Directions from Cambridge, Massachusetts to Sag Harbor, 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.


Soldiers' Memorial

Landmarks – East Haddam, Connecticut

Inscription. In honored memory of the brave defenders of our country in its hour of peril 1861-1865. Erected by Charles Miller and his wife Eliza Wheeler Miller 1900. , Erected 1900. , Location. 41° 30.139′ N, 72° ... More on HMDB

Second House Museum

Museums – Montauk, New York

On Montauk Highway, one half mile west of the Village, a late 1700's farm-house and the site of the second house built on Montauk. First House, at the entrance to Montauk, is long gone. Featured - memorabilia from those early cattle ... More on Montauknyguide.com

Eddie's Ii

Things To Do – Mastic, New York

Eddie's Ii - There’s not much to be said about the cocktails at Eddie's Ii. They’re not necessarily cheap, but they’re as tasty ... More on clubzone

Clark Community Park

Parks – Old Saybrook, Connecticut

180 acres, ballfields, basketball courts, trails, picnic area, pond(no swimming), shelter. More on Oldsaybrookchamber.com

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  • 180 acres, ballfields, basketball courts, trails, picnic area, pond(no swimming), shelter. More on Oldsaybrookchamber.com

Sutton Motor-In

Things To Do – Sutton, Massachusetts

Screens: 1 Sound: Car Capacity: Typical season: April - September Technical details: box style screen Sutton Motor-In Timeline: ... More on drive-ins.com

Brazil

Things To Do – Hampton Bays, New York

An upscale lounge that offers one of the largest champagne selections available in the ... More on Yahoo! Travel

deerfield loop

Things To Do – Watermill, New York

this trail is short, only 3 miles or so. The terrain is fun for a good ride when you dont have a whole lot of time, do as many laps as necessary. Recommended Route: rt 27 watermill to deerfield rd,... More on trails.mtbr.com

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  • this is a fun trail to ride if you are not looking for an extended journey, the loop is short but never boring. there are hills, as well as some short, fairly technical spots. No flat or straight ... More on trails.mtbr.com

Castello di Borghese Vineyard Winery

Wineries And Vineyards – Cutchogue, New York

It has history, the greatest wines and great people every day. Also, many activities in the area. They also... More on Yahoo! Travel

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  • The first of the Long Island vineyards and wineries, this vineyard ... More on Yahoo! Travel

  • This was the island's first vineyard to be established on Long Island, and when new owners took over they a... More on DogFriendly.com

Acabonack Harbor

Beaches – Amagansett, New York

Acabonack Harbor is located midway on the South Fork of Long Island along the shore of Gardiners Bay and southwest of Gardiners Island. The Acabonack Harbor is a habitat complex of shallow open water (less than 6 feet (2 m) deep), ... More on AnglerWeb.com

Neptune Beach Club

Things To Do – Westhampton Beach, New York

Although Neptune's has been around since the 1960's, the current day Neptune's beach club that you see was established in 1989. The Neptune's facility is actually one of the dozens of old cost guar... More on Neptunebeachclub.net

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  • Free neptune shuttle bus now available 1:00pm - 9:00pm! Park your car at beach bar 58 foster ave - hampton bays NY shuttle leaves ... More on Neptunebeachclub.net

Loose Caboose

Bars – Riverhead, New York

Loose Caboose - Some bars are legendary. The kind of watering hole that you’ll remember for most of your life. Loose Caboose? It’s not one of them. Located at ... More on clubzone

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Courtyard Cafe

Restaurants – Worcester, Massachusetts

3.5
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Lenny's Gift Shop

Restaurants – Montauk, New York

I wish all I had to review was the location as waterfront dining is always nice but the rest was awful. More on Yahoo! Travel

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  • Mike personally made the kids a nice chocolate sundae and I had an excellent strawberry cheesecake and my... More on TripAdvisor

  • What a setting - the fishing boats with today's fresh haul within 10 feet of our table. No fresh fish for u... More on TripAdvisor

Lotus Garden

Restaurants – Guilford, Connecticut

Lotus Garden is small but cozy space. It's decorated with various Asian artifacts. The ambiance is pleasant and relaxed and the wait staff is extremely helpful. They serve authentic Chinese and Japanese cuisine. Entrees include beef ... More on Yahoo! Travel