Directions from Nantucket, Massachusetts to Highland, New York





UpTake Roadtrip Beta

We've selected a few points along the way for you to stop. We are trying to surface things you may not find elsewhere, but if we make some poor choices, please understand. Your feedback is appreciated.


Boston Harbor Islands

Parks – Worcester, Massachusetts

Visitors to the park enjoy shell and slate beaches, easy hiking paths, old hay fields gone wild with bayberry, raspberry and elderberry, and old roadways to historic foundations and forts. Shade is found at picnic sites, trailside ... More on mass.gov

Outdoor Adventure Games/Extreme Paintball

Things To Do – Waterbury, Connecticut

Outdoor adventure Games has been in buisness since 1991 (one of the oldest fields in the northeast). We cater to private groups, corporations and new players. Play on any of or three wooded fields, or try your ... More on Warpig.com

Nibbling Brook Farm

Things To Do – Thomaston, Connecticut

Choose and cut Christmas Trees, More on pickyourownchristmastree

SPIRIT skatepark, Ridgefield Connecticut

Parks – Ridgefield, Connecticut

This park is nice. They just re-did it in the summer of 2004. They have a 4ft half pipe. They also have a 2ft,4ft,and 6ft quarter pipe. There is a manual pad with grindable rails on each side and a smaller one of those as well. There ... More on skateboardpark.com

Highland Cultural Center - HCC Arts

Museums – Highland, New York

An award-winning non-profit multi-arts organization serving the mid-Hudson Valley region. Includes art gallery exhibit, classes and workshops, children's programs. Sponsors ... More on iloveny.com

Lake Maratanza

Lakes – Crawford, New York

'Lake Maratanza' is the highest lake in New York's Shawangunk Ridge at 2,245 feet (684 m) above sea level. It is within Sam's Point Preserve. The ... More on Wikipedia

Mulligan Irish Pub

Bars – Poughkeepsie, New York

Mulligan Irish Pub - Beer, liquor and all other booze—it all ends up in the same place. If you’re looking for a decent fueling station ... More on clubzone

Cape Cod Rail Trail

Things To Do – South Dennis, Massachusetts

The Cape Cod Rail Trail follows a former railroad right-of-way for 22 miles through the towns of Dennis, Harwich, Brewster, Orleans, Eastham and Wellfleet. Its paved surface, few hills, and well-marked automobile crossings make it ... More on Dennischamber.com

Brimfield Antique Show

Things To Do – Brimfield, Massachusetts

This is a great venue that includes antiques and flea market items combined. Part of the sport is sifting t... More on TripAdvisor

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  • A great experience at the Shelton Antiques Shows at the world famous Brimfield Antique Shows. Shelton's fie... More on TripAdvisor

  • Three times a year, over 20 outdoor markets set up along a mile-long ... More on TripAdvisor

Juniors Lounge

Restaurants – Poughkeepsie, New York

Spanky's Clam Shack

Restaurants – Hyannis, Massachusetts

the place was ok, the food was ok,, a little high for this kind of unfriendlyness, could not sit out side!! More on Yahoo! Travel

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  • Very Cape cod type atmoshphere with great food....p.s. More on CitySearch

  • After a week of bad restaurant picks in Newport and Boston, we were hoping that our last meal in New Englan... More on Yahoo! Travel

Popeye's Galley

Restaurants – Coventry, Connecticut

Safe Home Playscape

Parks – South Windsor, Connecticut

We are updating an old worn out wooden playscape into a colorful nine event new playspace. More on KaBoom.org