VISIT STOCKBRIDGE, MA OFFERING OUTDOOR ACTIVITIES, SHOPPING, DINING, LODGING, AND HISTORY ALL IN A SMALL-TOWN NEW ENGLAND SETTING

Experience our beautiful towns and all they have to offer for a wonderful time #intheberkshires. Rediscover the joys of the changing Seasons in #StockbridgeMA. Stockbridge has an incredible amount to do, see and experience. It’s known for many things: natural beauty, rich history, arts and culture, plenty of outdoor activities, great food, unique shops and of course great people offering New England Hospitality.

Winter is a wonderful time to visit Stockbridge, MA. There are plenty of outdoor activities for the entire family to enjoy. From scenic winter trails to snow tubing and skiing, we have something for every age. Escape the cold and step indoors. Explore our unique shops, book a spa day or a winter retreat to reflect and rest. Our museums, theaters, and art centers are open year round for your entertainment. While our restaurants and cafes have hot beverages, meals and warm fires. Whatever you choose, we have it in #StockbridgeMA this winter. Make a weekend of it or longer, with a stay in one of our quaint New England Inns or Bed & Breakfasts.

Start planning your adventure.


MUSEUMS & HISTORIC SITES


STOCKBRIDGE, MA

Chesterwood is open annually May – October. Open daily 10am-5pm (closed Tuesday). Chesterwood is the historic home, studio and gardens of America’s foremost late 19th early 20th C. sculptor, Daniel Chester French, creator of the Lincoln Memorial. During the season they host on-going programs (“Art Alive” performances, family activities), Guided Tours, Woodland Trails, and a Contemporary Outdoor Sculpture Show throughout the grounds.


Highlawn Farm is a third-generation family-owned dairy farm approaching our 100-year anniversary! They welcome visitors 7 days a week at our Farmstead Creamery Shop where they sell our farm-fresh creamery products, including milk & cream, slow-churned butter, cultured ghee, artisanal cheese, and premium ice cream. Also available are a variety of other locally-produced goods. Come grab an ice cream cone and relax at one of our picnic tables as our beautiful pure Jersey cattle herd grazes in the nearby fields.


The Mission House A National historic landmark, this colonial-era house and museum and garden tells the story of the Stockbridge Mohicans and missionary John Segeant. The gardens are open daily for self-guided tours, the interior of the house and Mohican Miles Exhibit is open seasonally, closed in the fall and winter. Guided tours are available on certain days during the summer.


Naumkeag House and Garden is open seasonally, end of May through early September, Thursday-Monday 10am-4pm. During the season experience gilded age style and splendor at this marvelous estate renowned for its elegant gardens and rare Berkshire Cottage. The Blue Steps, a series of fountain pools, the Afternoon Garden, Tree Peony Terrace, and Chinese Garden are but a few of the treasures on the grounds. Special events like Sunset Yoga, Backstairs Tours are offered through the summer season.
Other wonderful events like the Naumkeag Pumpkin Show takes place in Autumn and Winterlights in the Winter season and Daffodil & Tulip Festival in Spring. Check Calendar of events.


Norman Rockwell Museum is open Monday-Tuesday, Thursday-Friday: 10am-4pm, and Saturday-Sunday 10am-5pm, offering special events, changing exhibits, museum store, lunch at The Runaway Cafe(seasonal).
Be surprised and delighted at the magnificence of Rockwell’s large scale original paintings and discover the highly relatable world of American Illustration – the art that tells our stories. The Museum strongly recommends the purchase of tickets in advance of your arrival to ensure entry into the Museum.
Norman Rockwell’s Studio is open May 1 through mid November, closed Wednesdays.

EXHIBITIONS ON DISPLAY
Norman Rockwell: Cover Artist
The Art of Norman Rockwell: Highlights from the Collection
Norman Rockwell: Illustrating Humor, on view through February 9, 2025
Norman Rockwell: Home for the Holidays, on view through February 23, 2025
Anita Kunz: Original Sisters, Portraits of Tenacity and Courage, a forthcoming exhibition of artworks by internationally acclaimed Canadian illustrator Anita Kunz. On view through May 26, 2025, Anita Kunz: Original Sisters presents selections from the artist’s groundbreaking series of portraits of diverse and extraordinary women from ancient times to today, many unknown or underrecognized. This exhibition uncovers, amplifies, and celebrates the achievements of changemaking women worldwide, while also weaving together a “lost history” of women’s distinctive contributions within every possible field of endeavor. Norman Rockwell Museum is the first American museum, and just the third venue worldwide, to present original portraits from Kunz’s Original Sister series.

Virtual Exhibition:
Norman Rockwell: Imagining Freedom

Rockwell Re-Interpreted: Highlights from the Permanent Collection
Norman Rockwell’s 323 “Saturday Evening Post” Covers

UPCOMING EXHIBITIONS
All for Laughs: The Artists of the Famous Cartoonist Course, March 1 through June 15, 2025
I Spy: Walter Wick’s Hidden Wonders, June 7 through October 26, 2025
Jazz Age Illustration November 8 – April 6, 2026

SPECIAL PROGRAMS AND EVENTS
MLK Weekend
January 18-20
In honor of Dr. Martin Luther King, Jr., the Museum will offer special programs focused on civil rights, social justice, and activism. Family gallery talks and guided tours will highlight the contributions of civil rights heroes, with a special focus on the artwork of Norman Rockwell.
Warm up Family Programs
February 17 – 21 (except February 19th)
When the temperature drops, there is no better place to warm up than at Norman Rockwell Museum. Join us this week for special, family-focused programs including artmaking and gallery tours just for kids. Free with admission. Kids are always free.
All for Laughs: The Artists of the Famous Cartoonist School Exhibition Opening
Saturday, March 1
Join NRM curators for a first look at humorous works that both reflect the era they were created in and those that still resonate in our present day. Program and event details TBA.


Stockbridge Library Procter Museum & Archives The library is open Tuesday 9am-8pm, Wednesday-Thursday 9am-5pm, Friday 9am-8pm & Saturday 9am-2pm. The Museum is open, Tuesday 1pm to 8pm, Wednesday 1pm to 5pm, Thursday 1pm to 5pm, Friday 1pm to 5pm and Saturday 9am-2pm. The library offers numerous events, programs for adults and children and free checkout of digital books, magazines and audio books. For a full list on events click here.
5th Annual Stockbridge Library Ice Festival,


LENOX, MA


Berkshire Scenic Railway Museum The Lenox Station museum and grounds is open every Saturday Memorial Day through Labor Day. Named by Yankee Magazine as one of the “Top 10 foliage train rides in New England” (2017), the Berkshire Scenic Railway Museum’s mission is to preserve the history of railroading in the Berkshire Hills of Western Mass. Check calendar on website for Hoosac Valley Train Rides and Upcoming Special Train Excursions offered year round.


Frelinghuysen Morris House & Studio From June to Columbus Day visit the home of American Abstract Artists George L.K. Morris and Suzy Frelinghuysen, set on a 46-acre estate in the heart of Lenox. View their paintings, frescoes, and sculpture; experience their exquisite collection of American and European Cubist Art.


The Mount is a historic house museum, cultural center, and public park. They present more than 100 programs year-round, including tours, lectures, readings, music, storytelling, outdoor sculptures, and more. The Main house is open May through December.

The gardens and grounds are free and open daily from dawn to dusk. Come explore our trails and experience the beauty and tranquility of the landscape.

Check calendar.
Upcoming Highlights:
Tracking Winter Wildlife with Mass Audubon, January 15, 10:00 – 11:00am
The Mount Book Club, Online January through April January 16, 4:00 – 5:30pm
Starlight Owl and Wildlife Prowl with Mass Audubon, February 12, 6:30 – 8:30pm
Readings at Rockwell | Edith Wharton’s “The Rembrandt”, A collaboration with the Norman Rockwell Museum, March 5, 6:00 – 7:00pm


Ventfort Hall Mansion and Gilded Age Museum is open daily 10am to 4pm for self-guided tours. Reservations not needed. Ventfort Hall is an imposing Jacobean Revival-style mansion built in 1893 for Sarah Morgan, the sister of J. P. Morgan. Designed by the architects Rotch & Tilden.
Check their calendar for special events, Tea & Talk, Psychic Medium Presentation, Tarot Readings, Paranormal Investigations and more.

Upcoming Highlights:
The Sensitive Art of Reading Tarot 101 + 102
A two-part workshop on the basics of Tarot Reading | Sunday January 19 2pm-4pm + Sunday February 2, 2:00 – 4:00pm


TYRINGHAM, MA


Bidwell House Museum is open Memorial Day to October. Authentically restored & located on 192 acres, the Bidwell House Museum tells the story of life in the 18th C Berkshires via seasonal programs and guided tours of the elegant c.1760 Georgian saltbox home. Grounds and gardens are open year-round for hiking, snowshoeing, or cross-country skiing, FREE OF CHARGE, though donations are welcome.

A Guided Winter Hike At The Bidwell House Museum, January 18, 10am – 12pm
A Guided Winter Hike At The Bidwell House Museum, February 18, 10am – 12pm


WILLIAMSTOWN, MA


Clark Art Institute is open Tuesday- Sunday 10am – 5pm and open daily in July and August, 10am – 5pm. Presenting exhibitions, collections, education and the Grounds. Trails at The Clark Art Institute campus are open 24/7.

THE CLARK IS OFFERING FREE ADMISSION FROM JANUARY–MARCH 2025

EXHIBITIONS ON DISPLAY:
Abelardo Morell In the Company of Monet and Constable (November 23, 2024–February 17, 2025) Featuring over a dozen large-scale photographs of the places where leading nineteenth-century landscape painters John Constable and Claude Monet made some of their most iconic works of art, the Clark Art Institute’s latest exhibition presents Cuban-American photographer Abelardo Morel in Abelardo Morell: In the Company of Monet and Constable, in the Eugene V. Thaw Gallery for Works on Paper in the Clark’s Manton Research Center.

Wall Power! Modern French Tapestry from the Mobilier national, Paris
(December 4, 2024-March 9, 2025) exhibition explores tapestries from the 1940s to the present day. Wall Power! Modern French Tapestry from the Mobilier national, Paris includes artists Joan Miró (Spanish, 1893–1983), Jean Lurçat (French, 1892–1966), Henri Matisse (French, 1869–1954), and Le Corbusier (Swiss/French, 1887–1965), who were central to the rapid resurgence of tapestry production; mid-century abstraction by artists including Sonia Delaunay (French, 1885–1979) and Victor Vasarely (Hungarian/French, 1906–1997); and more recent productions including works by Gilles Aillaud (French, 1928–2005) and Kiki Smith (American, b. Germany, 1954).

UPCOMING EXHIBITIONS
Paginations—Bold by Design: Mid-century Modern Graphic Art, May 20–Sept. 21, 2025
A Room of Her Own: Women Artist-Activists in Britain, 1875–1945, June 14–Sept. 14, 2025
Ground/work 2025, June 28, 2025–October 12, 2026
Berenice Abbott’s Modern Lens, Eugene V. Thaw Gallery for Works on Paper, July 12–October 5, 2025
Isamu Noguchi: Landscapes of Time, Michael Conforti Pavilion, July 19–October 13, 2025
Mariel Capanna: Giornata, February 15, 2025–January 25, 2026

Free Admission Opportunities:
Families: The Clark hosts a number of free family events during the year.


PERFORMING ARTS


The Berkshire Theatre Group has a variety of live performances lined up at their beloved Colonial and Unicorn Theatre. Call the box office at 413-997-4444 or visit link.

At the Colonial Theatre in Pittsfield:
Rev Tor’s 13th Annual Dead of Winter , February 1, February 8, 7:30pm
Heart & Soul Date Night, February 14, 7:30pm
Magic Tree House: Pirates Past Noon KIDS, February 15, 2pm
Manticore A Tribute to Emerson Lake, February 21,


Jacob’s Pillow Dance The 2024 Festival has come to a close, but the Pillow has plenty to offer year-round including digital streams, Pillow Lab Residences, Community Programs, and more.
They invite you to stay connected to all that’s happening at Jacob’s Pillow, with upcoming live broadcasts from the Pillow Lab alongside a host of on-demand content to watch and listen to whenever you like. Explore the playlist now!

Get ready for an exciting new season of Jacob’s Pillow Live, where dance comes alive on your screen, free for all! This fall, winter, and spring, the Pillow bringing you encore streams of standout performances, live presentations, insightful artist talks, and innovative content series.

UPCOMING ENCORE STREAMS
Social Tango Project, Streaming Dates: January 3 – 24
Discover the passion of Argentine tango and the art form’s evolution reimagined by the Social Tango Project. Register here for free.
The MasterZ at Work Dance Family Streaming Dates: March 7 – 28
Experience the electrifying energy and creativity of a performance that seamlessly blends jazz, hip-hop, street jazz, house, African dance, voguing, and contemporary styles. Register here for free.
Princess Lockerooo & The Fabulous Waack Dancers Streaming Dates: May 2 – 23
Join us for a vibrant fusion of waacking and voguing that celebrates individuality and the power of artistic expression. Register here for free.

Mahaiwe Performing Arts Center presents live performances, film, and cultural events for all ages.

Some highlights include:Scott Eyerly’s Virtual Met Opera Lecture: Verdi’s Aida, Met Opera Live in HD: Verdi’s Aida, Uncharitable (2023), Billy F Gibbons,
Scott Eyerly’s Virtual Met Opera Lecture: Beethoven’s Fidelio, Mermaid Theatre’s Goodnight Moon & The Runaway Bunny, Patton Oswalt: Effervescent, Close Encounters With Music: “Rite of Spring” – Rachmaninoff / Stravinsky, José González,

Movies:
Kiki’s Delivery Service (1989),Napoleon Dynamite (2004),Uncharitable (2023),Warren Miller’s 75,


Shakespeare & Company
Shakespeare & Company presents classic and modern theater for all ages on indoor and outdoor stages.
The 2025 Season is announced. You can get tickets now!
Upcoming Performances – Shakespeare & Company
The Victim, by Lawrence Goodman, June 19 – July 20
World Premiere Directed by Daniel Gidron Featuring Annette Miller Shakespeare & Company’s 48th season begins with the World

Shake It Up: A Shakespeare Cabaret, July 1-6, Created by Allyn Burrows and Jacob Ming-Trent Directed by Allyn Burrows July starts with the reprise of Shake It Up: A Shakespeare Cabaret, co-created by Allyn Burrows and Jacob Ming-Trent
Shakespeare’s Romeo and Juliet, July 12 – August 10, Directed by Kevin G. Coleman and Jonathan Epstein. Presented under the Berkshires’ summer skies this summer, Romeo and Juliet proves that even the ultimate case of love at first sight
August Wilson’s The Piano Lesson, July 25 – August 24, Directed by Christopher V. Edwards Shakespeare & Company returns to August Wilson’s American Century Cycle with The Piano Lesson, July 25 through August 24 at the Elayne P. Bernstein Theatre.
Shakespeare’s The Taming of the Shrew, August 14- August 24, by William Shakespeare Directed by Allyn Burrows and Tina Packer Step into the world of Shakespeare’s The Taming of the Shrew, with its timeless themes of identity, gender roles,…
Celebration of Jewish Playwrights: A Special Weekend of Readings, October 10-13, Celebration of Jewish Playwrights: A Special Weekend of Readings


Tanglewood is one of the world’s most beloved music festivals, famed summer home of the Boston Symphony Orchestra and its training academy, the Tanglewood Music Center, as well as the Boston Pops. It’s also the year-round home of the Tanglewood Learning Institute. In a typical summer, Tanglewood welcomes more than 350,000 visitors to performances, recitals, and seminars across 500 acres nestled between Lenox and Stockbridge.
Tanglewood welcomes you to their beautiful grounds, open year-round, free of charge, for visitors to enjoy.
Upcoming Performances at
Tanglewood
Studio E, Linde Center for Music & Learning, Stockbridge, MA

TLI Chamber Concert
Uncharitable (2023), January, 30, 6:00pm. Mahaiwe Performing Arts Center, Great Barrington, MA
TLI Chamber Concert, February 2, 3:00pm
TLI Chamber Concert, March 23, 3:00pm
TLI Presents: Akropolis Reed Quintet, March 29, 7:00pm
Click her for performance April – May 2025


The Berkshire Bach Society is the oldest continuing member-based non-profit music organization in Berkshire County. We present live performances by professional musicians of the work of J.S. Bach and his Baroque mentors, peers, and followers ranging from solo recitals and chamber music to choral and orchestral works. Click here for Calendar:
In February 2025 The Berkshire Bach Organ Masters return to showcase two of the area’s historic organs played by two consummate organists. On Saturday, February 8, Renée Anne Louprette kicks off the series with The Best of Bach–The Great Organ Works, an all-Bach program on the Johnson Organ at the Unitarian Universalist Meeting House in Housatonic.

On Saturday, April 5, by Peter Sykes playing the historic Roosevelt Organ at the First Congregational Church in Great Barrington. The Organ Masters series spans Baroque through 20th-century repertoire and gives audiences the opportunity to hear the beautiful voices of two special organs that are true cultural treasures.


The Inn at Stockbridge
Join us for a variety of exciting events and exclusive promotions at The Stockbridge Inn Bar & Lounge. From live music on Friday nights to themed cocktail evenings and weekend specials, there’s always something happening to enhance your visit.


The Lions Den at the Red Lion Inn
Sound and Soul of the Berkshires since 1937


EMBRACE OUTDOOR ADVENTURE, RENEWAL AND HEALTH

From hiking the trails of the Laurel Hill Association to enjoying activities of the Stockbridge Bowl, to Skiing at nearby Otis Ridge Ski Area, Stockbridge has outdoor fun for all ages. Throughout the year, the lake is extensively used by canoers, kayakers, sailers, swimmers and fishermen. The Bowl, when frozen, is incredibly popular place for ice skating, snow shoeing and ice fishing.
Click here to see outdoor adventures #intheberkshires.

BerkshiresOutside.org A brand new, comprehensive clearinghouse of trailheads, boat launches, and access points to outdoor recreation in the Berkshires.


OUTDOOR GARDENS & ART WALKS Discover the beautiful gardens, grounds, and scenic views in our area. Most of our gardens, museums and historic sites are open for use of their outdoor grounds with restrictions. There is plenty of space and abundant fresh air that provides great venues for visitors to explore. Check out each venue’s website for their offerings.


Austen Riggs Center is a psychiatric residential treatment facility with a different approach: They treat the person, not just the diagnosis. Their caring experts work with each person to illuminate the stories behind your symptoms. Time, space, and support for reflection can lead you to better understand yourself and your relationships, enabling you to address a range of issues and build a more satisfying life. The Erikson Institute for Education, Research, and Advocacy makes the Austen Riggs Center a place of learning as well as healing. We invite you to join us at academic conferences, lectures, workshops, and other educational events. https://www.austenriggs.org/events


The Berkshire Arts Center is the leading provider of high quality, hands-on instruction in the visual arts year-round. They have an exciting lineup of classes, events and exhibitions happening in both Stockbridge and Pittsfield. To learn more about or register for Berkshire Art Center’s upcoming classes, and events, please visit www.berkshireartcenter.org.


The Berkshire Botanical Garden is open year-round for classes, lectures, workshops and exhibits, and the display gardens can be visited daily May 1st through October 31st. Tour gardens of all kinds – herb and perennial gardens, border gardens, rock gardens, and seasonal displays of fruit and flowering trees. Garden terrain is wheelchair accessible.
An extensive schedule of workshops, both online and in-person, is available as well.
View a complete list of classes, workshops and events.

January
11 through Feb. 1: Invasives: Plants and Insects
11: Community Read: An Encyclopedia of Gardening for Colored Children by Jamaica Kinkaid
14 through Feb. 18: Sustainable Garden Care and Maintenance
29 through Feb. 19: Writing the Garden of Your Life

February
1-22: Native Plants for Every Corner of the Garden
14-28: Tree Care for Gardeners
16: 28th Annual Winter Lecture: Jacqueline van der Kloet
21: Family Fridays: The Superpowers of Winter Birds
27 through March 20: Container Garden Design


Berkshire South Regional Community Center has a variety of recreational, educational, cultural, health and social well-being classes and workshops. Check out their offerings and calendar of events.
Take their Monthly Member Challenge! Each month, they host a Member Fitness Challenge! Find Out More!
Community Supper is run on Mondays 5pm on a biweekly schedule. Since 2009, they have held community supper as a way to nourish your bodies through great food and company.


Visit Otis Ridge Ski Area! The most accessible mountain in the Berkshires! They offer lessons, night programs for kids & families, women’s program, group visits, overnight lodging, Airbnb rentals, rentals, retail & repair shop, birthday parties, private events, and more! While there visit the Grouse House, our bar & restaurant, for the best apres-ski experience!
Cardboard Box Race!, Saturday – February 15, 2025
Otis Ridge Race Day, Sunday – February 23, 2025


Kripalu Center for Yoga & Health campus is nestled in the breathtaking Berkshire mountains. Come for a nourishing retreat full of yoga, nutritious meals, mindful outdoor experiences, and more. Explore upcoming programs led by Kripalu faculty and expert presenters on topics ranging from yoga to societal and personal transformation. See a full list of programs, retreats, healing art.
ON CAMPUS
January & February Options Kripalu Outdoors: Snowshoeing and Yoga Discover snow-covered trails and breathtaking views with Kripalu faculty Evelyn Gonzalez and Ami Jean Aubin.
January 31–February 2 Just Ask Spirit: Connect, Ask, and Receive Join Sherianna Boyle and DJ Mantra for a weekend of transformation, raising your vibration to effortlessly receive divine guidance and healing.

ONLINE
January 7–February 11 Soul Friends: The Transforming Power of Human Connection Discover how deep friendships enhance self-understanding in our online book club guided by Anandamai Charlyn Reihman and insights from Stephen Cope.
January 8–29 Deep Dive: The Yoga Sutras of Patanjali: Understanding Yogic Philosophy Join Kripalu‘s Yuval Samburski for an online journey into the transformative Yoga Sutras, exploring with curiosity and an open heart.


REDISCOVER the STOCKBRIDGE, MA area & SUPPORT LOCAL

Our galleries, stores, services, restaurants are open year-round, and we encourage you to Support Local. Enjoy a stroll through our town and rediscover the many brick-and-mortar businesses, where you will most likely be greeted by a friendly owner. Many of our stores also offer online shops, our restaurants alfresco dining, pickup and delivery and services offered by appointment


SERVING NEW ENGLAND HOSPITALITY

Our New England Inns, B&Bs and Hotels are offering getaways complete with fires to lounge by, heat pools or saunas, afternoon teas, and scenic views. Plan your stay with us, where you will always get the best of New England Hospitality. Get an overview of the properties in our area, go directly to their websites for the full picture, then book directly with the property of your choice.