Resort Getaways Chesterfield
Chesterfield
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Chesterfield

Oct 17 - Oct 18 ·
2 guests

Chesterfield Resorts

Chesterfield
2 guests

Adults:

2

Children:

0

Child’s age:

Navigation

1. The Common Man Inn & Restaurant

2. D. Hotel Suites & Spa

3. Vacation Village In The Berkshires

4. Vikings Villages Resort

Budget Resorts in Chesterfield

5. Holiday Inn Express Hotel & Suites Brattleboro By Ihg

6. Club Wyndham Bentley Brook

7. Hotel Downstreet, An Ascend Collection Hotel

Resorts in Chesterfield for Couples

8. Best Western Springfield Hotel

9. The Hotel Northampton

10. The Upper Pass Lodge

Top Rated Resorts in Chesterfield

Resorts near Chesterfield

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

The Common Man Inn & Restaurant

21 Water St
54.2 km (33.7 mi) from Chesterfield
  • Restaurant
  • Free parking
  • 24-hour reception
  • Air conditioning
  • Fitness centre
  • Garden area
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

9.3
365 reviews
From US$ 119 / 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
8.8
1003 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

8.8
1003 reviews
From US$ 122 / night
  • 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
8.6
1287 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

8.6
1287 reviews
From US$ 135 / night

Budget Resorts in Chesterfield

  • 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
9.8
447 reviews
~ US$287 / 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

9.8
447 reviews
From US$ 287 / night
  • Top location
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
8.7
161 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

8.7
161 reviews
From US$ 100 / night
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
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

9.1
287 reviews
From US$ 167 / night

Resorts in Chesterfield for Couples

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
8.5
208 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

8.5
208 reviews
From US$ 108 / night
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
8.9
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

8.9
214 reviews
From US$ 164 / night
The Hotel Northampton The Hotel Northampton

The Hotel Northampton

36 King Street
65.6 km (40.8 mi) from Chesterfield
  • Restaurant
  • Free parking
  • 24-hour reception
  • Air conditioning
  • Fitness centre
  • Terrace
8.7
398 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

8.7
398 reviews
From US$ 186 / night

Party 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
8.2
149 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

8.2
149 reviews
From US$ 103 / 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
8
402 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

8
402 reviews
From US$ 130 / night
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
9.4
152 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

9.4
152 reviews
From US$ 246 / night

Golf Resorts in Chesterfield

Holiday Inn Club Vacations Mount Ascutney Resort Holiday Inn Club Vacations Mount Ascutney Resort

Holiday Inn Club Vacations Mount Ascutney Resort

485 Hotel Road
62.6 km (38.9 mi) from Chesterfield
  • BBQ facilities
  • Free parking
  • Express check-in/ -out
  • Air conditioning
  • Live entertainment
  • Outdoor swimming pool
8.9
216 reviews
~ US$231 / night

Holiday Inn Club Vacations Mount Ascutney Resort

62.6 km (38.9 mi) from Chesterfield
  • BBQ facilities
  • Free parking
  • Express check-in/ -out
  • Air conditioning
  • Live entertainment
  • Outdoor swimming pool

Holiday Inn Club Vacations Mount Ascutney Resort

8.9
216 reviews
From US$ 231 / 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
8.9
189 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

8.9
189 reviews
From US$ 234 / night
  • Great deal
Red Roof Inn Plus+ South Deerfield - Amherst Red Roof Inn Plus+ South Deerfield - Amherst

Red Roof Inn Plus+ South Deerfield - Amherst

9 Greenfield Road
48.7 km (30.3 mi) from Chesterfield
  • Free parking
  • 24-hour reception
  • Air conditioning
  • Flat-screen TV
  • Laundry
  • Sun loungers
6.5
418 reviews
~ US$67 / night

Red Roof Inn Plus+ South Deerfield - Amherst

48.7 km (30.3 mi) from Chesterfield
  • Free parking
  • 24-hour reception
  • Air conditioning
  • Flat-screen TV
  • Laundry
  • Sun loungers

Red Roof Inn Plus+ South Deerfield - Amherst

6.5
418 reviews
From US$ 67 / night

Honeymoon Resorts in Chesterfield

210 Cedarbrook Queen Studio 210 Cedarbrook Queen Studio

210 Cedarbrook Queen Studio

8463 Us Route 4
79.8 km (49.6 mi) from Chesterfield
  • Cookware/ Kitchen utensils
  • Tours/Ticket assistance
  • Flat-screen TV
  • Heating
  • Fitness centre
  • Heated swimming pool
9.3
31 reviews
~ US$179 / night

210 Cedarbrook Queen Studio

79.8 km (49.6 mi) from Chesterfield
  • Cookware/ Kitchen utensils
  • Tours/Ticket assistance
  • Flat-screen TV
  • Heating
  • Fitness centre
  • Heated swimming pool

210 Cedarbrook Queen Studio

9.3
31 reviews
From US$ 179 / night
Jiminy Peak Mountain Resort Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

37 Corey Road
74.5 km (46.3 mi) from Chesterfield
  • BBQ facilities
  • Free parking
  • 24-hour reception
  • Air conditioning
  • Fitness centre
  • Heated swimming pool
8.5
112 reviews
~ US$179 / night

Jiminy Peak Mountain Resort

74.5 km (46.3 mi) from Chesterfield
  • BBQ facilities
  • Free parking
  • 24-hour reception
  • Air conditioning
  • Fitness centre
  • Heated swimming pool

Jiminy Peak Mountain Resort

8.5
112 reviews
From US$ 179 / night
Holiday Inn & Suites Pittsfield-Berkshires By Ihg Holiday Inn & Suites Pittsfield-Berkshires By Ihg

Holiday Inn & Suites Pittsfield-Berkshires By Ihg

One West Street
78.9 km (49.0 mi) from Chesterfield
  • Restaurant
  • 24-hour reception
  • Air conditioning
  • Flat-screen TV
  • Live entertainment
  • Heated swimming pool
7.2
232 reviews
~ US$99 / night

Holiday Inn & Suites Pittsfield-Berkshires By Ihg

78.9 km (49.0 mi) from Chesterfield
  • Restaurant
  • 24-hour reception
  • Air conditioning
  • Flat-screen TV
  • Live entertainment
  • Heated swimming pool

Holiday Inn & Suites Pittsfield-Berkshires By Ihg

7.2
232 reviews
From US$ 99 / 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$
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$

Location