Directions from Dennis Port, Massachusetts to Round Top, 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.


Mill Valley Golf Links

Golf Courses – Belchertown, Massachusetts

I will return when I hear conditons are at least back to the 2007 conditions. More on golflink.com

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  • Tee boxes were mostly dirt, fairways looked like hiking trails. More on golflink.com

  • Course was in awful shape. I would never play there again. Tee boxes were mostly dirt, fairways looked like hiking trails. More on golflink.com

Tournament Players Club of Boston

Nightlife – Norton, Massachusetts

Tournament Players Club Of Boston, located at 300 Arnold Palmer Boulevard, has about what you’d expect from your corner deli: beer, soda, and some not-so-low-calorie snacks. Don’t come here expecting a night’s worth of entertainment, ... More on clubzone

Blandford Ski Area

Ski Resorts – Huntington, Massachusetts

This place is also, despite how small it is, very well maintained, with lessons, games and everything. More on SkiTown.com

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  • The deals are great for skiing and food, and the food is excellent ! More on SkiTown.com

  • This place is very small, only about 450', yet it's one of my favorite ski mountains I've ever visited! The snow quality is outstanding. The crowding is decent at at least one chairlift, and the mo... More on SkiTown.com

Bristol Blake State Reservation

Parks – Norfolk, Massachusetts

Greenbush Area YMCA

Swimming – East Greenbush, New York

Mary Goodnow's Grave 1630 1930

Landmarks – Northborough, Massachusetts

Inscription. Mary Goodnow who lived here with her parents was lame and unable to run to the garrison house for safety when the indians attacked Northborough, August 18, 1707. A short path leads through the woods to her grave near ... More on HMDB

Cortina Mountain Resort

Ski Resorts – Tannersville, New York

AREA DETAILS Alpine Skiing: Yes Snowboarding: Yes Night Skiing: Yes Restricted Areas: No Heli-Skiing: No Leash Required: Yes Snowcat Skiing: No Cross Country: No Snow Tubing: Yes PARKS & PIPES Terrain Park: Yes Half ... More on SkiResortGuide.com

Holliston VFW

Things To Do – Holliston, Massachusetts

Holliston Vfw - Here’s the top-ten best things about Holliston Vfw: Best Thing Number 10: you can buy alcohol here. Number 9: huh. Well, that’s really it, actually. So maybe there’s not enough material for a Top-10 list. But you get ... More on clubzone

Becker Stone House

Landmarks – Gallupville, New York

Inscription. Built 1772, The Tory, Crysler, with a, band of Indians gave, battle on July 26, 1782, , Erected 1939 by New York State Education Department. , Location. 42° 40.373′ N, 74° 15.124′ W. Marker is near ... More on HMDB

Catamount Ski Area

Ski Resorts – South Egremont, Massachusetts

All in all Catamount is a great bargain (given a day trip can be made easily without the need for an exp... More on SkiTown.com

3.5
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3.5 out of 5
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3.5
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  • All the trails generally come back to the base so it is easy to meet up with friends of a run or two and th... More on SkiTown.com

  • SkiTown Review Ski resort reviews can be helpful only if you know the skill level and skiing perspective of... More on SkiTown.com

Honey Dew Donuts

Restaurants – Milford, Massachusetts

3.5
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3.5 out of 5
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T.G.I. Fridays

Restaurants – Guilderland, New York

T J's Sport Bar & Restaurant

Restaurants – West Coxsackie, New York

3.5
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3.5 out of 5
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3.5
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