Directions from Hyannis, Massachusetts to Catskill, 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.


TPC of Boston At Great Woods

Golf Courses – Norton, Massachusetts

Mom Bill You really want to play this course. More on golflink.com

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  • My Review A very tricky course. The par 3s are difficult to par. The par 4s are easy and hard. The 17th is a great hole, so is the 6th. In 5th place of the best holes is the 16th hole. In 4th is th... More on golflink.com

  • Good layout, some small greens. Love the par 3 16th More on TripAdvisor

Barry Knight Guided Walks

Things To Do – West Hurley, New York

Easy hike to campsite, tower and views of the Catskill mountains, Ashokan Reservoir, Mohonk Mountain House and more. Receive ... More on iloveny.com

Sherborn Historical Society

Museums – Sherborn, Massachusetts

The purpose of the Society is to collect, display, store, and preserve artifacts, information, and documents concerning our local history and to use our ... More on MuseumsUSA.org

American Meditation Institute

Health Club – Averill Park, New York

Nestled just East of Albany in the foothills of the Berkshire Mountains (Averill Park), AMI is the ideal, intimate setting where you can leave behind all the duties and responsibilities of everyday life to explore opportunities for ... More on YogaFinder

Mills-Norrie State Park

Campgrounds – Staatsburg, New York

1,000 acres, 46 campsites w/hot showers, 10 cabins. No RV hookups accepted. Boat launch, flush toilets, marina, picnic tables, restaurant, food concessions, 18-hole golf course. Bicycle paths, cro... More on Dutchesstourism.com

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  • Mills-Norrie State Park is 2 connecting state parks: Margaret Lewis Norrie and Ogden & Ruth Livingston Mills State Parks. Norrie Marina - boating, fishing. Picnicking, ... More on iloveny.com

Shaker Farms Country Club

Golf Courses – Westfield, Massachusetts

The staff was very friendly and I will definatly be going back to play there again this year. More on golflink.com

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  • Wanted to demand my money back but just learned a valuable lesson instead. More on golflink.com

  • Not a bad course More on golflink.com

Pierce Park

Parks – Middleboro, Massachusetts

Thats the Curved Track Ride, sending kids gleefully flying through the air. The sturdy handrail comforts the strong childs grip. Upon a safe landing, more movement is achieved ... More on KaBoom.org

A Cat in Your Lap B & B

Things To Do – Millbrook, New York

2 rooms in 1840 house, 2 barn suites with fireplaces, king size beds, all with private bath. More on iloveny.com

Stockbridge Bowl (Lake Mahkeenac)

Things To Do – Stockbridge, Massachusetts

Henry David Thoreau knew the value of a pond. While he lived at Walden Pond, Thoreau found many ways of enjoying the lakes various charms. During warm evenings, after darkness claimed the sky and fireflies sprinkled the night with ... More on Trails

Hudson Health & Harmony

Health Club – Highland, New York

All-day workshop Columbus Weekend (Sat. Oct. 10) includes: * Light morning hike in the Hudson Valley * Home-cooked lunch (meat/dairy/gluten FREE) * Brief seminar ... More on YogaFinder

The Hearthstone Inn

Nightlife – Sturbridge, Massachusetts

Beautiful post and beam inn and function facility in the heart of historic Sturbridge. More on WorldWeb.com

Shakespeare & Company

Things To Do – Lenox, Massachusetts

Reading a play in a book, where you have to keep checking the footnotes to understand now-obscure reference... More on TripAdvisor

3.0
10 reviews
1 source
Average Rating
3.0 out of 5
10 reviews
1 source
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  • I discovered Shakespeare & Company by accident; a friend and I were out in the Berkshires for two conce... More on TripAdvisor

  • Our innkeeper suggested we see the show "War of the Worlds" at this theatre while we were in town and we ab... More on TripAdvisor

Denholm Coffee Shop

Restaurants – Worcester, Massachusetts

3.5
1 source
Average Rating
3.5 out of 5
overall rating
CitySearch
3.5
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Eggs-Up Family Restaurant

Restaurants – Cumberland, Rhode Island

Excellent service, good menu, and great food. More on CitySearch

4.5
4 reviews
1 source
Average Rating
4.5 out of 5
4 reviews
1 source
CitySearch
4.5
4+ reviews
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  • Very friendly people both serving and eating the food. More on Yahoo! Travel

  • This place was a great find on Mother's Day. It was really busy, but we didn't have to wait long. Everythin... More on CitySearch

Main Moon Chinese Restaurant

Restaurants – Southwick, Massachusetts

This restaurant established about 20 years and the Chef is experienced for about 30 years of cooking. More on TripAdvisor

3.0
3 reviews
3 sources
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3.0 out of 5
3 reviews
3 sources
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3.5
overall rating
Restaurantica
3.5
1+ reviews
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  • General Tso's Chicken is fantastic ! More on Yahoo! Travel

  • Harsh lighting, harsher white decor. A few scattered two-seater tables line the wall. Pictures of a few dis... More on TripAdvisor