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.
Eurostars The Boxer
West End
Save 100% on your flight
Price was $1,465, price is now $1,022 per person
$1,022
per person
Mar 27 - Apr 2
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Boston (BOS)
Book a stay at this boutique hotel in Boston. Enjoy breakfast (surcharge), a 24-hour fitness center, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions TD Garden and Boston Common are located nearby.
Boston Harbor Hotel
North End
Save 100% on your flight
Price was $2,658, price is now $1,696 per person
$1,696
per person
Mar 27 - Apr 1
found 3 hours ago
Roundtrip flight included
Pittsburgh (PIT) 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 Inn at Hastings Park, Relais & Chateaux - Boston
Save 100% on your flight
Price was $1,485, price is now $1,039 per person
$1,039
per person
Mar 27 - Apr 1
found 1 day ago
Roundtrip flight included
Pittsburgh (PIT) to Boston (BOS)
Book a stay at this luxury hotel in Lexington. Enjoy room service, free bicycles on site, and onsite spa services. Our guests praise the helpful staff in our reviews. Popular attractions Lexington Battle Green and Burlington Mall are located nearby.
The Whitney Hotel
Beacon Hill
Save 100% on your flight
Price was $1,722, price is now $1,211 per person
$1,211
per person
Mar 27 - Apr 1
found 3 hours ago
Roundtrip flight included
Pittsburgh (PIT) 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 Newbury Boston
Back Bay
Save 100% on your flight
Price was $2,269, price is now $1,598 per person
$1,598
per person
Mar 27 - Apr 2
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) 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.
The Ritz-Carlton, Boston
Downtown Boston
Save 100% on your flight
Price was $2,129, price is now $1,513 per person
$1,513
per person
Mar 27 - Apr 1
found 3 hours ago
Roundtrip flight included
Pittsburgh (PIT) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy breakfast (surcharge), 24-hour room service, and a health club. Our guests praise the helpful staff and the room service in our reviews. Popular attractions Boston Common and Copley Square are located nearby.
Don't see what you're looking for?
See all available trips from Columbus to Chesterfield
View all tripsTop Hotel Deals
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. ...
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 ...
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 ...
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 ...
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 ...
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 ...
Tru by Hilton Chicopee Springfield
440 Memorial Dr Chicopee MA
32.65 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
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 ...
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 ...
The Ellery
259 Elm Street Northampton MA
17.66 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 ...
Fairfield Inn & Suites Springfield Northampton/Amherst
115A Conz Street Northampton MA
19.67 km from city center
Book a stay at this business-friendly hotel in Northampton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Residence Inn by Marriott West Springfield
64 Border Way West Springfield MA
33.08 km from city center
Book a stay at this business-friendly hotel in West Springfield. Enjoy free breakfast, parking (surcharge), and a 24-hour front desk. Popular attractions MGM ...
Quality Inn & Suites Northampton - Amherst
117 Conz St Northampton MA
19.76 km from city center
Book a stay at this business-friendly hotel in Northampton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
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.
Sat, May 9 - Wed, May 27
LAX
Los Angeles Intl.
BOS
Logan Intl.
$179 Roundtrip, found 6 days ago
$179
Roundtrip
found 6 days ago
Sun, Aug 30 - Sat, Sep 12
PDX
Portland Intl.
BOS
Logan Intl.
$197 Roundtrip, found 1 hour ago
$197
Roundtrip
found 1 hour ago
Tue, May 12 - Wed, May 13
LAX
Los Angeles Intl.
BOS
Logan Intl.
$205 Roundtrip, found 6 days ago
$205
Roundtrip
found 6 days ago
Tue, May 5 - Sat, May 16
LAX
Los Angeles Intl.
BOS
Logan Intl.
$214 Roundtrip, found 6 days ago
$214
Roundtrip
found 6 days ago
Tue, Mar 17 - Mon, Mar 23
LAX
Los Angeles Intl.
BOS
Logan Intl.
$233 Roundtrip, found 3 days ago
$233
Roundtrip
found 3 days ago