
Cheap Holidays to Chesterfield
- Top deals for trips to Chesterfield
- 3-night holiday deals
- 4-night holiday deals
- 5-night holiday deals
- 6 or 7-night holiday deals
Top deals for trips to Chesterfield
Price found within the past 48 hours. Click for updated prices.

4.5-star property
The Lenox Hotel Boston
Back Bay
7 Feb - 13 Feb
6 night stay
Helsinki (HEL) to Boston (BOS)
KLM • Direct • Coach
Boston (BOS) to Helsinki (HEL)
Delta • Direct • Coach
Price was €1,225, price is now €892 per person
€892
per person
just found
The shopping around The Lenox Hotel Boston gets high marks from our customers. During your stay, you're just a quick walk from Copley Square. Enjoy features like free WiFi in public areas, plus 3 restaurants and a 24-hour gym. This property offers pet-friendly amenities, such as food and water bowls.

5.0-star property
Raffles Boston
Back Bay
7 Feb - 13 Feb
6 night stay
Helsinki (HEL) to Boston (BOS)
KLM • Direct • Coach
Boston (BOS) to Helsinki (HEL)
Delta • Direct • Coach
Price was €2,195, price is now €1,481 per person
€1,481
per person
just found
Our customers tell us that they can't get enough of the helpful staff at Raffles Boston. During your stay, you're just a quick walk from Copley Square. Enjoy features like free WiFi in public areas, plus 3 restaurants and a full-service spa. This property offers pet-friendly amenities, such as food and water bowls.

4.0-star property
The Whitney Hotel
Beacon Hill
7 Feb - 13 Feb
6 night stay
Helsinki (HEL) to Boston (BOS)
KLM • Direct • Coach
Boston (BOS) to Helsinki (HEL)
Delta • Direct • Coach
Price was €1,707, price is now €1,170 per person
€1,170
per person
just found
Our customers tell us that they can't get enough of the helpful staff at The Whitney Hotel. During your stay, you're just a quick walk from Boston Common. Enjoy features like free WiFi in public areas, plus a restaurant and a 24-hour gym. This property offers pet-friendly amenities, such as food and water bowls.

4.5-star property
Fairmont Copley Plaza, Boston
Back Bay
7 Feb - 13 Feb
6 night stay
Helsinki (HEL) to Boston (BOS)
KLM • Direct • Coach
Boston (BOS) to Helsinki (HEL)
Delta • Direct • Coach
Price was €1,420, price is now €1,076 per person
€1,076
per person
just found
Our customers tell us that they can't get enough of the helpful staff at Fairmont Copley Plaza, Boston. During your stay, you're just a quick walk from Copley Square. You'll find features such as free WiFi in public areas, plus a restaurant and a gym. This property offers pet-friendly amenities, such as food and water bowls.

4.5-star property
Hotel Commonwealth
Fenway–Kenmore
7 Feb - 13 Feb
6 night stay
Helsinki (HEL) to Boston (BOS)
KLM • Direct • Coach
Boston (BOS) to Helsinki (HEL)
Delta • Direct • Coach
Price was €1,341, price is now €1,047 per person
€1,047
per person
just found
Our customers tell us that they can't get enough of the helpful staff at Hotel Commonwealth. During your stay, you're just a quick walk from Fenway Park. 2 restaurants, a 24-hour gym and a bar are available. This property offers pet-friendly amenities, such as food and water bowls.
Chesterfield Holiday Packages for 6-7 Nights
Price found within the past 48 hours. Click for updated prices.

4.5-star property
The Lenox Hotel Boston
Back Bay
7 Feb - 13 Feb
6 night stay
Helsinki (HEL) to Boston (BOS)
KLM • Direct • Coach
Boston (BOS) to Helsinki (HEL)
Delta • Direct • Coach
Price was €1,225, price is now €892 per person
€892
per person
just found
The shopping around The Lenox Hotel Boston gets high marks from our customers. During your stay, you're just a quick walk from Copley Square. Enjoy features like free WiFi in public areas, plus 3 restaurants and a 24-hour gym. This property offers pet-friendly amenities, such as food and water bowls.

5.0-star property
Raffles Boston
Back Bay
7 Feb - 13 Feb
6 night stay
Helsinki (HEL) to Boston (BOS)
KLM • Direct • Coach
Boston (BOS) to Helsinki (HEL)
Delta • Direct • Coach
Price was €2,195, price is now €1,481 per person
€1,481
per person
just found
Our customers tell us that they can't get enough of the helpful staff at Raffles Boston. During your stay, you're just a quick walk from Copley Square. Enjoy features like free WiFi in public areas, plus 3 restaurants and a full-service spa. This property offers pet-friendly amenities, such as food and water bowls.

4.0-star property
The Whitney Hotel
Beacon Hill
7 Feb - 13 Feb
6 night stay
Helsinki (HEL) to Boston (BOS)
KLM • Direct • Coach
Boston (BOS) to Helsinki (HEL)
Delta • Direct • Coach
Price was €1,707, price is now €1,170 per person
€1,170
per person
just found
Our customers tell us that they can't get enough of the helpful staff at The Whitney Hotel. During your stay, you're just a quick walk from Boston Common. Enjoy features like free WiFi in public areas, plus a restaurant and a 24-hour gym. This property offers pet-friendly amenities, such as food and water bowls.

4.5-star property
Fairmont Copley Plaza, Boston
Back Bay
7 Feb - 13 Feb
6 night stay
Helsinki (HEL) to Boston (BOS)
KLM • Direct • Coach
Boston (BOS) to Helsinki (HEL)
Delta • Direct • Coach
Price was €1,420, price is now €1,076 per person
€1,076
per person
just found
Our customers tell us that they can't get enough of the helpful staff at Fairmont Copley Plaza, Boston. During your stay, you're just a quick walk from Copley Square. You'll find features such as free WiFi in public areas, plus a restaurant and a gym. This property offers pet-friendly amenities, such as food and water bowls.

4.5-star property
Hotel Commonwealth
Fenway–Kenmore
7 Feb - 13 Feb
6 night stay
Helsinki (HEL) to Boston (BOS)
KLM • Direct • Coach
Boston (BOS) to Helsinki (HEL)
Delta • Direct • Coach
Price was €1,341, price is now €1,047 per person
€1,047
per person
just found
Our customers tell us that they can't get enough of the helpful staff at Hotel Commonwealth. During your stay, you're just a quick walk from Fenway Park. 2 restaurants, a 24-hour gym and a bar are available. This property offers pet-friendly amenities, such as food and water bowls.
Best Chesterfield hotel deals for your holiday

D. Hotel Suites & Spa
1 Country Club Rd Holyoke MA
The price is €108 per night
€108
1 Jan - 2 Jan 2026
includes taxes & fees
23.29 km from city centre
Our customers tell us that they can't get enough of the comfortable beds at D. Hotel Suites & Spa. During your stay, you're just a quick walk from Mount Tom State Reservation. Enjoy features like 2 restaurants, a full-service spa and an indoor pool.
Uima-allas
Poreallas

Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street Pittsfield MA
The price is €84 per night
€84
3 Jan - 4 Jan 2026
includes taxes & fees
34.67 km from city centre
Our customers tell us that they can't get enough of the helpful staff at Holiday Inn & Suites Pittsfield-Berkshires by IHG. During your stay, you're just a quick walk from Berkshire Museum. Features include free WiFi in public areas and free self-parking, plus an indoor pool.
Uima-allas
Lemmikkiystävällinen

Quality Inn West Springfield
1150 Riverdale St West Springfield MA
The price is €77 per night
€77
21 Jan - 22 Jan 2026
includes taxes & fees
33.46 km from city centre
The free breakfast at Quality Inn West Springfield gets good marks from our customers. During your stay, you'll be within walking distance of Olympia Ice Center. Features include free WiFi in public areas and free self-parking, plus a restaurant.
Uima-allas
Aamiainen sisältyy hintaan

Courtyard by Marriott West Springfield
885 Riverdale Street West Springfield MA
The price is €115 per night
€115
4 Jan - 5 Jan 2026
includes taxes & fees
34.25 km from city centre
Our customers tell us that they can't get enough of the helpful staff at Courtyard by Marriott West Springfield. During your stay, you're just a quick walk from Riverdale Shops. Features include free WiFi in public areas and free self-parking, plus an indoor pool.
Uima-allas
Pysäköinti sisältyy hintaan

Comfort Inn & Suites
400 Russell St Hadley MA
The price is €108 per night
€108
15 Jan - 16 Jan 2026
includes taxes & fees
24.38 km from city centre
Our customers tell us that they enjoy the free breakfast at Comfort Inn & Suites Hadley - Amherst. During your stay, you're just a quick walk from Autobahn. You'll find features such as free WiFi in public areas and free self-parking, plus an indoor pool.
Uima-allas
Aamiainen sisältyy hintaan

Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
The price is €113 per night
€113
11 Jan - 12 Jan 2026
includes taxes & fees
34.87 km from city centre
Our customers tell us that they can't get enough of the helpful staff at Berkshire Mountain Lodge. During your stay, you're just a quick walk from Guido's Marketplace. Free WiFi in public areas, free self-parking and an indoor pool are available.
Uima-allas
Poreallas
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Cheap flights to Chesterfield
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
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^Savings based on all package bookings with Flight + Hotel made on ebookers.fi from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.
