Vacation Packages to Massachusetts for 2025

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.

Tue, Aug 19 - Sun, Aug 31
LAX
Los Angeles
BOS
Boston
$196 Roundtrip, found 6 days ago
$196
Roundtrip
found 6 days ago

Sun, Aug 31 - Mon, Sep 1
PDX
Portland
BOS
Boston
$207 Roundtrip, found 3 days ago
$207
Roundtrip
found 3 days ago

Mon, Oct 6 - Wed, Oct 15
PDX
Portland
BOS
Boston
$217 Roundtrip, found 3 days ago
$217
Roundtrip
found 3 days ago

Mon, Oct 6 - Wed, Oct 15
PDX
Portland
BOS
Boston
$232 Roundtrip, found 3 days ago
$232
Roundtrip
found 3 days ago

Sun, Aug 31 - Mon, Sep 1
PDX
Portland
BOS
Boston
$247 Roundtrip, found 3 days ago
$247
Roundtrip
found 3 days ago
Popular vacation package destinations in Massachusetts
- Boston Vacations
- Nantucket Vacations
- Provincetown Vacations
- Hyannis Vacations
- Chatham Vacations
- Falmouth Vacations
- Gloucester Vacations
- South Yarmouth Vacations
- Plymouth Vacations
- Edgartown Vacations
- Oak Bluffs Vacations
- West Yarmouth Vacations
- Dennis Port Vacations
- Sandwich Vacations
- Springfield Vacations
- Dennis Vacations
- Brewster Vacations
- Worcester Vacations
- Wellfleet Vacations
- Rockport Vacations
- Eastham Vacations
- Lenox Vacations
- Foxboro Vacations
- Orleans Vacations
- Harwich Vacations
- Truro Vacations
- North Truro Vacations
- Newburyport Vacations
- Vineyard Haven Vacations
- Mashpee Vacations
- Williamstown Vacations
- East Falmouth Vacations
- Amherst Vacations
- Sturbridge Vacations
- Pittsfield Vacations
- Marlborough Vacations
- Salisbury Vacations
- Northampton Vacations
- Fitchburg Vacations
- Barnstable Vacations
Vacation ideas similar to Massachusetts vacations
- Florida Vacations
- Michigan Vacations
- Hawaii Vacations
- Maine Vacations
- New Jersey Vacations
- North Carolina Vacations
- Wisconsin Vacations
- California Vacations
- Pennsylvania Vacations
- Tennessee Vacations
- Minnesota Vacations
- Virginia Vacations
- Colorado Vacations
- Ohio Vacations
- New Hampshire Vacations
- South Carolina Vacations
- Texas Vacations
- Connecticut Vacations
- Georgia Vacations
- Rhode Island Vacations