Directions from Lenox, Massachusetts to Orleans, Massachusetts





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.


Moda Fina

Clothing Shopping – Provincetown, Massachusetts

This is a delightful little shop (near the intersection of Commercial and Center Streets) with an excellent selection of hip women's ... More on igougo

Kalmus Beach

Beaches – Hyannis, Massachusetts

Staff closes it VERY promptly at closing time. More on TripAdvisor

3.0
8 reviews
1 source
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3.0 out of 5
8 reviews
1 source
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  • Plenty of parking in the official Kalmus lot ($10), and attendance was sparse on the two days (8/11 &... More on TripAdvisor

  • What a beautiful walk...and the sunset was breathtaking... More on TripAdvisor

Pump it Up

Things To Do – Shrewsbury, Massachusetts

Cake is the only outside food allowed. More on GoCityKids

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  • All party and option costs are available before anyone books a party (flyers, internet, reservationist). More on GoCityKids

  • This was the 3rd birthday party we hosted at pump it up, Shrewsbury within the last 2 years. This party cost close to $200 more than the others. The grand total for 22 kids was $480. Previous parti... More on GoCityKids

Long Beach

Beaches – Barnstable, Massachusetts

Choppy water and the coast is such a delightful panorama. For all you camping folks there are campgrounds in close proximity. Stopping by the beach in Massachusetts is such a wonderful activity. You truly can't spend too much time ... More on GoingOutside

Huguenot Fort

Things To Do – Oxford, Massachusetts

'Huguenot Fort' is a historic fortification site on Fort Hill Road in Oxford, Massachusetts. The original fort was built in 1694 by Huguenots, Protestant immigrants who were fleeing state church persecution in France. Oxford was ... More on Wikipedia

Chester Hill Winery

Wineries And Vineyards – Chester, Massachusetts

Open from 1 to 5 pm on the weekends from June through December (or by appointment) this winery specializes in Blueberry wines and also offers other vegetables and goods during harvest season. Well behaved dogs are welcome on site ... More on DogFriendly.com

Anthony's

Things To Do – South Hadley, Massachusetts

Great More on clubzone

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  • Great girls More on clubzone

  • Anthony's - Whether your poison is Candy, Brandy, Diamonds or Porsches, don’t be surprised if at least one Desire falls right ... More on clubzone

Walpole Country Club

Golf Courses – Walpole, Massachusetts

Beautiful clubhouse and free driving range! More on GolfReview

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  • What a beautiful course, lush green fairways, nice rough, and super fast greens. not too much trouble on the course but it is tough on some holes to hit the fairway. Beautiful clubhouse and free dr... More on GolfReview

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

Cape Cod Country Club

Golf Courses – Falmouth, Massachusetts

Very interesting course-combination of long and short par4s, treelined of course,and very well maintained. More on GolfReview

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  • Most courses are so well known that they are crowded every day and they are WAY to expensive . More on GolfReview

  • Very interesting course-combination of long and short par4s, treelined of course,and very well maintained. There is a short par 4 that has a green appropriately called ... More on GolfReview

Millbury Historical Commission

Museums – Millbury, Massachusetts

Dairy Queen

Ice Cream – Marlborough, Massachusetts

In Short :Vanilla and chocolate soft-serve ice cream is the foundation for this chain's popular sundaes, banana splits, peanut butter parfaits, milkshakes and chocolate-dipped Dilly Bars and cones. Blizzards ... More on CitySearch

4.0
1 source
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4.0 out of 5
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Scusset Beach State Park

Campgrounds – Sagamore, Massachusetts

Subway Restaurant

Restaurants – Auburn, Massachusetts

Founded in 1991 in Little Rock, Arkansas, this purveyor of low-fat frozen treats is popular with health-conscious individuals who love sweets. ... More on CitySearch

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  • Subway's health-conscious menu is built around greaseless deli sandwiches--turkey, chicken, roast beef, etc.--made on soft rolls baked daily ... More on CitySearch

  • Subway is located in Massachusetts. It's known for its deli. The menu is built around greaseless deli sandwiches. ... More on Open List

Black Cat Restaurant

Restaurants – Hyannis, Massachusetts

In addition to having an extensive seafood menu (I've heard they buy their fresh catch TWICE a day), Th... More on igougo

3.5
20 reviews
3 sources
Average Rating
3.5 out of 5
20 reviews
3 sources
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3.5
9+ reviews
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4.0
1+ reviews
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  • The overall night was pleasant. More on Yahoo! Travel

  • What's with paper napkins, waffled foam rubber mats???? Not for the prices they're charging. I would never ... More on Yahoo! Travel

Friendly's

Restaurants – Longmeadow, Massachusetts