Directions from Winchester, Virginia to Middletown, 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.


Franklin County Historical Society - Kittochtinny

Museums – Chambersburg, Pennsylvania

The Franklin County Historical Society, founded in 1898, is housed in the Old Jail, which includes a museum and geneological library. The society is responsible for ... More on Heritage

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  • The Franklin County Historical Society - Kittochtinny has been the county's Historical Society from since 1898. The society's name was changed from the Kittochtinny Historical Society in 2005. The ... More on MuseumsUSA.org

Dreamland Amusements Inc

Things To Do – Nanuet, New York

There's nothing more traditional than the annual carnival. For many communities, charities, benevolent and fraternal organizations, it's more than just fun, Dreamland Amusements helps make possible... More on Dreamlandamusements.com

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  • Dreamland Amusements is your ticket to fundraising, community spirit and family fun. More on Dreamlandamusements.com

Brooks Covered Bridge

Landmarks – Washingtonville, New York

Inscription. Covered Bridge, Brooks Bridge built 1840, Blooming Grove and Greycourt Turnpike. Replaced in 1922, , Erected 1995 by Washingtonville Centennial. , Location. 41° 25.191′ N, 74° 10.511′ W. Marker is ... More on HMDB

Franklin Social Club

Things To Do – Allentown, Pennsylvania

The Golf Store

Golf Courses – Newburgh, New York

Pro-line equipment - Custom fitting - Lessons - Repairs - Gift certificates - Hitting room More on entertainment.com

Sugar Loaf

Landmarks – Cold Spring, New York

Inscription. On the north slope of, this hill was one of the, forts built, 1776 – 1777 to, defend the highlands, from, Connecticut to New Jersey. , Erected 1932 by New York State Education Department. , Location. 41° 21.551′ ... More on HMDB

Country Parrot

Museums – Spring Valley, New York

Bridge: Franklin Lakes

Things To Do – Franklin Lakes, New Jersey

(Franklin Lakes, 20', 1965, 30-02-B) across a brook in Franklin Lakes , Bergen County, NJ. US202 N. 0.15 miles from jct with I287 exit 58, E. on Franklin Av. 1.5 miles, NE (left) on Circle Av. 0.3 miles, E. (right) on Circle Av. 100’ ... More on dalejtravis.com

Reed Paula S and Associates

Museums – Hagerstown, Maryland

Orange County Fair Speedway

Auto Enthusiast – Middletown, New York

For a night of inexpensive family fun you have to go to a Demolition Derby at the Orange County Fair Spee... More on igougo

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  • For a night of inexpensive family fun you have to go to a Demolition Derby at the Orange County Fair Speedw... More on igougo

  • Stock car races, 5 divisions of racing on a 5/8 mile dirt track oval, demolition derby, motorcycle races a... More on Iloveny.com

Kelli's Corner

Bars – New Windsor, New York

Kelli's Corner - In need of a quick drink without the hassle of a doorman? Kelli's Corner will do the trick. Grab a seat at the welcoming bar and order one of the many brews on hand. The bartender will likely hook ... More on clubzone

Schuylkill Country Club

Golf Courses – Orwigsburg, Pennsylvania

Donald Ross This course has greatly improved since my last visit 5 years ago. The Donald Ross restorations are fabulous! More on golflink.com

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  • My number one favorite course!!! More on golflink.com

  • Schuylkill Country Club is an 18-hole regulation length golf course in Orwigsburg, Pennsylvania. This medium-length layout has 3 sets of teeboxes for a fun, but challenging golfing experience. Onli... More on TheGolfCourses.net

Minuteman Tavern Incorporated

Restaurants – New Windsor, New York

The staff was pleasant courteous professional and on top of everything. More on Yahoo! Travel

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  • He has a wonderful staff and a great Chef. More on Yahoo! Travel

  • Can't wait to have another party there!: I had a Surprise Retirement Party at the Minuteman Tavern and the hospitality the service the staff were wonderful. The room was perfect. The staff was plea... More on Yahoo! Travel

Burger King

Restaurants – Washingtonville, New York

Dutch-Way Family Restaurant

Restaurants – Myerstown, Pennsylvania