Cool beach hotels Chesterfield
Chesterfield
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Chesterfield

Nov 03 - Nov 04 ·
2 guests

Chesterfield Resorts

Chesterfield
2 guests

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Navigation

1. The Common Man Inn & Restaurant

2. D. Hotel Suites & Spa

3. Vacation Village In The Berkshires

4. Vikings Villages Resort

Affordable 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

Best 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

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.

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

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.

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

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.

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

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.

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

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.

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

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.

8.6
1287 reviews
From US$ 135 / night

Affordable 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

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.

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

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.

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

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.

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

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.

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

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.

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

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.

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

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.

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

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.

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

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.

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

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.

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

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.

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

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.

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

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.

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

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.

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

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.

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

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.

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

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.

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

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.

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

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.

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

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.

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

The comfortable Chalet 239-Boutique Hotel West Dover gives quick access to Sports Oddyssey Ski Shop, which is situated approximately 5 minutes' walk away.

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

The comfortable Chalet 239-Boutique Hotel West Dover gives quick access to Sports Oddyssey Ski Shop, which is situated approximately 5 minutes' walk away.

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

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.

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

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.

6.5
418 reviews
From US$ 67 / 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