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 ...
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 ...
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 ...
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 ...
Riverdale Inn

Riverdale Inn

2 out of 5
1500 Riverdale Street West Springfield MA
32.52 km from city center
Stay at this motel in West Springfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions MGM Springfield and Olympia Ice Center are ...
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 ...
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 ...
Hampton Inn West Springfield

Hampton Inn West Springfield

2.5 out of 5
1011 Riverdale St West Springfield MA
33.92 km from city center
Book a stay at this business-friendly hotel in West Springfield. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff and ...
Inn on Boltwood

Inn on Boltwood

3 out of 5
30 Boltwood Ave. Amherst MA
26.46 km from city center
Book a stay at this business-friendly hotel in Amherst. Enjoy free WiFi, free parking, and a rooftop terrace. Our guests praise the helpful staff in our reviews. ...
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 ...
Motel 6 Chicopee, MA - Springfield

Motel 6 Chicopee, MA - Springfield

2 out of 5
36 Burnett Rd Chicopee MA
34.77 km from city center
Stay at this motel in Chicopee. Enjoy free WiFi, a 24-hour front desk, and laundry facilities. Our guests praise the helpful staff and the clean rooms in our ...
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 ...
The Ellery

The Ellery

3.5 out of 5
259 Elm Street Northampton MA
17.67 km from city center
Stay at this hotel in Northampton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
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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.

American Airlines
Wed, Mar 18 - Mon, Mar 23
LAX
Los Angeles Intl.
BOS
Logan Intl.
$199 Roundtrip, found 4 days ago
$199
Roundtrip
found 4 days ago
Select American Airlines flight, departing Wed, Mar 18 from Los Angeles Intl. to Logan Intl., returning Mon, Mar 23, priced at $199 found 4 days ago
United
Wed, Mar 18 - Mon, Mar 23
LAX
Los Angeles Intl.
BOS
Logan Intl.
$208 Roundtrip, found 4 days ago
$208
Roundtrip
found 4 days ago
Select United flight, departing Wed, Mar 18 from Los Angeles Intl. to Logan Intl., returning Mon, Mar 23, priced at $208 found 4 days ago
Delta
Sat, May 30 - Tue, Jun 9
LAX
Los Angeles Intl.
BOS
Logan Intl.
$218 Roundtrip, found 2 days ago
$218
Roundtrip
found 2 days ago
Select Delta flight, departing Sat, May 30 from Los Angeles Intl. to Logan Intl., returning Tue, Jun 9, priced at $218 found 2 days ago
Southwest Airlines
Wed, Mar 18 - Mon, Mar 23
LAX
Los Angeles Intl.
BOS
Logan Intl.
$272 Roundtrip, found 4 days ago
$272
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Wed, Mar 18 from Los Angeles Intl. to Logan Intl., returning Mon, Mar 23, priced at $272 found 4 days ago
Breeze Airways
Thu, Jun 11 - Tue, Jun 16
LAX
Los Angeles Intl.
BDL
Bradley Intl.
$287 Roundtrip, found 4 hours ago
$287
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Thu, Jun 11 from Los Angeles Intl. to Bradley Intl., returning Tue, Jun 16, priced at $287 found 4 hours ago