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Brattleboro - The Berkshires - Hudson - New York City (Self Drive)
8 to 12+ nights from $1,235*Venture through these beautiful cities of Vermont, Massachusetts and New York State enjoy its natural landscapes and nightlife with a rental car. Explore the beautiful city of Brattleboro (the city is easily Accessible From Everywhere, with great outdoors activities and a main street full of shops and restaurants), The Berkshires, Hudson ...
Brattleboro - The Berkshires - Hudson - New York City (Self Drive)
8 to 12+ nights from $1,235 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on 2025-07-30T00:00:00. Choose your own departure city and dates.
This 8 night sample itinerary includes:
- Flight into Manchester and out of New York City
- Rental Car for 9 days
- Hotel for 2 nights in Brattleboro
- Hotel for 2 nights in The Berkshires
- Hotel for 2 nights in Hudson
- Hotel for 2 nights in New York City
Driving Time
Manchester – Brattleboro: 1 hr 35 min approx.
Brattleboro - The Berkshires:1hr 39 min approx.
The Berkshires- Hudson: 1hr 1 min approx.
Hudson - New York City: 2hs 22 min approx.
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Boston - Concord - Woodstock - Manchester (Self Drive)
6 to 9+ nights from $1,585*Self-drive packages through Massachusetts, New Hampshire and Vermont are a popular option for more experienced travelers, those looking to get off the beaten path and take their own time. Combine Boston (One of the oldest and populous cities of Massachusetts, famous for its baked beans and the Boston Marathon), Concord, Woodstock and Manc ...
Boston - Concord - Woodstock - Manchester (Self Drive)
6 to 9+ nights from $1,585 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on 2025-07-25T00:00:00. Choose your own departure city and dates.
This 6 night sample itinerary includes:
- Flight into Boston and out of Manchester
- Rental Car for 7 days
- Hotel for 2 nights in Boston
- Hotel for 1 night in Concord
- Hotel for 2 nights in Woodstock
- Hotel for 1 night in Manchester
Driving Time
Boston– Concord: 1 hr 4 min approx.
Concord – Woodstock: 1hr 21 min approx.
Woodstock – Manchester: 1hrs 32 mins approx.
