Directions from Cambridge, Massachusetts to Milford, Connecticut





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.


East Swamp Brook

Parks – Bethel, Connecticut

EAST SWAMP BROOK, Bethel Intermittent sections from Meckaur Municipal Park through Plumtrees Road to Route 302. Originally settled as the southeast part of the Town of Danbury, the Town of Bethel lies at the edge of the broad limestone ... More on AnglerWeb.com

Charlton Orchard, Inc.

Farm – Charlton, Massachusetts

Fruit Orchard and Farm Winery. PYO in season with Apple, blueberry, Peach, Pear, Plum, Pumpkins, Raspberry, Blackberry, and Strawberry. Picnic area, barnyard, wine tasting, cider mill, ... More on allaboutapples.com

Stonebridge Golf Links & Country Club

Golf Courses – Smithtown, New York

The grounds are very well maintained. More on golflink.com

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  • Challenging and fun. Everyone is very friendly. The grounds are very well maintained. Had heavy rain the night before we played. The grounds ... More on golflink.com

  • Stonebridge Golf Links & Country Club is an 18-hole regulation length golf course in Smithtown, New York. This short layout has 3 sets of teeboxes for a fun, but challenging golfing experience. Onl... More on TheGolfCourses.net

Behind the Scenes at the Bushnell, Hartford, CT

Things To Do – Hartford, Connecticut

45-minutes tour of the history of artistic interior, ... More on Yahoo! Travel

Cold Stone Creamery

Ice Cream – New Haven, Connecticut

Van Wilgen's Garden Center

Entertainment Venue And Sports Arenas – Northford, Connecticut

Centerport Harbor B & B

Things To Do – Huntington, New York

Premium waterfront accommodation, including private entrance, private bath, balcony and wonderful view. Full breakfast ... More on iloveny.com

Center Springs Park

Parks – Manchester, Connecticut

This camouflaged PlayBooster® cant hide its challenging, enjoyable events. The Curved Track Ride, Loop Horizontal Ladder and Disc Challenge are three events that once are revealed, ... More on KaBoom.org

Hartford - The Mark Twain House & Museum

Museums – Hartford, Connecticut

A great place for history buffs. More on GeckoGo

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  • The Mark Twain House & Museum is the site of Twain's Hartford home, where he and his family lived from 1874... More on PlanetWare

Tasty Treat & Miniature Golf

Golf Courses – Ashland, Massachusetts

Friendly service and great ice cream! I also enjoy the fish and chips they use fresh haddock from Ipswich. More on Yahoo! Travel

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Adam's Bakery

Restaurants – Fairfield, Connecticut

Specializing in wedding & birthday cakes - Complete line of bakery products - International line of pastries - Variety of bread & ... More on entertainment.com

Blimpie Subs & Salads

Restaurants – Newington, Connecticut

Exceptional service, quality sandwiches priced right - Freshly baked bread - Catering for all occasions - Hot & cold subs - 3 ft. & 6 ft. Blimpie® Blasts ... More on entertainment.com

Infrared Cafe

Restaurants – Berlin, Connecticut

Diesel Lounge

Music and Theater – New Haven, Connecticut

Diesel Lounge - If you and your friends often argue about the scene you’d like to experience on a night out, Diesel is the place for you. Kick back on their couches with a generous cocktail, grab a beer at the barstool, or find a ... More on clubzone

Branford Artists Cooperative

Music and Theater – Branford, Connecticut