Directions from Cambridge, Massachusetts to Smithtown, 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.


Stratford American Revolutionary War Memorial

Landmarks – Stratford, Connecticut

Inscription. American, Revolutionary War, 1775 –– 1783, Dedicated to the brave Patriots, from Stratford who participated, in the struggle to achieve our, Independence, Killed in battle, Zachariah Blakeman, William Thompson, ... More on HMDB

Muddy Brook

Parks – Woodstock, Connecticut

MUDDY BROOK, Woodstock Intermittent sections from Route 197 to Roseland Lake. More on AnglerWeb.com

Manorville - Long Island Game Farm Wildlife Park

Wildlife / Animals – Manorville, New York

The Long Island Game Farm Wildlife and Children's Zoo is situated in a 300 acre pine forest, with a wildlife c ... More on PlanetWare

Alley Pond Environmental Center

Museums – Douglaston, New York

Topics: new, york. More on MuseumStuff.com

Lasting Seasons

Things To Do – Port Jefferson Station, New York

Whatever the occasion or holiday, you can find it here at a very reasonable price .. More on insiderpages.com

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  • I shop there often for little chatchkas and small gifts for the kids in my pre-school. More on insiderpages.com

  • If you need a greeting card, this place has the best selection of unique cards..look for the claws and paws section....they are the greatest! Oh, yes - 50% off to boot!!!! Whatever the occasion or ... More on insiderpages.com

Lake Mohegan Recreation Area

Parks – Fairfield, Connecticut

This 118- acre park is the only freshwater swimming area in Fairfield. The property provides a variety of recreation opportunities that include swimming, walking, hiking, picnicking, playground, p... More on Visitfairfieldcountyct.com

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  • This 118- acre park is the only freshwater swimming area in Fairfield. The property provides a variety of recreation opportunities that include swimming, walking, hiking, picnicking, playground, pe... More on uptake_content

Sands Point Preserve

Landmarks – Sands Point, New York

You'll think you've died and gone to medieval Europe at this place. The castles on these grounds are a stunning display of the extravagance and wealth from a different era. Created by Howard Gould... More on Frommers

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  • Sands Point Preserve : Explore-Relax-Refresh-Relive-Tour-Enjoy! More on Sandspointpreserve.org

Elroy-Sparta State Park Trail

National And State Parks – Norwalk, Connecticut

My wife made 28 of the 32 miles befor I had to return alone for the car. More on trails.mtbr.com

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  • I road this trail back in 94, and at that time it was 64mi long, I did the whole thing in about 5 hrs and loved it. More on trails.mtbr.com

  • This is not a Mt bike trail But it is a great family ride Railroad grade flat less than 3 degree elevation The tunnels are a highlight, total of three tunnels One should walk the tunnels as posted ... More on trails.mtbr.com

ashland skatepark, Ashland Massachusetts

Things To Do – Ashland, Massachusetts

it is kind of small but it is made of skatewave metal. This park consisists of: a quarter pipe speed ramp pyramid with a ... More on skateboardpark.com

Cold Spring Harbor Whaling Museum

Museums – Cold Spring Harbor, New York

The Cold Spring Harbor Whaling Museum collects, preserves, and exhibits objects and documents pertinent to whaling, especially the regional whaling history of Long Island, whale conservation, and t... More on Cshwhalingmuseum.org

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  • The museum contains exhibits pertaining to the whaling industry, especially Long Island, as well as whale conservation, and the history of Cold Spring Harbor as a maritime port. The Cold Spring Har... More on Heritage

Berry's Delight

Restaurants – Franklin Square, New York

Hms Host

Restaurants – Williston Park, New York

Donovan's of Bayside

Restaurants – Flushing, New York

The prices are very reasonable. More on CitySearch

4.5
6 reviews
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Average Rating
4.5 out of 5
6 reviews
1 source
CitySearch
4.5
6+ reviews
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  • Great burgers and some of the fries I've ever had and the vibe is relaxed and nice. More on CitySearch

  • Great burgers and some of the fries I've ever had and the vibe is relaxed and nice. More on CitySearch

Short Beach

Beaches – Branford, Connecticut

126 Years of Serving God and the Community of Short Beach We are located at 14 Pentecost Street, Short Beach, Branford, Connecticut , in the heart of Short Beach, just off Route 142/Shore Drive bet... More on Shortbeachchurch.org

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  • This part of Connecticut is always a diversion to stop at through the warm months. A piece of coast like this is too great to leave out. You've been indoors for too much time; Short Beach in New Ha... More on GoingOutside