Top Rated Resorts in Chesterfield
The Common Man Inn & Restaurant
- Restaurant
- Free parking
- 24-hour reception
- Air conditioning
- Fitness centre
- Garden area
The Common Man Inn & Restaurant
- Restaurant
- Free parking
- 24-hour reception
- Air conditioning
- Fitness centre
- Garden area
The Common Man Inn & Restaurant
D. Hotel Suites & Spa
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Sauna
- Heated swimming pool
D. Hotel Suites & Spa
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Sauna
- Heated swimming pool
D. Hotel Suites & Spa
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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
Featuring Wi-Fi in public areas, the smoke-free Vacation Village In The Berkshires Hancock hotel sits around 10 minutes' drive from Ioka Valley Farm. To keep the little ones entertained, the 5-star resort provides offerings like board games and kids' outdoor play equipment.
Boasting a heated pool, this Hancock hotel also provides a sun deck and a patio. The accommodation features biking, hiking, and billiard for sport lovers.
Vacation Village In The Berkshires
- BBQ facilities
- Free parking
- 24-hour reception
- Air conditioning
- Fitness centre
- Pool with view
Vacation Village In The Berkshires
Featuring Wi-Fi in public areas, the smoke-free Vacation Village In The Berkshires Hancock hotel sits around 10 minutes' drive from Ioka Valley Farm. To keep the little ones entertained, the 5-star resort provides offerings like board games and kids' outdoor play equipment.
Boasting a heated pool, this Hancock hotel also provides a sun deck and a patio. The accommodation features biking, hiking, and billiard for sport lovers.
Budget Resorts in Chesterfield
-
Best-rated
Vikings Villages Resort
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Ironing facilities
- Terrace
Guests of the comfortable Vikings Villages Resort Guilford can enjoy access to Christ Church, located nearly 10 minutes' drive away. Private parking is available on site at the smoke-free hotel.
You can also enjoy boating, hiking, and skiing at the Vikings Guilford.
Vikings Villages Resort
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Ironing facilities
- Terrace
Vikings Villages Resort
Guests of the comfortable Vikings Villages Resort Guilford can enjoy access to Christ Church, located nearly 10 minutes' drive away. Private parking is available on site at the smoke-free hotel.
You can also enjoy boating, hiking, and skiing at the Vikings Guilford.
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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 approximately a 10-minute ride from Connecticut River and provides guests with a lift and a vending machine. Boasting a location within reach of Saxtons Distillery, this Brattleboro hotel features 86 rooms as well as luggage storage.
Holiday Inn Express Hotel & Suites Brattleboro By Ihg also includes an indoor pool and 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
The 2-star Holiday Inn Express Hotel & Suites Brattleboro By Ihg is approximately a 10-minute ride from Connecticut River and provides guests with a lift and a vending machine. Boasting a location within reach of Saxtons Distillery, this Brattleboro hotel features 86 rooms as well as luggage storage.
Holiday Inn Express Hotel & Suites Brattleboro By Ihg also includes an indoor pool and a 24-hour fitness center.
Club Wyndham Bentley Brook
- BBQ facilities
- Free parking
- Air conditioning
- Laundry
- Sauna
- Outdoor swimming pool
Wi-Fi is available in the rooms for both business and leisure purposes.
The Bentley Brook Hancock houses a Jacuzzi and a sauna on site. On the premises, a heated pool, a hotel fitness centre as well as opportunities for snow skiing, hiking, and billiard are provided.
Club Wyndham Bentley Brook
- BBQ facilities
- Free parking
- Air conditioning
- Laundry
- Sauna
- Outdoor swimming pool
Club Wyndham Bentley Brook
Wi-Fi is available in the rooms for both business and leisure purposes.
The Bentley Brook Hancock houses a Jacuzzi and a sauna on site. On the premises, a heated pool, a hotel fitness centre as well as opportunities for snow skiing, hiking, and billiard are provided.
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 provides proximity to All Saints Episcopal Church, which is located just 1.1 km away. You can swim in a swimming pool or take advantage of a Jacuzzi and a sauna at this North Adams hotel.
Guests can make use of skiing and table tennis, along with cars for rent. At Hotel Downstreet, An Ascend Collection Hotel, guests can take part in fitness classes offered at a fitness suite.
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 provides proximity to All Saints Episcopal Church, which is located just 1.1 km away. You can swim in a swimming pool or take advantage of a Jacuzzi and a sauna at this North Adams hotel.
Guests can make use of skiing and table tennis, along with cars for rent. At Hotel Downstreet, An Ascend Collection Hotel, guests can take part in fitness classes offered at a fitness suite.
Best Western Springfield Hotel
- Free parking
- 24-hour reception
- Air conditioning
- Leisure/ TV room
- Fitness centre
- Indoor swimming pool
The affordable Best Western Springfield Hotel offers parking nearby.
Leisure options include a shared lounge and a golf course.
Best Western Springfield Hotel
- Free parking
- 24-hour reception
- Air conditioning
- Leisure/ TV room
- Fitness centre
- Indoor swimming pool
Best Western Springfield Hotel
The affordable Best Western Springfield Hotel offers parking nearby.
Leisure options include a shared lounge and a golf course.
The Hotel Northampton
- Restaurant
- Free parking
- 24-hour reception
- Air conditioning
- Fitness centre
- Terrace
Located a mere 7 minutes' walk from Pulaski Park, the comfortable The Hotel Northampton offers modern comforts such as a lift and a vending machine. This 3-star hotel features 89 rooms and such amenities as a restaurant and luggage storage.
The Hotel Northampton
- Restaurant
- Free parking
- 24-hour reception
- Air conditioning
- Fitness centre
- Terrace
The Hotel Northampton
Located a mere 7 minutes' walk from Pulaski Park, the comfortable The Hotel Northampton offers modern comforts such as a lift and a vending machine. This 3-star hotel features 89 rooms and such amenities as a restaurant and luggage storage.
Party Resorts in Chesterfield
The Upper Pass Lodge
- Restaurant
- Free parking
- VIP check-in/ -out
- Air conditioning
- Skiing
- Outdoor swimming pool
Providing 21 rooms, the comfortable 2-star The Upper Pass Lodge Londonderry hotel is approximately a 10-minute ride from Viking Nordic Center Ski Club. Featuring luggage storage and a restaurant, this Londonderry hotel is located in the immediate vicinity of Magic Mountain Ski Area.
This Londonderry hotel invites guests to spend time by a seasonal outdoor swimming pool. The property is a perfect place to 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
Providing 21 rooms, the comfortable 2-star The Upper Pass Lodge Londonderry hotel is approximately a 10-minute ride from Viking Nordic Center Ski Club. Featuring luggage storage and a restaurant, this Londonderry hotel is located in the immediate vicinity of Magic Mountain Ski Area.
This Londonderry hotel invites guests to spend time by a seasonal outdoor swimming pool. The property is a perfect place to 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 is located around a 15-minute ride from Faith Lutheran Church and has a swimming pool with a hot tub.
This Gardner hotel offers such treatments as a Jacuzzi and a sauna. There is a fitness centre at the accommodation.
Colonial Hotel
- Restaurant
- Free parking
- 24-hour reception
- Air conditioning
- Sauna
- Indoor swimming pool
Colonial Hotel
The 3-star smoke-free Colonial Hotel Gardner is located around a 15-minute ride from Faith Lutheran Church and has a swimming pool with a hot tub.
This Gardner hotel offers such treatments as a Jacuzzi and a sauna. There is a fitness centre at the accommodation.
The Williams Inn
- Restaurant
- Free parking
- 24-hour reception
- Air conditioning
- Flat-screen TV
- Live entertainment
The smoke-free The Williams Inn Williamstown is situated in the very heart of Williamstown and features Wi-Fi in public areas.
A shared lounge and a golf course are also provided on site for your pleasure.
The Williams Inn
- Restaurant
- Free parking
- 24-hour reception
- Air conditioning
- Flat-screen TV
- Live entertainment
The Williams Inn
The smoke-free The Williams Inn Williamstown is situated in the very heart of Williamstown and features Wi-Fi in public areas.
A shared lounge and a golf course are also provided on site for your pleasure.
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
Located 2.8 km from such natural attractions as the scenic mountain "Mount Ascutney", the 4-star Holiday Inn Club Vacations Mount Ascutney Resort Brownsville includes a restaurant.
A swimming pool is provided onsite this Brownsville hotel. Lawn tennis, basketball, and billiard may be organised by the property for guests.
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
Located 2.8 km from such natural attractions as the scenic mountain "Mount Ascutney", the 4-star Holiday Inn Club Vacations Mount Ascutney Resort Brownsville includes a restaurant.
A swimming pool is provided onsite this Brownsville hotel. Lawn tennis, basketball, and billiard may be organised by the property for guests.
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 "Memorial Hall Center for the Arts, situated nearly 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 offers quick access to "Memorial Hall Center for the Arts, situated nearly 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
An indoor swimming pool and a game area are available at Red Roof Inn Plus+ South Deerfield - Amherst, and Buttonball Tree is 3.1 km away. With Wi-Fi in public areas, the hotel offers cash machine/banking services and a 24-hour front desk.
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
An indoor swimming pool and a game area are available at Red Roof Inn Plus+ South Deerfield - Amherst, and Buttonball Tree is 3.1 km away. With Wi-Fi in public areas, the hotel offers cash machine/banking services and a 24-hour front desk.
Honeymoon Resorts in Chesterfield
210 Cedarbrook Queen Studio
- Cookware/ Kitchen utensils
- Tours/Ticket assistance
- Flat-screen TV
- Heating
- Fitness centre
- Heated swimming pool
The comfortable 210 Cedarbrook Queen Studio Killington hotel includes air-conditioned rooms 3.4 km from Northbrook Quad.
This accommodation also has an outdoor swimming pool.
210 Cedarbrook Queen Studio
- Cookware/ Kitchen utensils
- Tours/Ticket assistance
- Flat-screen TV
- Heating
- Fitness centre
- Heated swimming pool
210 Cedarbrook Queen Studio
The comfortable 210 Cedarbrook Queen Studio Killington hotel includes air-conditioned rooms 3.4 km from Northbrook Quad.
This accommodation also has an outdoor swimming pool.
Jiminy Peak Mountain Resort
- BBQ facilities
- Free parking
- 24-hour reception
- Air conditioning
- Fitness centre
- Heated swimming pool
Jiminy Peak Mountain Resort Hancock, located only 5 minutes' walk from Jiminy Peak Mountain Resort, is proud to feature 2 outdoor tennis courts. Guests can spend their days relaxing by a heated pool or enjoying snow skiing, hiking, and lawn tennis arranged at this 3-star hotel.
A picnic area and a golf course are featured at the Jiminy Peak. A fitness centre at the hotel provides opportunities for guests to attend fitness classes.
Jiminy Peak Mountain Resort
- BBQ facilities
- Free parking
- 24-hour reception
- Air conditioning
- Fitness centre
- Heated swimming pool
Jiminy Peak Mountain Resort
Jiminy Peak Mountain Resort Hancock, located only 5 minutes' walk from Jiminy Peak Mountain Resort, is proud to feature 2 outdoor tennis courts. Guests can spend their days relaxing by a heated pool or enjoying snow skiing, hiking, and lawn tennis arranged at this 3-star hotel.
A picnic area and a golf course are featured at the Jiminy Peak. A fitness centre at the hotel provides opportunities for guests to attend fitness classes.
Holiday Inn & Suites Pittsfield-Berkshires By Ihg
- Restaurant
- 24-hour reception
- Air conditioning
- Flat-screen TV
- Live entertainment
- Heated swimming pool
Holiday Inn & Suites Pittsfield-Berkshires By Ihg features spacious rooms 13 minutes' walk from Samuel Harrison House. Guests can enjoy an American restaurant and a sunbathing terrace, spa therapy, and a golf course at the hotel, located near a train station.
A heated indoor pool is featured onsite.
Holiday Inn & Suites Pittsfield-Berkshires By Ihg
- Restaurant
- 24-hour reception
- Air conditioning
- Flat-screen TV
- Live entertainment
- Heated swimming pool
Holiday Inn & Suites Pittsfield-Berkshires By Ihg
Holiday Inn & Suites Pittsfield-Berkshires By Ihg features spacious rooms 13 minutes' walk from Samuel Harrison House. Guests can enjoy an American restaurant and a sunbathing terrace, spa therapy, and a golf course at the hotel, located near a train station.
A heated indoor pool is featured onsite.
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$ |