Directions from Gloucester, Massachusetts to Windham, 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.


Waltham Parks and Recreation

Parks – Waltham, Massachusetts

Prospect Hill Park offers 254 acres of beautiful, natural woodlands for hiking and picnicking. Waltham's park system also includes more than 20 parks and playgrounds throughout the city, featuring... More on Discoverwaltham.com

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  • Prospect Hill Park offers 254 acres of beautiful, natural woodlands for hiking and picnicking. Waltham's park system also includes more than 20 parks and playgrounds throughout the city, featuring ... More on uptake_content

Crane Pond Healing Arts

Health Club – Westfield, Massachusetts

Providing daily classes for all abilities in yoga and pilates, holistic counseling, Reiki, Meditation, support groups. Outside ... More on YogaFinder

North Shore Athletic Club

Swimming – Revere, Massachusetts

Cohasse Country Club

Golf Courses – Southbridge, Massachusetts

good course, layout etc, however the little things which could be done to appease the costomer do not seem to be getting done. However do not ... More on GolfReview

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  • Cohasse Country Club is a 9-hole regulation length golf course in Southbridge, Massachusetts. This short layout will reward good shots and provide a fun golf outing for everyone. Online tee times m... More on TheGolfCourses.net

  • The 9-hole "Cohasse" course at the Cohasse Country Club facility in Southbridge, Massachusetts features 3,061 yards of golf from the longest tees for a par of ... More on golflink.com

Newtonville Books

Book Shopping – Newtonville, Massachusetts

about Newtonville Books: Newtonville Books is an independent, full-service bookstore with a selection of local, mainstream and eclectic titles. The bookstore houses a children's section, a general interest bookstore, as well as Lizard ... More on GoCityKids

Smith Museum

Museums – Arlington, Massachusetts

The museum was completed in 1980 with funds contributed by Elizabeth Smith in memory of her father George A. Smith and her grandfather, Samuel Abbot Smith. The museum houses exhibits and the Society's collection ... More on MuseumsUSA.org

Brighton beer garden

Bars – Brighton, Massachusetts

Brighton Beer Garden - So you want to get a table? Be prepared to shell out some cash. Brighton Beer Garden caters to the ... More on clubzone

Mount Auburn Cemetery

Gardens – Cambridge, Massachusetts

lovely well maintained paths and roads. Big old trees and careful landscaping More on TripAdvisor

3.0
10 reviews
1 source
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3.0 out of 5
10 reviews
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  • Funnily enough, this was one of my favorite sites in Boston. Absolutely beautiful grounds, tons of birdlife... More on TripAdvisor

  • An active cemetery, it is recognized as a National Historic Landmark,premier arboretum, outdoor museum of ... More on Cambridge-usa.org

Upstate Films

Music and Theater – Rhinebeck, New York

Upstate Films is an enclave of intelligent movies in Duchess County. For moviegoers who prefer movies with subtitles, quirky cinematography, ... More on igougo

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  • Save room for house- made cookies at this indie movie house. TripsDriving the Hudson River Valley. More on travelandleisure

  • Specialty film theater. Provocative international cinema featuring foreign, independent, documentary and animation films. Guest speaker series brings ... More on iloveny.com

Johnny's Luncheonette

Restaurants – Newton, Massachusetts

Try the French Toast...different but awesome . More on CitySearch

4.5
10 reviews
1 source
Average Rating
4.5 out of 5
10 reviews
1 source
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4.5
10+ reviews
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  • Their crunchy french toast is simply amazing . More on Yahoo! Travel

  • I went to this place 2 times, alone, for lunch, being close to work location. Food was great but the place ... More on CitySearch

Red Brick Tavern

Restaurants – Rosendale, New York

Jo Jo Tai Pei

They were very pleasant and the food was good. More on TripAdvisor

3.0
6 reviews
1 source
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3.0 out of 5
6 reviews
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  • My favourite dishes are: spicy Beef noodle soup, Kung pao chicken, shao luong bao (small soup buns), and my... More on TripAdvisor

  • An excellent Taiwanese cuisine restaurant in Allston just outside of Boston proper. Everything ordered was ... More on TripAdvisor