Southern Vermont Events

Things to Do, Places to Go, People to See

Whether you're just visiting or looking to buy or sell real estate in Vermont, here is a sampling of local events in the Manchester, Stratton, Bromley, and Okemo areas and nearby towns.

If you have any questions about the area, or real estate needs, please contact TPW Real Estate.

The Shires of Vermont

The geographic designation of the southwest corner of Vermont may be Bennington County, but in recent years residents and visitors have branded this beautiful region nestled between the Taconic and Green Mountains as the Shires of Vermont. It has the unusual distinction of having two shire towns, historically referred to as "county seats", meaning courthouses. Anchored by Bennington (the South Shire) and Manchester (the North Shire), it is a collective of 15 quintessential Vermont towns and villages connected by a scenic ribbon of highway known as Historic Route 7A. Surrounded by mountains and enriched by the waters of the famous Batten Kill that runs through the valley, The Shires have historically been a popular year-round destination for those seeking the authentic Vermont experience, all within a four-hour drive from New York City, Hartford, Boston, Northern New Jersey, and Canada.

The Arts and Festivals 

Art, Theatre, Music, Lectures, Culture, History, and more

  • American Museum of Fly Fishing
    4104 Main St., Manchester, VT 05254
    Open Tuesday-Saturday 10am-4pm. 
    The American Museum of Fly Fishing was established in 1968 in Manchester by a group of passionate and enthusiastic anglers who believed that the history of angling was an important part of American culture and tradition. The Museum was created to serve as an institution to research, preserve, and interpret the treasures of angling history. Today The American Museum of Fly Fishing is a steward of the history, traditions, and practices of the sport of fly fishing and promotes the conservation of its waters.

  • Bennington Museum
    75 Main St., Bennington, VT 05201
    See website for hours.  Community Day - Free Admission October 15!

    The Bennington Museum is home to the largest collection of Grandma Moses paintings in the world, and a selection of her works is always on view. With the museum’s introduction of “Creative Collisions,” visitors discover works by Grandma Moses side-by-side with galleries of Military History and Contemporary Art, while Gilded Age Vermont can be found in close proximity to the ongoing Bennington Modernism exhibition. To learn about Art, History, and Innovation from the early days of Vermont to the present, please visit the Bennington Museum in the quintessential New England town of Bennington, Vermont. Beautiful walking trails, too!

  • Clark Art Institute
    225 South St., Williamstown, MA 01267
    Galleries open Tuesday-Sunday 10am-5pm. Closed Thanksgiving Day, Christmas Day, and New Year’s Day. Campus open daily for hiking, picnicking and exploring from dawn to dusk; enjoy the outdoor exhibition. 
    The Sterling and Francine Clark Art Institute, one of the few institutions in the United States that combines a public art museum with research and academic programs, including a major art history library, is a leading international center for research and discussion on the nature of art and art history. Set in a 140-acre campus of expansive lawns, meadows, water features, and walking trails. The Clark’s collection contains European and American paintings, sculpture, prints, drawings, photographs, and decorative arts from the Renaissance to the early twentieth century.

  • Dorset Historical Society Museum
    Route 30 at Kent Hill Rd., Dorset, VT 05251
    Open Wednesday-Friday 10am-4 pm, Saturday 10am-2 pm, and by appointment. 
    Portions of the Dorset Historical Society’s collection are showcased in the museum's five main galleries in rotating exhibits focused on different themes. The collection is outstanding for the diversity of histories represented; for example, Republic of Vermont coins (1785-1788) made at the nearby Harmon Mint; artifacts representative of the town's long-running marble industry; stoneware produced at the local Fenton Potteries (1800-1830s); iron tools forged at 19th century foundries in East and North Dorset; works by the prominent Dorset stencil artist Jessica Bond; works by Dorset painters from the period when the town was a mecca for artists (1885-1950) through the present day; an extensive native fern collection; photographs, postcards, household utensils, decorative objects, farm tools, textiles, and clothing that belonged to Dorset families over many generations; pictures, memorabilia, and artifacts from the town's 12 school districts (1834-1950); and photographs, programs, playbills, and archival materials from The Dorset Playhouse and The Caravan Players. In addition, maps, manuscripts, books, family histories, and other archives make the museum a valuable resource for people doing genealogical work or other historical research.

  • The Dorset Players
    104 Cheney Rd., Dorset, VT 05251

    The Dorset Players, the non-professional theatre group that owns the Dorset Playhouse, offers an active Fall-Winter-Spring season.  The Dorset Theatre Festival is a non-profit Equity Company that offers professional summer theatre at the Playhouse.

  • Dorset Theatre Festival
    104 Cheney Rd., Dorset, VT 05251

    From June to September, DTF mounts four Main Stage productions drawing from some of this country’s most talented playwrights, actors, and directors. Opening its doors to local thespians in 1929, the Dorset Theatre became host to the professional Equity Summer Festival in 1976. Today the Dorset Theatre Festival is a rich cultural resource and an integral part of the community.

  • Hildene
    1005 Hildene Rd., Manchester, VT 05254
    Open daily 9:30am-4:30pm. Closed Thanksgiving Day, December 24-26, and Easter Day. 
    Each year Hildene’s staff and volunteers welcome thousands of guests daily to the Lincoln home, grounds, and walking trails. His father was born in a log cabin and called from the humblest rank in life to preside over our nation during the most momentous period of its history. One generation later, Robert Todd Lincoln, the only child of Abraham and Mary Todd Lincoln to survive to adulthood, became Chairman of the Pullman Company, the largest manufacturing corporation at the turn of the 20th century. He built his Georgian Revival mansion in 1905 in the scenic village of Manchester. It became home to only Lincoln descendants until 1975, longer than any other Lincoln residence. It is the Great American Story.

  • Manchester Community Library
    138 Cemetery Ave., Manchester Center, VT 05255
    Open Monday & Wednesday 10am-6pm, Tuesday & Thursday 10am-7pm, Friday & Saturday 10am-4pm, Closed Sundays. 
    Besides books and other library resources in every imaginable format, the Manchester Community Library offers a jam-packed schedule of films, lectures, workshops, author talks, club meetings, yoga, social and/or educational gatherings, and other special activities and events for all ages. (All are welcome! Library membership is not required to visit or attend free programs.)

  • Manchester Music Festival
    42 Dillingham Ave., Manchester, VT 05254
    The Manchester Music Festival, a non-profit corporation, operates year-round and offers classical music performances and music education of the highest caliber. Classical music concerts include seven summer concerts at the Southern Vermont Arts Center, the Manchester Chamber Orchestra’s Fall Tour, and Holiday Concerts around the Northshire. MMF also hosts renowned musicians and operates a full-scholarship summer chamber music program for pre-professional performers. For children, MMF operates the Michael Rudiakov Music Academy and offers private lessons in violin, viola, and cello, and a youth ensemble for string players.

  • Northshire Bookstore
    4869 Main St., Manchester Center, VT 05255
    Open daily, 10am-6pm. 
    No visit to Southern Vermont is complete without an extended visit - or two or three - to the family-owned, independent Northshire Bookstore and its in-house café, Spiral Press. You won’t believe the quantity and quality of books, the huge children’s floor, the toys, games, gifts, clothing, jewelry, stationery - they even have a self-publishing program. They also host a very busy schedule of author events, public issues forums, reading groups, and community seminars and workshops. “The legacy of Northshire goes beyond just being an amazing bookstore and gathering place,” comments Shay Totten on the occasion of the store’s 40th anniversary in 2016. “It’s a living example of what an asset a thriving cultural institution can be to a community.”

  • Southern Vermont Arts Center
    930 SVAC Dr., Manchester, VT 05254
    See website for hours. 
    The Southern Vermont Arts Center provides cultural, educational, and creative opportunities for all ages. Situated amid 100+ acres of pristine forest in the heart of the Green Mountains, SVAC offers diverse exhibitions featuring artwork, photography, and sculpture by our member artists plus more than 800 pieces of 19th and 20th century art, as well as the largest sculpture park in Vermont. With a busy schedule of dynamic classes, performances, and other events for all ages, the Southern Vermont Arts Center has something for everyone. The Boswell Botany Trail, the Sculpture Park, and the acres of woodlands welcome hikers, snow-shoers, and cross-country skiers from dawn to dusk.

  • Vermont Summer Festival Horse Show
    3028 Route 7, East Dorset, VT 05251

    The Vermont Summer Festival has been a mainstay of East Coast show jumping for decades. The six-week USEF Premier/4-rated Festival offers a boutique-style horse show just outside picturesque Manchester, Vermont. Nestled between the Green and Taconic mountains, and known for its ‘small town charm’ and ‘big city style,’ Manchester boasts spectacular scenery, myriad cultural pursuits, premium shopping and recreational activities unique to every season.

  • Concerts On The Green
    Factory Point Town Green, Manchester, VT (just west of the junction of Routes 11/30 and Route 7A)

    The Wednesday night concerts start at 6pm and run until about 8pm. The concerts are free and open to the public.  Attendees are reminded to bring a lawn chair or blanket.  There is no smoking on the Town Green, and dogs must be leashed at all times.

  • Summer Concerts at Kinhaven
    354 Lawrence Hill Rd., Weston, VT
    Kinhaven Music School offers joyous and rigorous music-making education to accomplished youth and adults in a nurturing, noncompetitive, and collaborative environment.  Kinhaven holds concerts and events during the summer in Weston, Vermont. This summer we are thrilled to announce we will be welcoming the world to join us in the rolling hills of Vermont as we stream our student concerts live!

Arlington Village Farmers Market Music SeriesFarmers Markets

  • Arlington Village Farmers Market June-September: Fridays 4-7pm on historic Route 7A in the center of Historic Arlington Village, providing access to fresh produce, crafts and goods produced locally. Stroll for groceries while enjoying free concerts weekly. AVFM

  • Bennington Farmers Market (year-round) Saturdays 10-1pm (every other Saturday during winter), in downtown Bennington. BFM

  • Brattleboro Area Farmers Market May-October: Saturdays 9-2pm on Route 9 near the covered bridge, and Tuesdays 4-7pm on Flat Street in the Brattleboro Food Coop parking lot. November-March: Saturdays 10-2pm at the River Garden, 157 Main Street. BAFM-Summer BAFM-Winter

  • Dorset Farmers Market (year-round) Sundays 10-2pm; find the DFM summers at HN Williams General Store, and winters at at JK Adams Kitchen Store, both on VT Route 30. DFM

  • Manchester Farmers Market May-October: Thursdays 3-6pm located in Adams Park, on Route 7A in the heart of Manchester Center, (Adams Park is opposite Gringo Jacks Restaurant). Parking is also available in the Zion Episcopal Church parking lot. MFM

  • Rutland Farmers Market (year-round) May-October: Saturdays 9-2pm and Wednesdays 3-6pm at Depot Park in downtown Rutland. November-April: Saturdays 10-2pm and Wednesdays 3-6pm at 251 West Street, downtown Rutland. RCFM VFM 

  • West River Farmers Market May-October: Saturdays 9-1pm at the intersection of Routes 100 and 11 in the heart of Londonderry. WRFM


Event Calendars

For information, history of the region, events calendars, and more, click here.



Events at and around Stratton Mountain - for more, click here.
Call TPW Real Estate at Stratton for more information: 802-297-9405.

Our office is located at the base of the Stratton Access Road at 32 VT Route 30 - we are open 7 days a week - stop by to view our Vacation Home Center and visit with one of our licensed Realtors - we are available to assist you with all of your real estate needs.

To stay informed on what's open at Stratton Mountain Resort, click here.


Events at and around Bromley Mountain - for more, click here.
Call TPW Real Estate in Manchester Center for more information: 802-366-1430.


Events in and around Manchester - for more, click here.
Call TPW Real Estate in Manchester Center for more information: 802-366-1430.


Events at and around Okemo - for details, click here.
Call TPW at Okemo for more information: 802-228-9400.