Directions from Cambridge, Massachusetts to Chestertown, 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.

D J's Lounge

Bars – Milford, Massachusetts

D J's Lounge - It has it all: a swank atmosphere, attractive crowd, and cheap drinks. Okay, okay, so maybe it doesn’t have cheap drinks, but D J's Lounge is still a ... More on clubzone

3.5

1 source

Average Rating	3.5 out of 5	overall rating
CitySearch	3.5	overall rating

Greenock Country Club

Golf Courses – Lee, Massachusetts

Very friendly staff made for fast 18 and enjoyable day. More on golflink.com

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Nice clubhouse with great food and a beautiful overlook of the entire course. More on golflink.com
Welcome to the "Fenway Park of golf"! This course has been loving restored to Donald Ross' original specs. Though only 9 holes, it has ALL of the hallmarks of the great man's more famous ... More on golflink.com

Billy Jacks

Bars – Albany, New York

3.5

1 source

Average Rating	3.5 out of 5	overall rating
CitySearch	3.5	overall rating

First Church in Albany

Things To Do – Albany, New York

363 year old church demonstrating many features of Albany's early Dutch culture. Including nation's oldest pulpit and weathervane, ... More on Iloveny.com

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America's oldest pulpit (1642) and ... More on Yahoo! Travel

Cedarbrook Motel & Cottages

Things To Do – Lake George, New York

Motel & housekeeping units. Heated pool, playground and game room. Located on 12 wooded acres, and only ... More on iloveny.com

Halfpipe thrills skatepark, south glens falls New York

Things To Do – Glens Falls, New York

8ft. 3ft mini pipe. Rollin. Flybox. Fun box. 5ft halfpipe. 5ft spine. 4ft quater pipe. 2 5ft quarters. More on skateboardpark.com

MVP Pub

Nightlife – Springfield, Massachusetts

Located in the Sheraton Springfield Monarch Place Hotel, MVP Pub offers drinks and standard pub fare. This establishment ... More on WorldWeb.com

Military Road

Sightseeing – Orwell, Vermont

Inscription. Military Road, from Mount, Independence to, Hubbardton, 1777, Marked by Hands, Cove Chapter, D. A. R. 1933, , Erected 1933 by Daughters of the American Revolution, Hands Cove Chapter. , Marker series. This marker is ... More on HMDB

Ludlow Country Club

Golf Courses – Ludlow, Massachusetts

Ludlow Country Club is an 18-hole regulation length golf course in Ludlow, Massachusetts. This medium-length layout has 3 sets of teeboxes for a fun, but challenging golfing experience. Online tee ... More on TheGolfCourses.net

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This course, built on gently rolling terrain, features some tree-lined fairways. Water hazards come into play on at least six ... More on Golf.com

Norowal Marina

Parks – Bolton, New York

Full service marina. Park and launch; limited dock rental, fuel, pump out, showers, laundromat. More on iloveny.com

Valley View Golf Course

Golf Courses – Whitehall, New York

Valley View Golf Course is a 9-hole regulation length golf course in Whitehall, New York. This short layout will reward good shots and provide a fun golf outing for everyone. Online tee times may b... More on TheGolfCourses.net

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This course features two signature holes. Hole #5, a 410-yard, par 4, features a dogleg right fairway and requires an approach shot to a slightly elevated, small green. Hole #9, a 530-yard, par 5, ... More on Golf.com

Purgatory Chasm State Reservation

Landmarks – Whitinsville, Massachusetts

'Purgatory Chasm State Reservation' is a state park located in Sutton, Massachusetts. The park, managed by the Massachusetts Department of Conservation and Recreation, is notable for its long, deep chasm of granite bedrock featuring ... More on Wikipedia