Hotels Chesterfield
Chesterfield
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Chesterfield

Nov 04 - Nov 05 ·
2 guests

Chesterfield Resorts

Chesterfield
2 guests

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Navigation

1. The Common Man Inn & Restaurant

2. Serenity Motel

3. D. Hotel Suites & Spa

4. Vacation Village In The Berkshires

Cheap Resorts in Chesterfield

5. Vikings Villages Resort

6. Holiday Inn Express Hotel & Suites Brattleboro By Ihg

7. Club Wyndham Bentley Brook

Adult Resorts in Chesterfield

8. Hotel Downstreet, An Ascend Collection Hotel

9. Colonial Hotel

10. Best Western Springfield Hotel

Top Resorts in Chesterfield

Resorts near Chesterfield

The Common Man Inn & Restaurant The Common Man Inn & Restaurant

The Common Man Inn & Restaurant

21 Water Street
54.2 km (33.7 mi) from Chesterfield
  • 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.

9.3
365 reviews
~ US$119 / night

The Common Man Inn & Restaurant

54.2 km (33.7 mi) from Chesterfield
  • 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.

9.3
365 reviews
From US$ 119 / night
Serenity Motel Serenity Motel

Serenity Motel

4379 Route 7A
56.9 km (35.3 mi) from Chesterfield
  • 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.

9.3
410 reviews
~ US$124 / night

Serenity Motel

56.9 km (35.3 mi) from Chesterfield
  • 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.

9.3
410 reviews
From US$ 124 / night
D. Hotel Suites & Spa D. Hotel Suites & Spa

D. Hotel Suites & Spa

1 Country Club Road
70.6 km (43.9 mi) from Chesterfield
  • 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.

8.8
1000 reviews
~ US$122 / night

D. Hotel Suites & Spa

70.6 km (43.9 mi) from Chesterfield
  • 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.

8.8
1000 reviews
From US$ 122 / night

Cheap Resorts in Chesterfield

  • Guest favorite
Vacation Village In The Berkshires Vacation Village In The Berkshires

Vacation Village In The Berkshires

276 Brodie Mountain Road
73.7 km (45.8 mi) from Chesterfield
  • 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.

8.6
1327 reviews
~ US$135 / night

Vacation Village In The Berkshires

73.7 km (45.8 mi) from Chesterfield
  • 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.

8.6
1327 reviews
From US$ 135 / night
  • Best-rated
Vikings Villages Resort Vikings Villages Resort

Vikings Villages Resort

360 Vikings Village Dr
15.6 km (9.7 mi) from Chesterfield
63
  • 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.

9.7
443 reviews
~ US$218 / night

Vikings Villages Resort

15.6 km (9.7 mi) from Chesterfield
63
  • 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.

9.7
443 reviews
From US$ 218 / night
  • Great deal
Holiday Inn Express Hotel & Suites Brattleboro By Ihg Holiday Inn Express Hotel & Suites Brattleboro By Ihg

Holiday Inn Express Hotel & Suites Brattleboro By Ihg

100 Chickering Drive
4.8 km (3.0 mi) from Chesterfield
  • 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.

8.7
164 reviews
~ US$100 / night

Holiday Inn Express Hotel & Suites Brattleboro By Ihg

4.8 km (3.0 mi) from Chesterfield
  • 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.

8.7
164 reviews
From US$ 100 / night

Adult Resorts in Chesterfield

Club Wyndham Bentley Brook Club Wyndham Bentley Brook

Club Wyndham Bentley Brook

1 Corey Road
74.3 km (46.2 mi) from Chesterfield
  • 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.

9.1
287 reviews
~ US$167 / night

Club Wyndham Bentley Brook

74.3 km (46.2 mi) from Chesterfield
  • 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.

9.1
287 reviews
From US$ 167 / night
Hotel Downstreet, An Ascend Collection Hotel Hotel Downstreet, An Ascend Collection Hotel

Hotel Downstreet, An Ascend Collection Hotel

40 Main Street
53.8 km (33.5 mi) from Chesterfield
  • 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.

8.5
201 reviews
~ US$108 / night

Hotel Downstreet, An Ascend Collection Hotel

53.8 km (33.5 mi) from Chesterfield
  • 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.

8.5
201 reviews
From US$ 108 / night
Colonial Hotel Colonial Hotel

Colonial Hotel

625 Betty Spring Road
59.7 km (37.1 mi) from Chesterfield
  • 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.

8.1
414 reviews
~ US$130 / night

Colonial Hotel

59.7 km (37.1 mi) from Chesterfield
  • 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.

8.1
414 reviews
From US$ 130 / night

Party Resorts in Chesterfield

Best Western Springfield Hotel Best Western Springfield Hotel

Best Western Springfield Hotel

818 Charlestown Road
40.7 km (25.3 mi) from Chesterfield
  • 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.

8.8
214 reviews
~ US$164 / night

Best Western Springfield Hotel

40.7 km (25.3 mi) from Chesterfield
  • 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.

8.8
214 reviews
From US$ 164 / night
The Hotel Northampton The Hotel Northampton

The Hotel Northampton

36 King St.
65.6 km (40.8 mi) from Chesterfield
  • 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.

8.7
397 reviews
~ US$186 / night

The Hotel Northampton

65.6 km (40.8 mi) from Chesterfield
  • 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.

8.7
397 reviews
From US$ 186 / night
The Springs Motel The Springs Motel

The Springs Motel

94 U.S. 7
69.0 km (42.9 mi) from Chesterfield
  • 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.

9
66 reviews
~ US$139 / night

The Springs Motel

69.0 km (42.9 mi) from Chesterfield
  • 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.

9
66 reviews
From US$ 139 / night

Golf Resorts in Chesterfield

The Williams Inn The Williams Inn

The Williams Inn

101 Spring Street
60.2 km (37.4 mi) from Chesterfield
  • 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.

9.4
159 reviews
~ US$246 / night

The Williams Inn

60.2 km (37.4 mi) from Chesterfield
  • 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.

9.4
159 reviews
From US$ 246 / night
Inn At Mount Snow Inn At Mount Snow

Inn At Mount Snow

401 Vermont Rte 100
31.0 km (19.3 mi) from Chesterfield
  • 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.

9.5
87 reviews
~ US$227 / night

Inn At Mount Snow

31.0 km (19.3 mi) from Chesterfield
  • 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.

9.5
87 reviews
From US$ 227 / night
Chalet 239-Boutique Hotel Chalet 239-Boutique Hotel

Chalet 239-Boutique Hotel

239 Vermont Route 100
29.3 km (18.2 mi) from Chesterfield
  • 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.

9
185 reviews
~ US$234 / night

Chalet 239-Boutique Hotel

29.3 km (18.2 mi) from Chesterfield
  • 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.

9
185 reviews
From US$ 234 / night

Honeymoon Resorts in Chesterfield

The Upper Pass Lodge The Upper Pass Lodge

The Upper Pass Lodge

420 Magic Mountain Access Road
39.3 km (24.4 mi) from Chesterfield
  • 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.

8
148 reviews
~ US$103 / night

The Upper Pass Lodge

39.3 km (24.4 mi) from Chesterfield
  • 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.

8
148 reviews
From US$ 103 / night

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$

Location