Chesterfield Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Chesterfield Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
The Revolution Hotel
South End
Save 100% on your flight
Price was $543, price is now $363 per person
$363
per person
Mar 6 - Mar 10
found 17 hours ago
Roundtrip non-stop flight included
New Orleans (MSY) to Boston (BOS)
Stay at this hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Copley Square and Boston Common are located nearby.
Boston Harbor Hotel
North End
Save 100% on your flight
Price was $1,852, price is now $1,194 per person
$1,194
per person
Mar 6 - Mar 10
found 17 hours ago
Roundtrip non-stop flight included
New Orleans (MSY) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a marina, and breakfast (surcharge). Our guests praise the helpful staff and the room service in our reviews. Popular attractions New England Aquarium and Boston Common are located nearby.
The Whitney Hotel
Beacon Hill
Save 100% on your flight
Price was $1,156, price is now $801 per person
$801
per person
Mar 6 - Mar 10
found 17 hours ago
Roundtrip non-stop flight included
New Orleans (MSY) to Boston (BOS)
Stay at this hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Boston Common and TD Garden are located nearby.
The Bostonian Boston
Government Center
Save 100% on your flight
Price was $677, price is now $488 per person
$488
per person
Mar 6 - Mar 10
found 17 hours ago
Roundtrip non-stop flight included
New Orleans (MSY) to Boston (BOS)
Book a stay at this boutique hotel in Boston. Enjoy free WiFi, room service, and a health club. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions New England Aquarium and TD Garden are located nearby.
citizenM Boston Back Bay
Fenway–Kenmore
Save 100% on your flight
Price was $870, price is now $653 per person
$653
per person
Mar 6 - Mar 10
found 17 hours ago
Roundtrip non-stop flight included
New Orleans (MSY) to Boston (BOS)
Stay at this hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Popular attractions Fenway Park and Copley Square are located nearby.
The Newbury Boston
Back Bay
Save 100% on your flight
Price was $1,339, price is now $1,008 per person
$1,008
per person
Mar 6 - Mar 10
found 17 hours ago
Roundtrip non-stop flight included
New Orleans (MSY) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy breakfast (surcharge), 24-hour room service, and a 24-hour fitness center. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Boston Common and Copley Square are located nearby.
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D. Hotel Suites & Spa
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
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
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
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
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
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
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
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
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
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 ...
Hotel UMass
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 ...
Blue – A Modern Hotel, an Ascend Collection Hotel
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 ...
Candlewood Suites West Springfield by IHG
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 ...
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.
Wed, Mar 18 - Mon, Mar 23
LAX
Los Angeles Intl.
BOS
Logan Intl.
$199 Roundtrip, found 5 days ago
$199
Roundtrip
found 5 days ago
Wed, Mar 18 - Mon, Mar 23
LAX
Los Angeles Intl.
BOS
Logan Intl.
$208 Roundtrip, found 5 days ago
$208
Roundtrip
found 5 days ago
Sat, May 30 - Tue, Jun 9
LAX
Los Angeles Intl.
BOS
Logan Intl.
$218 Roundtrip, found 4 days ago
$218
Roundtrip
found 4 days ago
Wed, Mar 18 - Mon, Mar 23
LAX
Los Angeles Intl.
BOS
Logan Intl.
$272 Roundtrip, found 5 days ago
$272
Roundtrip
found 5 days ago
Thu, Jun 11 - Tue, Jun 16
LAX
Los Angeles Intl.
BDL
Bradley Intl.
$287 Roundtrip, found 1 day ago
$287
Roundtrip
found 1 day ago