in the vicinity of MASS MoCA Massachusetts Museum, boasts an indoor pool along with a hot tub and a sauna.
Guests can make different arrangements at this accommodation, including skiing and ping-pong or rent cars to explore North Adams. As part of its commitment to guest wellness, the Downstreet includes a fitness centre featuring fitness classes.
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
Nestled in the centre of the city centre and 0.9 km from Witts Ledge, the 4-star Hotel Downstreet, An Ascend Collection Hotel North Adams features a car park and Wi-Fi in public areas. This North Adams hotel, located in the vicinity of MASS MoCA Massachusetts Museum, boasts an indoor pool along with a hot tub and a sauna.
Guests can make different arrangements at this accommodation, including skiing and ping-pong or rent cars to explore North Adams. As part of its commitment to guest wellness, the Downstreet includes a fitness centre featuring fitness classes.
Colonial Hotel
- Restaurant
- Free parking
- 24-hour reception
- Air conditioning
- Sauna
- Indoor swimming pool
The smoke-free Colonial Hotel Gardner is approximately 4 km from Westminster Village-Academy Hill Historic District and has a heated pool and a fitness club. This 3-star hotel offers 111 rooms in the skiing area of the city, around 10 minutes' drive from Gardner Cinemas, which is highly recommended as a place to have fun.
Guests can also unwind with a hot tub and a sauna. Those on a business trip will benefit from conference equipment and a photocopy machine provided on site.
Colonial Hotel
- Restaurant
- Free parking
- 24-hour reception
- Air conditioning
- Sauna
- Indoor swimming pool
Colonial Hotel
The smoke-free Colonial Hotel Gardner is approximately 4 km from Westminster Village-Academy Hill Historic District and has a heated pool and a fitness club. This 3-star hotel offers 111 rooms in the skiing area of the city, around 10 minutes' drive from Gardner Cinemas, which is highly recommended as a place to have fun.
Guests can also unwind with a hot tub and a sauna. Those on a business trip will benefit from conference equipment and a photocopy machine provided on site.
Party Resorts in Chesterfield
Best Western Springfield Hotel
- Free parking
- 24-hour reception
- Air conditioning
- Leisure/ TV room
- Fitness centre
- Indoor swimming pool
Providing 91 rooms, the smoke-free Best Western Springfield Hotel is nestled around a 5-minute walk from Black River. Featuring a vending machine and a lift, this 3-star hotel offers parking nearby.
A fitness centre and a swimming pool are available at the hotel. Best Western Springfield Hotel can arrange a variety of activities such as 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
Providing 91 rooms, the smoke-free Best Western Springfield Hotel is nestled around a 5-minute walk from Black River. Featuring a vending machine and a lift, this 3-star hotel offers parking nearby.
A fitness centre and a swimming pool are available at the hotel. Best Western Springfield Hotel can arrange a variety of activities such as canyoning, hiking, and billiard.
The Hotel Northampton
- Restaurant
- Free parking
- 24-hour reception
- Air conditioning
- Fitness centre
- Terrace
Located around 15 minutes on foot from Kingsgate Plaza Shopping Center, the comfortable 3-star The Hotel Northampton features a vending machine and a lift. There is a train station near this Northampton hotel, and guests can easily reach Pulaski Park which is only 0.6 km away.
Keeping fit at this hotel is convenient thanks to a fitness studio that offers fitness classes.
The Hotel Northampton
- Restaurant
- Free parking
- 24-hour reception
- Air conditioning
- Fitness centre
- Terrace
The Hotel Northampton
Located around 15 minutes on foot from Kingsgate Plaza Shopping Center, the comfortable 3-star The Hotel Northampton features a vending machine and a lift. There is a train station near this Northampton hotel, and guests can easily reach Pulaski Park which is only 0.6 km away.
Keeping fit at this hotel is convenient thanks to a fitness studio that offers fitness classes.
The Springs Motel
- BBQ facilities
- Free parking
- Express check-in/ -out
- Air conditioning
- Golf course
- Outdoor swimming pool
Situated a 10-minute ride from Mount Greylock State Reservation, the 4-star The Springs Motel New Ashford features Wi-Fi in the rooms and private parking on site. Featuring an outdoor swimming pool, the hotel is 4.2 km from natural sights like Jones Nose Cliff.
The Springs Motel features a picnic area and a golf course.
The Springs Motel
- BBQ facilities
- Free parking
- Express check-in/ -out
- Air conditioning
- Golf course
- Outdoor swimming pool
The Springs Motel
Situated a 10-minute ride from Mount Greylock State Reservation, the 4-star The Springs Motel New Ashford features Wi-Fi in the rooms and private parking on site. Featuring an outdoor swimming pool, the hotel is 4.2 km from natural sights like Jones Nose Cliff.
The Springs Motel features a picnic area and a golf course.
Golf Resorts in Chesterfield
The Williams Inn
- Restaurant
- Free parking
- 24-hour reception
- Air conditioning
- Flat-screen TV
- Live entertainment
The comfortable 4-star The Williams Inn Williamstown, situated just 500 metres from Williams College Museum of Art, entices guests with a shared lounge and a golf course. Located only steps away from the school supply store "Williams Shop Inc", the designer hotel features a safe deposit box.
Keeping fit at The Williams Inn is convenient thanks to a fitness suite that offers fitness classes.
The Williams Inn
- Restaurant
- Free parking
- 24-hour reception
- Air conditioning
- Flat-screen TV
- Live entertainment
The Williams Inn
The comfortable 4-star The Williams Inn Williamstown, situated just 500 metres from Williams College Museum of Art, entices guests with a shared lounge and a golf course. Located only steps away from the school supply store "Williams Shop Inc", the designer hotel features a safe deposit box.
Keeping fit at The Williams Inn is convenient thanks to a fitness suite that offers fitness classes.
Inn At Mount Snow
- Free parking
- Express check-in/ -out
- Air conditioning
- Flat-screen TV
- Skiing
- Sun terrace
Offering a sun deck and a shared lounge, as well as the views of the garden, the elegant Inn At Mount Snow West Dover is located 3.6 km from Mount Snow Golf Course. Discover this 5-star hotel's private garden, designed with a sun terrace for guests to enjoy.
Inn At Mount Snow
- Free parking
- Express check-in/ -out
- Air conditioning
- Flat-screen TV
- Skiing
- Sun terrace
Inn At Mount Snow
Offering a sun deck and a shared lounge, as well as the views of the garden, the elegant Inn At Mount Snow West Dover is located 3.6 km from Mount Snow Golf Course. Discover this 5-star hotel's private garden, designed with a sun terrace for guests to enjoy.
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 offers quick access to Sports Oddyssey Ski Shop, located only 50 metres 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 offers quick access to Sports Oddyssey Ski Shop, located only 50 metres away.
Honeymoon Resorts in Chesterfield
The Upper Pass Lodge
- Restaurant
- Free parking
- VIP check-in/ -out
- Air conditioning
- Skiing
- Outdoor swimming pool
The comfortable The Upper Pass Lodge Londonderry hotel, located 2.7 km from Lowell Lake, offers a seasonal outdoor pool, Wi-Fi in the rooms. This 2-star hotel is a good starting point for exploring Londonderry, including Magic Mountain Ski Area, which is just 6 minutes' walk away.
The accommodation offers a variety of sport activities including 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 The Upper Pass Lodge Londonderry hotel, located 2.7 km from Lowell Lake, offers a seasonal outdoor pool, Wi-Fi in the rooms. This 2-star hotel is a good starting point for exploring Londonderry, including Magic Mountain Ski Area, which is just 6 minutes' walk away.
The accommodation offers a variety of sport activities including hiking, skiing, and cycling.
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$ | |
| Serenity Motel |
9.3 / 10 (410 Reviews) |
From 124$ | |
| D. Hotel Suites & Spa |
8.8 / 10 (1000 Reviews) |
From 122$ | |
| Vacation Village In The Berkshires |
8.6 / 10 (1327 Reviews) |
From 135$ | |
| Vikings Villages Resort |
9.7 / 10 (443 Reviews) |
From 218$ |