Themed Itineraries

Day Tripping in Southern Vermont

Bennington and surrounding areas

Just north of Williamstown, Route 7 crosses the Vermont border into a corner of the Green Mountains that has fostered its own artistic community for more than a century.

Blank Canvas Tours

Blank Canvas Tours

Founded in 2018, this Williamstown company organizes six-day trips in July and August to explore art, music, theater and more across the Berkshires, with local food and adventures.

Itinerary: Classic Williamstown

Not sure where to start your adventures in Williamstown? Here are a few suggestions from locals who love where they live and want to share it with you.

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Where to Stay

New: Tourists

North Adams

A resort inspired by the classic American roadside motor lodge  and designed for the 21st-century traveler, the 48-room property is set on the banks of the Hoosic River with woodland trails, riverbank vistas, sculptural installations and more.

Lodge: Bascom Lodge on Mount Greylock

Top of Mount Greylock

Bascom Lodge is a rustic stone and wood building at the summit Mount Greylock, built by the Civilian Conservation Corps in the 1930s on the Appalachain Trail. It is open from May to October.

B&B: Blackinton-Manor

North Adams

An elegant 1832 Italianate Federal style home, was originally the luxurious estate of wealthy textile manufacturer Sanford Blackinton.

B&B: Ingalls Crossing


Two-bedroom, two-bathroom bed & breakfast apartment on a 700 acre working dairy farm in rural Williamstown.

B&B: River Bend Farm


An authentically restored 1770 Georgian Colonial now a bed and breakfast for history and antique lovers.

B&B: Upland Meadow House


First floor two-bedroom bed and breakfast suite with private entrance, next to Hopkins Memorial Forest.

INN: 1896 House


The 1896 House Inn and Country Lodgings is an upscale three building lodging and dining campus.

INN: The Orchards


Old-fashioned New England elegance with modern convenience that can accomodate an overnight stay, meetings, and weddings.

INN: The Porches Inn

North Adams

Porches’ 47 rooms of retro-edgy, industrial granny chic ambiance make a spirited lodging statement in New England and beyond.

INN: Topia Inn


A 9 room organic inn dedicated to the green lifestyle.

MOTEL: Harwood Hill Motel & Cottages

Bennington, VT

Located on over 4 acres of park-like grounds atop Harwood Hill with spectacular views of Mt. Anthony, the Bennington Battle Monument and Green Mountain vista.

RENTAL: Airbnb

Find cabins and bungalows, houses and cottages right in town or up on the ridges, for a  night or a longer stay. 

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Plan your wedding


Farms, museums, mountain tops, and movie theaters — discover the unique locations in and around Williamstown.


Farm to table, elegant canapes, food trucks, and more.


Photographers, floral, beauty, bakeries, and more.

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Buy or Rent

Greylock Works


A dramatic venue for public festivals, theater, conferences, weddings, farmers markets, concerts and other events in a renovated mill with 26,000 square feet of space under 1,000 linear feat of skylights reaching 24′ clear heights.

Assets for Artists

Assets for Artists, a project of Mass MoCA, helps artists in many disciplines to find and build financial and business resources and supports artists in moving to the area. Resources can include a matched savings grant program for individual artists,  professional development workshops and one-on-one coaching, a residency program at Mass MoCA and more.

B&B Micro Manufacturing

Handcrafted Tiny Houses made in North Adams, customizeable or custom built, or DIY frames and shells.

Co-Working Space: Cloud85

Downtown North Adams

Day-passes available at this co-working space for entrepreneurs, designers, journalists, freelancers, telecommuters and business creators but all professionals are welcome.

Northern Berkshire Cohousing Community

Northern Berkshire Cohousing aims to create a community that is multi-generational, mixed income, eco-friendly, accessible to all abilities, environmentally safe for those with chronic health conditions, and honoring diversity.

CAMPING: Wendling Farm


Single campsite with platform tent, dining table with storage, cooking utensils, and campfire site on the edge on the edge of a meadow looking  east over the mountain range.

Eclipse Mill

Downtown North Adams

The former Eclipse Mill has been renovated into airy studios, and a gallery exhibits the works of the artists living and working here as well as artists from the wider Northern Berkshires region.

Windsor Mill

Cambridge Development Corp.

Simeon Bruner, the architect known here for renovating the former Sprague Electric Mill into Mass MoCA, is turning the former Windsor Print Works in North Adams into a space where artists can live and work.

RENTAL: Airbnb

Find cabins and bungalows, houses and cottages right in town or up on the ridges, for a  night or a longer stay. 

Alton & Westall Real Estate

Specializes in fine real estate, including homes, acreage, and commercial properties. Licensed in Massachusetts and Vermont.

Bishop West Real Estate

Residential and commercial brokerage licensed in Massachusetts, New York, Vermont, and Florida.

Burnham Gold Real Estate

Services Northern and Central Berkshire County. Specializes in home sales, academic/summer rentals, and commercial properties.

Harsch Real Estate

Locally owned and operated agency with agents who live in the Berkshire County.

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Shops & Services

Art: Greylock Gallery

Williamstown Cultural District

Showcasing a variety of traditional and contemporary art from both emerging and established artists.

Antiques: Sanford & Kid Antiques Co-op

Downtown North Adams

Two-level, multi-dealer shop featuring antiques, collectibles, vintage, mid century modern, glassware and china, furniture, jewelry, pottery, art, tools, and treasures.

Books: G.J. Askins Bookseller

Downtown North Adams

An independent sedond-hand bookstore emphasizing the arts (artists, art history, crafts, architecture, photography), history, nature and gardening, music, theater, cookery and more.

Books: Williams Bookstore

Downtown Williamstown

Operated by Follett, the college bookstore offers new fiction and nonfiction, readings and book signings, gifts and textbooks and a cafe run by Tunnel City Coffee.

Computers: Mad Macs

Downtown Williamstown

Williamstown’s only Apple specialists for sales and service, including laptops, tablets, smartphones and accessories.

Games: Purple Dragon Games

A hub for board, card and roleplaying games, the store also hosts regular events — including ope board game nights, Friday night Magic Booster draft and Star Wars roleplaying.

Jeweler: Goodman’s

Downtown Williamstown

Jewelry, repair, engraving, trophies, baby gifts, batteries, and more!

Museum: Museum Shop @ WCMA

Downtown Williamstown

The Museum Shop at WCMA has been re-imagined for the summer of 2018 in bright colors, with a new take on art books, note-cards, art puzzles, creative kits, scarves, local pottery and hand crafted jewelry. The museum galleries always have free admission.

Music: Toonerville Trolley CDs & Records

Downtown Williamstown

An independent music store selling new and used vinyl records and CDs. Thousands of out-of-print records in stock and a huge selection of hard to find new and used CDs

Pets: Bark N’ Cat

Downtown North Adams

An independent pet supply store specializing in natural and premium pet foods for cats and dogs.

Pets: Pawnal Pets

Pownal, VT

Pawnal Pets is a place for your pet to be on vacation while you are. They’ll be pampered and loved, while enjoying the great outdoors and a state of the art indoor facility.

Printing: The Print Shop

Downtown Williamstown

Posters and print marketing services, calendars, notecards and artwork by local photorapher Zoe Doucette.

Retail: Amy’s Cottage

Downtown Williamstown

An eclectic boutique featuring an array of gifts and women’s clothing. Featuring Vera Bradley, PANDORA, Burt’s Bees, Fire and Light, April Cornell, and Crabtree & Evelyn.

Retail: Berkshire Outfitters

Adams, MA

The source for name-brand gear, canoes, kayaks, mountain bikes, backcountry, X-C skiing, snowshoeing, running and much more.

Retail: Nature’s Closet

Downtown Williamstown

Quality new and used outdoor clothing, footwear, and accessories for active lifestyles.

Retail: Library Clothing Co.

Downtown Williamstown

High-end men’s and women’s clothing including shirts and slacks, hats, accessories and some Williams College formal wear.

Retail: Spin-Off Yarn Shop

Williamstown Cultural District

An extensive selection of alpaca yarns and other natural fibers such as wool, cotton, and silk and other natural blends.

Retail: Williams Shop

Downtown Williamstown

The place for all items Williams College! From t-shirts to hats, stuffed animals to swivel chairs.

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Getting Around

Rome 2 Rio

Door to door directions by plane, car, bus, train, and even ferry, with estimated times and costs from anywhere in the world. Also includes hotel listings.

Abbott’s Limo


Vans and limos run 24 hours, daily, year round — even in rough weather. They will meet trains, flight arrivals, ferries and departures, and they offer tours of the Berkshires.

Tobi’s Limo


A local limo service with a focus on the environment, fuel efficiency,  reducing waste and protecting the planet, Tobi’s serves the Northeast, including airport pickup.

Village Bike Rentals

Adams, MA

Visitors and residents of all ages can rent bikes and cruise the Ashuwillticook Rail Trail. The shop is steps from the beginning of the trail, making it easy to get riding.

Williams College Interactive College Map


Art and Performance locations, Public art walking tours, admission walking tours, athletic facilities, library locations, Spring Street shop locations.

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Scenic Drives

Mohawk Trail Scenic Byway

Opened in 1914 as one of the first auto-touring roads in the country. Discover the wonders of Route 2.

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