Welcome to Central Massachusetts & the Berkshires

Stretch your quads on hiking trails up Massachusetts' highest mountain and through nature preserves that blanket the surrounding hills. Alternatively, ramble through estate homes of the once famous, listen to world-class musicians from a picnic blanket on a well-manicured lawn, and feast on farm-to-table cuisine at chef-driven restaurants. You could easily spend an entire summer hopscotching the patchwork of wilderness areas, while taking in a dance festival here, an illustrious music series there and summer theater all over the place.

At every turn, you'll come across peppy college towns with shady campuses, bohemian cafes and exceptional art museums. And those lucky enough to be here in autumn will find apples ripe for the picking and hillsides ablaze in brilliant fall foliage.

Top experiences in Central Massachusetts & the Berkshires

Travel guides

Starting at $38.99

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Central Massachusetts & the Berkshires activities

$40 Food, Wine & Nightlife

Martha's Vineyard Small Group Island Tour from Vineyard Haven

This 3 hour tour (2.5 hour narrated tour and 15-minute stops each in Menemsha and  Cliffs of Aquinnah) will introduce you to our 100 Square mile island by giving you the history both past and present of our six unique towns. You will learn about and see: Oak Bluffs: A Victorian seaside resort that was built around the Methodist campgrounds. The campground is now known for it’s beautiful open-air tabernacle and the 300 plus Victorian gingerbread cottages from the mid 1800’s, that replaced the tents once used for summer revival meetings. The Flying Horse Carousel one of the oldest platforms carousels still in use resides here. Edgartown has a picture book setting with its harbor and waterfront, along with its stately white Greek Revival houses built by whaling captains and carefully maintained. The Old Whaling Church with its six massive columns, the Edgartown Harbor Lighthouse, and the historic Harborview Hotel make Edgartown a museum piece community. The busy harbor town of Vineyard Haven – entry port to Martha’s Vineyard since the mid 1600’s and our year-round port. We will take a drive through the scenic up-Island country-side passing through the historic farming towns of West Tisbury and Chilmark, making a 15 min stop in Menemsha an Idyllic fishing village where you can sample some “clam chowdah or lobstah bisque”. You’ll see the breathtaking multi colored clay cliffs of Aquinnah (Gay Head), with its impressive light house where you will have an opportunity to get out take pictures and stretch your legs. Because the island is so diverse, on your drive you’ll catch glimpses of centuries old stone walls, views to the Atlantic shoreline, grazing livestock, rolling hills and historic homesteads. and will go over the bridge used in the filming of the movie Jaws. Our tour guides are all long time island characters who love sharing their love of the island with you, so sit back and enjoy all our island has to offer when you, come and tour with us.

$79 Outdoor Activities

Small Group Northern Berkshires Zip Line Canopy Tour

Arrive at our base 15 minutes before your start time to register and get ready.  When you enter the base, guides and base staff will help you register.  You will be asked to sign a waiver of liability (minors will need to sign their own and have a parent/guardian sign it as well) and we will check to ensure that you have proper footwear and clothing.  You will be asked to removed dangling jewelry and to wear your hair in a way that keeps it from being an entanglement hazard. After you've registered, get into your harness and helmet and adjustments will be made to ensure a proper fit.  Then it's up to the practice zip! A short hike from the base, our practice zip gives you a chance to get comfortable with zipping, braking and self-rescue on a short, low zip line.  Once everyone is checked out and able to safely zip, guides will take you up to the vehicles which will transport you to the top of the course.   A 10-minute 4x4 ride brings you half a mile and 500 feet vertically uphill to the start of the course.  A short hike leads to the first take-off platform.  The first zip is slow and short to give you a chance to acclimate flying through and above the trees.  The second zip leads to a spectacular view of the Deerfield River Valley and the Northern Berkshires as you perch over the edge of the ridge on a 100+ year old pine tree.  As you travel down the course, the zips get longer and faster.   A rappel at the end of the top section of the course leads to a water break and a short downhill hike to the start of the next section.  The lower course consists of sky bridges and longer zips that culminate your adventure in the trees. A downhill hike leads back to base where you can share stories and memories of the trip and look at photos of yourself zipping just moments before.

$71 Outdoor Activities

Spend a fun day outdoors on a whitewater river rafting adventure

The Zoar Gap trip meets at our base in Charlemont, Massachusetts at 10:30 a.m (Be sure to check your confirmation email for the exact meeting time of your trip). Please try to be on time, since we must work within the schedule of water releases. You will be required to read and sign a release of liability at this time. All guests will be required to wear a Zoar Outdoor issued PFD (Personal Flotation Device) and helmet. You will also be provided with a paddle. We raft a ten-mile section of class II and III whitewater on the Deerfield River in Northwestern Massachusetts. We put in below the Fife Brook Dam and finish the trip at our base camp in Charlemont, MA. The trip usually takes 6 hours, including registration, transportation to the river, swimming stops, a picnic lunch served on the river, and a slide show of your run through the biggest rapids. You should expect to spend about 3 to 4 hours on the river.This trip comes with a picnic-style lunch, and a spread of chips & salsa, hummus or black bean dip, fresh baked rolls with choices of cold cuts and cheeses, as well as lettuce, tomato, condiments, and dessert and a drink. Lunch on this trip may sometimes be served later in the day due to water release times, weather, or other factors beyond our control. 

$10 Tours & Sightseeing

Operation City Quest Scavenger Hunt -Springfield, MA

Using your smartphone, you'll be given nearly 150 objects to find during your scavenger hunt. You'll then wander throughout the downtown area searching for the items. Once you've found the object, you'll send a photo in to score points. Along the way, you will perform challenges and answer trivia questions from your remote guide for even more points.You'll have 15+ categories of objects you can find in this city walk, with each object varying in points depending on the difficulty. Don't worry, you won't be alone. You'll have a remote guide that will be texting you during your game if you need help or have a question. They will also encourage you and give bonus points at the end depending on how funny or creative your photos are!The objective of the game is to have fun, rank #1 on the leaderboard, and try to get as many points as possible by finding all of the objects! 

$20 Outdoor Activities

Zombie Scavengers Game - Springfield, MA

This outdoor activity takes place in the downtown or metropolitan area of your city. Using a smartphone, you will download an app to help you play the game. You will also be texting with a remote survival guide for 2 hours while you play the game. You'll be given a list of items on the app. You will need to walk around the area and find these items around the city and take a photo through the app to get points. You'll be able to see the "rival colonies" on the app and see how your survival rate compares to theirs based on the number of points you have. Your team will also be given challenges or trivia questions. You will be rewarded with virtual weapons to ward off the zombies and rival colonies once you complete the challenges or trivia questions.