Themed Itineraries

Classic Williamstown

Here are a few suggestions from locals who love where they live and want to share it with you.

Day Tripping in Southern Vermont

Just north of Williamstown, cross the Vermont border into the Green Mountains that’s fostered its own artistic community for more than a century.

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Where to Stay

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: Steep Acres B&B


Country setting on 50 acres of woods and rolling hills, swimming pond, gardens, and more.

B&B: Upland Meadow House


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

HOTEL: Fairfield Inn and Suites

Standard, clean, and comfortable hotel with cozy beds, warm breakfast, workspace, and a fitness center. Location is on the main road between Williamstown and North Adams.

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.

MOTEL: Cozy Corner Motel


A family-owned motel with a restaurant on the property. Call for information and reservations: 413-458-8006

MOTEL: Maple Terrace


Popular motel with country charm and modern hospitality, an outdoor pool, and a great location!

RENTAL: Airbnb

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

The Porches Inn

North Adams

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

The Williams Inn


Embrace the beauty of the Northern Berkshires with an upscale lodging experience located in the heart of Williamstown.


North Adams

A resort-inspired by the classic American roadside motor lodge and designed for the 21st-century traveler.

Vacation Rental By Owner

Find dozens of houses, condos and more convenient for hiking, golfing, skiing or relaxing after a night at the theater …

Wigwam Western Summit

Wigwam Western Summit

A warm season destination in the Berkshires where folks come for a glass of wine or beer, coffee, and a sweet treat to go with the jaw-dropping view.

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Plan your wedding


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

Greylock WORKS

A dramatic venue for public festivals, theater, conferences, weddings, farmers markets, concerts and work or studio space.


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


Photographers, floral, beauty, bakeries, and more.

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Shop Local

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.

Belltower Records

Norad Mill

Friendly spot for a treasure trove of used and new vinyl records, compact discs, and cassettes.

Berkshire Outfitters

Adams, MA

THE source for outdoor gear, clothing, canoes, kayaks, SUPs, mountain bikes, backcountry and xc skiing, snowshoeing, fishing, and much more.

Chapter Two Books

Downtown Williamstown

A non-profit, lightly, slightly, used bookstore in the heart of Williamstown, MA. Affordable books and all proceeds go to our public library.

G.J. Askins Bookseller

Downtown North Adams

An independent second-hand and antiquarian bookstore emphasizing the arts.

Goodman’s Jeweler

Downtown Williamstown

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

Greylock Gallery

Williamstown Cultural District

With oil paintings, landscapes and whimsical metal sculptures, the gallery brings together traditional and contemporary art from emerging and established artists.

Museum Store @ The Clark

The Clark Art Institute

Curated selection of contemporary Japanese design objects and a robust collection of art books.

Nature’s Closet

Downtown Williamstown

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

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.

Purple Dragon Games

Downtown Williamstown

A hub for board, card and roleplaying games, the store also hosts regular events.

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.

The Print Shop

Downtown Williamstown

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

The Spin-Off Yarn Shop

Norad Mill

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

The Spoke


Bike sales and repair with over 30 years of experience.

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.

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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Scenic Drives

Mohawk Trail

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

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Getting Around

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.

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.

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