Chesterfield Vacations

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Top Hotel Deals

D. Hotel Suites & Spa

D. Hotel Suites & Spa

3 out of 5
1 Country Club Rd Holyoke MA
23.29 km from city center
Book a stay at this spa hotel in Holyoke. Enjoy a full-service spa, 2 restaurants, and room service. Our guests praise the breakfast and the pool in our reviews. ...
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3 out of 5
One West Street Pittsfield MA
34.67 km from city center
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
34.87 km from city center
Book a stay at this golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms in ...
Courtyard by Marriott West Springfield

Courtyard by Marriott West Springfield

3 out of 5
885 Riverdale Street West Springfield MA
34.25 km from city center
Book a stay at this business-friendly hotel in West Springfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff ...
Comfort Inn & Suites

Comfort Inn & Suites

2.5 out of 5
400 Russell St Hadley MA
24.38 km from city center
Book a stay at this business-friendly hotel in Hadley. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Tru by Hilton Chicopee Springfield

Tru by Hilton Chicopee Springfield

2.5 out of 5
440 Memorial Dr Chicopee MA
32.74 km from city center
Stay at this hotel in Chicopee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
Quality Inn West Springfield

Quality Inn West Springfield

2.5 out of 5
1150 Riverdale St West Springfield MA
33.46 km from city center
Book a stay at this golf hotel in West Springfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Blue – A Modern Hotel, an Ascend Collection Hotel

Blue – A Modern Hotel, an Ascend Collection Hotel

2.5 out of 5
1080 Riverdale St West Springfield MA
33.62 km from city center
Book a stay at this business-friendly hotel in West Springfield. Enjoy free WiFi, free parking, and a 24-hour fitness center. Popular attractions MGM Springfield ...
Hotel Northampton

Hotel Northampton

3.5 out of 5
36 King Street Northampton MA
18.94 km from city center
Book a stay at this historic hotel in Northampton. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms ...
Quality Inn Westfield - Springfield

Quality Inn Westfield - Springfield

2.5 out of 5
2 Southampton Rd Westfield MA
29.18 km from city center
Book a stay at this business-friendly hotel in Westfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Red Roof Inn PLUS+ South Deerfield – Amherst

Red Roof Inn PLUS+ South Deerfield – Amherst

2.5 out of 5
9 Greenfield Rd South Deerfield MA
20.47 km from city center
Stay at this hotel in South Deerfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our ...
Candlewood Suites West Springfield by IHG

Candlewood Suites West Springfield by IHG

2.5 out of 5
572 Riverdale St West Springfield MA
34.81 km from city center
Book a stay at this business-friendly hotel in West Springfield. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff ...
Hampton Inn Westfield

Hampton Inn Westfield

2.5 out of 5
39 Southampton Rd Westfield MA
29.17 km from city center
Book a stay at this business-friendly hotel in Westfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Hotel UMass

Hotel UMass

2.5 out of 5
1 Campus Center Way Amherst MA
25.48 km from city center
Stay at this hotel in Amherst. Enjoy free breakfast, free WiFi, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Mullins ...
Quality Inn Chicopee - Springfield

Quality Inn Chicopee - Springfield

2.5 out of 5
463 Memorial Dr Chicopee MA
32.87 km from city center
Book a stay at this business-friendly hotel in Chicopee. Enjoy free breakfast, free WiFi, and free parking. Popular attractions MGM Springfield and Chicopee ...
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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.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Tue, Jan 13 - Sat, Jan 17
PDX
Portland Intl.
BOS
Logan Intl.
$197 Roundtrip, found 6 days ago
$197
Roundtrip
found 6 days ago
Select Delta flight, departing Tue, Jan 13 from Portland Intl. to Logan Intl., returning Sat, Jan 17, priced at $197 found 6 days ago
United
Thu, Jan 15 - Mon, Jan 19
PDX
Portland Intl.
BOS
Logan Intl.
$264 Roundtrip, found 6 days ago
$264
Roundtrip
found 6 days ago
Select United flight, departing Thu, Jan 15 from Portland Intl. to Logan Intl., returning Mon, Jan 19, priced at $264 found 6 days ago
American Airlines
Thu, Jan 15 - Mon, Jan 19
PDX
Portland Intl.
BOS
Logan Intl.
$293 Roundtrip, found 6 days ago
$293
Roundtrip
found 6 days ago
Select American Airlines flight, departing Thu, Jan 15 from Portland Intl. to Logan Intl., returning Mon, Jan 19, priced at $293 found 6 days ago
Frontier Airlines
Wed, Dec 24 - Thu, Jan 1
LAX
Los Angeles Intl.
BDL
Bradley Intl.
$314 Roundtrip, found 6 days ago
$314
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Wed, Dec 24 from Los Angeles Intl. to Bradley Intl., returning Thu, Jan 1, priced at $314 found 6 days ago
Alaska Airlines
Wed, Dec 17 - Mon, Jan 5
LAX
Los Angeles Intl.
BOS
Logan Intl.
$341 Roundtrip, found 2 days ago
$341
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Wed, Dec 17 from Los Angeles Intl. to Logan Intl., returning Mon, Jan 5, priced at $341 found 2 days ago