Directions from Boston, Massachusetts to Windsor, 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.


Bristol Civil War Memorial

Bristol Civil War Memorial See More

Landmarks – Bristol, Connecticut

Inscription. To Remember, And To Honor, Those From Bristol, Who Served God, And Their Country, In World War II, And Korea, [ left plaque ], World War II Ardenski, Edwin W. Aube, Harold N. Bachman, ... More on HMDB

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  • Inscription. This memorial was erected to honor those soldiers from Bristol, Connecticut who lost their lives during World War I. A pin-oak tree has been planted along the Memorial Boulevard, which... More on HMDB

Framingham's Farmer's Markets

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Food Shopping – Framingham, Massachusetts

Mass. Farmers' Markets brings fresh local produce to Framingham every Thursday from June to October. Treat yourself to fruits and veggies as well as fresh bread, cookies and other treats, sauces ... More on GoCityKids

Dunkin' Donuts

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Donuts – Bristol, Connecticut

Bridge: Naugatuck Glass Company

Bridge: Naugatuck Glass Company See More

Things To Do – Naugatuck, Connecticut

(Naugatuck Glass Company, 60', 1989, private, 07-05-i) across Hop Brook in Naugatuck , New Haven County, CT. At the south side of the intersection of CT63 & 68 on the ... More on dalejtravis.com

Club Golf

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Golf Courses – Manchester, Connecticut

Year 'round heated driving range - Open 7 days a week - 18 Hole miniature golf - Batting cages - PGA Golf Instructor - Club ... More on entertainment.com

Litchfield Country Club

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Golf Courses – Litchfield, Connecticut

This place is a great course to get out on, and be the only one on the course. There is almost never a waiting ... More on GolfReview

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  • This club was originally founded in 1892, and has been listed by the USGA as one of the original 100 clubs established in the U.S. It was also recognized in "GOLF Magazine's" 1995 list of "The Firs... More on Golf.com

  • The 9-hole "Litchfield" course at the Litchfield Country Club facility in Litchfield, Connecticut features 2,829 yards of golf from the longest tees for a par of 35 . The course rating is 34.5 and ... More on golflink.com

Proprietor's Lounge

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Bars – Farmington, Connecticut

A band was starting when we left and they were really good, so a couple of us went home and changed and cam... More on CitySearch

4.5
2 reviews
1 source
Average Rating
4.5 out of 5
 2 reviews
1 source
CitySearch
4.5
 2+ reviews
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  • A unique social experience. More on CitySearch

  • I went with a few friends after work for happy hour. We ate and drank and had a really good time. A band wa... More on CitySearch

Post Road Carpet West

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Parks – Shrewsbury, Massachusetts

Carpet Down Rite". More on entertainment.com

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  • Carpet Down Rite". More on entertainment.com

Humphrey's Cherry Brook Farm

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Things To Do – Canton Center, Connecticut

Choose and cut Christmas Trees. More on pickyourownchristmastree

Hampshire Yoga

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Health Club – West Springfield, Massachusetts

Certified Iyengar Yoga instructor teaching all levels including pranayama. More on YogaFinder

Shea Field Agawam Skatepark, Agawam Massachusetts

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Parks – Agawam, Massachusetts

a sweet out door park, ramps, boxes, a mini, rails, everything you want in an outdoor park except the roof. Shea Field Agawam ... More on skateboardpark.com

Colony Restaurant & Conf Center

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Restaurants – Vernon Rockville, Connecticut

Snack Bar @ The Flea Market at Kelley Square

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Restaurants – Worcester, Massachusetts

4.0
1 source
Average Rating
4.0 out of 5
 overall rating
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4.0
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Carrie Welton's

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Restaurants – Naugatuck, Connecticut

The atmosphere is wonderful . More on Restaurantica

3.5
4 reviews
1 source
Average Rating
3.5 out of 5
 4 reviews
1 source
Restaurantica
3.5
 4+ reviews
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  • The main dishes were great. More on Restaurantica

  • Have been going to Carrie's for years. Have never had a bad meal nor have I ever had bad service. The owner... More on Restaurantica

Tradition Golf Club At Windsor, The

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Golf Courses – Windsor, Connecticut

As compared to the other courses in its price range, this is a very well maintained course. More on GolfReview

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  • I will have to try the restaurant next time. More on golflink.com

  • Course has gone downhill as it is up for sale. Not worth the greensfees to hit off of terrible tee boxes and rock hard greens. Maintenance ... More on golflink.com



Getting to Windsor from other cities

Directions from Windsor area to other cities

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