Boston Road Vacation Packages for 2026
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Boston Road Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Staypineapple, A Delightful Hotel, South End
South End
Save 100% on your flight
Price was $1,423, price is now $979 per person
$979
per person
Jul 14 - Jul 20
found 13 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
Book a stay at this boutique hotel in Boston. Enjoy free bicycles on site, a 24-hour front desk, and concierge services. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Copley Square and Boston Common are located nearby.
Hotel Ivy Boston Common
Bay Village
Save 100% on your flight
Price was $1,752, price is now $1,035 per person
$1,035
per person
Jul 14 - Jul 20
found 13 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
Stay at this hotel in Boston. Enjoy free WiFi, a 24-hour front desk, and concierge services. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Boston Common and Copley Square are located nearby.
The Atlas Hotel
Allston
Save 100% on your flight
Price was $1,757, price is now $1,127 per person
$1,127
per person
Jun 25 - Jun 30
found 1 day ago
Roundtrip flight included
West Palm Beach (PBI) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Popular attractions Harvard Square and Fenway Park are located nearby.
Eurostars The Boxer
West End
Save 100% on your flight
Price was $2,085, price is now $1,372 per person
$1,372
per person
Jul 14 - Jul 20
found 13 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
Book a stay at this boutique hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions TD Garden and Faneuil Hall Marketplace are located nearby.
The Charles Hotel
West Cambridge
Save 100% on your flight
Price was $1,985, price is now $1,362 per person
$1,362
per person
Jun 25 - Jun 30
found 24 hours ago
Roundtrip flight included
West Palm Beach (PBI) to Boston (BOS)
Book a stay at this luxury hotel in Cambridge. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Harvard Square and Fenway Park are located nearby.
The Westin Boston Seaport District
Seaport District
Save 100% on your flight
Price was $1,453, price is now $1,002 per person
$1,002
per person
Jun 25 - Jun 30
found 1 day ago
Roundtrip flight included
West Palm Beach (PBI) to Boston (BOS)
Book a stay at this business-friendly hotel in Boston. Enjoy 2 bars/lounges, breakfast (surcharge), and room service. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions New England Aquarium and Boston Harbor are located nearby.
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Howard Johnson by Wyndham Springfield
1356 Boston Rd Springfield MA
0.17 km from Boston Road
Book a stay at this business-friendly hotel in Springfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
MGM Springfield
One MGM Way Springfield MA
8.54 km from Boston Road
Stay at this hotel in Springfield. Enjoy free parking, an outdoor pool, and 8 restaurants. Our guests praise the helpful staff and the convenient parking in ...
La Quinta Inn & Suites by Wyndham Hartford - Bradley Airport
64 Ella Grasso Turnpike Windsor Locks CT
28.34 km from Boston Road
Book a stay at this business-friendly hotel in Windsor Locks. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Hotel UMass
1 Campus Center Way Amherst MA
28.06 km from Boston Road
Stay at this hotel in Amherst. Enjoy free breakfast, free WiFi, and 5 coffee shops/cafes. Our guests praise the helpful staff in our reviews. Popular attractions ...
Sheraton Hartford Hotel at Bradley Airport
1 Bradley International Airport Windsor Locks CT
27.92 km from Boston Road
Book a stay at this business-friendly hotel in Windsor Locks. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and ...
D. Hotel Suites & Spa
1 Country Club Rd Holyoke MA
17.23 km from Boston Road
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. ...
Quality Inn West Springfield
1150 Riverdale St West Springfield MA
10.44 km from Boston Road
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 ...
Comfort Inn & Suites Hadley - Amherst
400 Russell St Hadley MA
24.9 km from Boston Road
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 ...
Days Inn by Wyndham Windsor Locks / Bradley Intl Airport
185 Ella Grasso Turnpike Windsor Locks CT
27.47 km from Boston Road
Book a stay at this business-friendly hotel in Windsor Locks. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
Motel 6 Enfield, CT - Hartford
11 Hazard Ave Enfield CT
17.94 km from Boston Road
Stay at this motel in Enfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Six Flags New England and Enfield Square are located ...
Fairfield Inn & Suites Hartford Airport
2 Loten Dr Windsor Locks CT
28.09 km from Boston Road
Book a stay at this business-friendly hotel in Windsor Locks. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Quality Inn & Suites Northampton - Amherst
117 Conz St Northampton MA
21.67 km from Boston Road
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 ...
Motel 6 Windsor Locks, CT - Hartford
3 National Dr Windsor Locks CT
27.69 km from Boston Road
Stay at this motel in Windsor Locks. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the clean rooms in our reviews. Popular attractions ...
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.
Fri, May 29 - Tue, Jun 2
PDX
Portland Intl.
BOS
Logan Intl.
$217 Roundtrip, found 12 hours ago
$217
Roundtrip
found 12 hours ago
Wed, Aug 12 - Tue, Sep 1
LAX
Los Angeles Intl.
BOS
Logan Intl.
$227 Roundtrip, found 12 hours ago
$227
Roundtrip
found 12 hours ago
Tue, Nov 3 - Fri, Nov 13
LAX
Los Angeles Intl.
BOS
Logan Intl.
$237 Roundtrip, found 12 hours ago
$237
Roundtrip
found 12 hours ago
Sat, Oct 31 - Tue, Nov 17
LAX
Los Angeles Intl.
BOS
Logan Intl.
$237 Roundtrip, found 12 hours ago
$237
Roundtrip
found 12 hours ago
Thu, Jul 9 - Tue, Jul 14
LAX
Los Angeles Intl.
BOS
Logan Intl.
$240 Roundtrip, found 1 day ago
$240
Roundtrip
found 1 day ago