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 us.

"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." 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 Battenkill River that runs through the valley, The Shires has historically been a popular year-round destination for those seeking the authentic Vermont experience. And it is within a 4-hour drive from New York City, Hartford, Boston, Northern New Jersey, and Canada.


Just click on the orange links for more information.

THE SHIRES OF VERMONT - for information, history of the region, events calendars, and more, click here!

Fish, kayak, swim, bike, hike, snowshoe, XC - Vermont State Parks



Events in and around Manchester - for more, click here.
Call TPW Real Estate in Manchester Center for more information: 802.366.1430.

June 20th - 23rd - Wanderlust at Stratton -- Searching for your true north? Look no further than this weekend-long retreat with the best of the best: yoga instructors, meditation gurus, amazing musicians, organic chefs, transformational speakers, and limitless outdoor adventure. Wanderlust host Sratton Mountain Resort is just thirty minutes from Manchester. Go for a day, stay for the weekend!

July 2nd - August 11th - Vermont Summer Festival -- The Vermont Summer Festival horse show returns to the Manchester area for its 26th year. This event welcomes top riders from around North America to compete against our beautiful Green Mountain background. Major competitions occur each Sunday. The public is welcome and encouraged to attend as spectators.

August 15th - 18th - The Vermont Challenge -- Riders from across the U.S. and Canada arrive in Manchester and the Mountains for four glorious days of hard riding and competition. Routes cruise through the picturesque countryside, covered bridges, river valleys and historic villages of south and central Vermont. The ride is open to all abilities and spectators are welcome!

August 15th - 18th - Green Mountain Bluegrass & Roots Festival -- What happens when you take world-class musicians rooted deeply in traditional American music, plant them in the majestic beauty of Vermont’s Green Mountains, and then invite them to collaborate with each other as they see fit? Pure magic.

September 28th - Peru Fair -- Right in the heart of historic Peru Village, an old-fashioned country fair. The Saturday-only event is beloved by visitors and local alike. Includes a pig roast, live music, craft vendors, cloggers, antiques and art exhibits, clowns and magicians, pony rides, local food and drink, baked goods. Park at Bromley Mountain and ride the shuttle down the street.




Events at and around Bromley Mountain - for more, click here
Call TPW Real Estate in Manchester Center for more information: 802.366.1430.

Feb 23rd - Live Music with Annie in the Water --  Join us for après-ski entertainment, live in the Wild Boar Tavern from 4 to 7pm!

Feb 23rd - Feb 24th - Telefest -- Come rip with some of the best tele skiers in the East at the 34th Annual Kåre Andersen Telemark Festival! The Tele tradition is strong at Bromley, and we want to share it with you; this event is open to the entire family. Clinic options will include topics appropriate for all ages and levels - beginner to advanced, and the USTSA sanctioned race features both citizen and expert categories. We'll offer clinics and free-heel camaraderie on Saturday, and Sunday will feature the annual race and additional clinics in the afternoon. Join us to spread the free heel love!

Feb 23rd - Ski Vermont Specialty Food Day -- Enjoy all the flavors of Vermont during the Ski Vermont 2018 Specialty Food Day Tour.  Did we mention It's FREE to attend? Last year’s lineup featured tasting and samples from Caledonia Spirits, Mad River Distillers, Kimball Brook Farms, and Cabot Cheese from 10:30am to 2:30pm!

Feb 23rd - Live Music with West End Blend - Join us for après-ski entertainment, live in the Wild Boar Tavern from 4 to 7pm!

Feb 23rd - Ski to Stay Reception, hosted by the Bennington Chamber --

Love your Ski Trips to Bromley? Ever considered moving here full time? Check out Stay to Stay.

Stay to Stay Weekends are exploratory vacations designed for people who are interested in moving to Vermont. During a weekend away to the Green Mountains, networking events provide opportunities to connect with employers, realtors, community leaders, entrepreneurs, and potential neighbors who can provide insight about relocating to Vermont. Bromley is hosting a welcome reception for the Manchester-Bennington Area on Saturday, February 23 from 5:30-7pm at the Base Camp bar on the third floor of the Base Lodge for the new Ski to Stay event! Event will include a complimentary beverage and light snacks.

Feb 27th - Innkeepers Race Series -- Competition isn’t just for kids. Innkeeper’s Teams compete for fame and glory all season in the Wednesday Series. Race on Lord’s Prayer from 9:30am-11:30am with your team, and enjoy the rest of the mountain through 4pm. Must be on a registered team to race. How do you do that? Check out the Innkeeper’s Page! Stop by the Wild Boar Tavern after the races for weekly leaderboard updates and great specials for all on Innkeeper’s days – a burger and a beer for just $10. Burger and beer special changes weekly, and you do not have to be on a team to partake!

March 2nd - Live Music with Satellite Shine -- Join us for après-ski entertainment, live in the Wild Boar Tavern from 4 to 7pm!

March 2nd - Skiing History Day -- Presented by the International Skiing History Association and Skiing History Magazine. Love skiing now? Love skiing 30, 40, 50 + years ago? Fanatics unite! Dust off your woolens and join us for this new event, featuring a vintage skiwear slopeside parade. Be sure to check out the Ski History exhibit in the Base Lodge, including photos and vintage gear, courtesy of Heino Nowak and Manchester Historical Society, and the lunchtime talk & presentation on the history of Bromley, featuring "Bromley - Then and Now" a video by Robert Ellis. We encourage you to purchase event tickets online in advance. $20 for buffet lunch and history of Bromley presentation, or add an all day lift ticket for $57!

March 6th - Innkeepers Race Series -- Competition isn’t just for kids. Innkeeper’s Teams compete for fame and glory all season in the Wednesday Series. Race on Lord’s Prayer from 9:30am-11:30am with your team, and enjoy the rest of the mountain through 4pm. Must be on a registered team to race. How do you do that? Check out the Innkeeper’s Page! Stop by the Wild Boar Tavern after the races for weekly leaderboard updates and great specials for all on Innkeeper’s days – a burger and a beer for just $10. Burger and beer special changes weekly, and you do not have to be on a team to partake!

March 8th - Mom's Day Off Take 2 -- Mom's Day Off take 2!?! The first Mom's Day Off had some unfavorable weather. So, we're throwing another Mom's Day Off this year in hopes to raise even more money for the cause. Moms, simply show a picture of your child Friday, March 8, to the Ticket Office, and ski/ride Bromley all-day for $25! All proceeds will be donated to the Southern Vermont Region Cancer Center. Keep it local and have fun; this is a great way to get out on the slopes and support a great cause.

March 9th - Live Music with Mike McMann - Join us for après-ski entertainment, live in the Wild Boar Tavern from 4 to 7pm!

March 9th - Sun Mountain S'mores -- Enjoy free smores from 4-5pm next to the Sun Deck! (Limit 2 per person, please.)

March 10th - Vertical Challenge -- Join us for this free, fun race event for all ages and abilities - come out and watch or get in on the action yourself; this is your last chance to qualify for the national championships.

March 16th - Season Passholder Appreciation Day -- Calling all Full, Supervalue and Midweek Season Passholders, we want to show you just how much you mean to Bromley! Please join us for an early start and more on Saturday, March 16. Enjoy first tracks - lifts will spin at 7:30 for all Full, Supervalue & Midweek season passholders (weather permitting)! Take a break with complimentary cocoa or coffee and snacks from 8:30 – 10am in the Stratton wing (the area on the 3rd floor with window views to the South) in the base lodge. Then get back out there for a full day on the slopes - the Passholder Aprés party kicks off at 4pm out of Long Trail base camp on the 3rd floor of the lodge with a finger food buffet, beverages, plus a meet and greet with mountain managers. Please note that refreshments are available on a first come, first serve basis!

March 16th - Rando Race -- Bromley welcomes the NE Rando Race Series - a multiple-venue rando race (aka, ski mountaineering, uphill/downhill, “skimo”) - back to the Sun Mountain for their mid-March event. Rando – short for randonnée – ski racing hearkens back to skiing’s early years, when skiers challenged the mountain both up and down, without the help of chairlifts. Using climbing “skins” with alpine touring or telemark bindings (or even “split” snowboards), racers start at the base of the mountain, ascend it, then descend it, as fast as possible, over multiple laps, up to 6,000' cumulative vertical, in the truest test of the most complete skier overall.

March 16th - Live Music with Muddy Hollow -- Join us for après-ski entertainment, live in the Wild Boar Tavern from 4 to 7pm!

March 17th - St. Patrick's Day Treasure Hunt and Festivities -- Get out on the mountain today for a chance to win a 2019/20 Full Season Pass! We heard a wee rumor that a tiny green guy is hiding his pot o'gold atop Bromley Mountain on 3/17 - with a little luck you'll find it, and make all your mountain dreams come true for next winter! (We will literally be hiding a pot of "gold" somewhere on the mountain between Runaround and Pushover. Find it, bring it to Switchboard, and the Season Pass is yours. We'll give hints on its location throughout the day on Instagram.)

March 23rd - DJ Joe Bell -- Join us for après-ski entertainment, live in the Wild Boar Tavern from 4 to 7pm!

March 23rd - March 24th - Spring Fling 2019 -- Bromley family’s favorite sun-soaked (or just plain soaked) event is back, and now with two days of fun! We'll have a family-friendly kid vs. parent obstacle course and a duct tape box derby on Saturday, March 23. Followed by pond skimming on Sunday, March 24. Plus, enjoy trampoline things, face painting and more all weekend long. Stay tuned for a full schedule of activities and details on registration...

March 30th - Deck Party! -- Spring has almost sprung, and we're celebrating Sun Deck style. Soft snow and sunny days mean when you're not making turns, the Sun Deck is the place to be. We'll have "lawn" games all day and BBQ lunch weather permitting.

March 30th - Sun Mountain S'mores - Enjoy free smores from 4-5pm next to the Sun Deck! (Limit 2 per person, please.)



Events at and around Stratton Mountain - for more, click here.
Call TPW Real Estate at Stratton for more information: 802.297.9400.

Remember: Our office is located at the base of the Stratton Access Road - 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.

Feb 23 - First Run and Green Mountain Club Fundraiser

March 8 - 10, 2019 - The VT Open - A celebration of the beginning of snowboarding and its progression, the 7th Annual Vermont Open is truly open. This event invites snowboarders of all ages to come together to ride, party, enjoy the snow and compete for a prize purse of over $20,000.

March 9 - Annual Spring Demo Day

March 16 - March 17 - 24 Hours of Stratton

March 22 - March 24 - Women on Snow Camp

March 23 - Taste of Vermont

March 30 - Stratton's Spring Fling and Annual Pond Skim

March 30 - Penguin Plunge

March 3 - Marchdi Gras Village Winterfest

June 20 - June 23 - Wanderlust

August 9 - August 11 - North American Obstacle Course Racing Championships

Oct 11 - Oct 14 - Columbus Day Weekend

Oct 17 - Oct 20 - 29029



Events at and around Okemo - for details, click here. 
Call TPW at Okemo for more information: 802.228.9400.

Feb 22nd - Vermont Specialty Food Tour --  Sample some of Vermont's highly recognizable brands and locally produced goodies at Okemo's Jackson Gore base area.

Feb 22nd - Sitting Bull Winter Music Series with Studio Two -- Join us at the Sitting Bull for après with musical guest Studio Two!

Feb 22nd - Okemo Taphouse Winter Music Series with Sam Blanchette! 3:00 - 6:00 pm

Feb 23rd - Sitting Bull Winter Music Series with Master Cylinders -- Join us at the Sitting Bull for après with musical guest Master Cylinders!

March 2nd - Sitting Bull Winter Music Series with Ruby Street -- Join us at the Sitting Bull for après with musical guest Ruby Street!

March 2nd - Light the Night Rail Jam -- Okemo is lighting up the snow on Bull Run for skiers and riders of all ages to show off their best moves.  $5,000 in cash and prizes is up for grabs.  A new rail garden, constructed specifically for this event will be an optimal venue for participants and spectators alike.

March 2nd - Comedy Night -- Presented by William Raveis Real Estate Vermont Properties. Venue courtesy of Okemo Mountain Resort.  Enjoy a night of comedy to benefit OMARA!

March 7th - March 8th - Women's Alpine Adventures Intensive 2-Day Program - Since 1987, Okemo's Women's Alpine Adventures has been the place to find coaching, camaraderie and confidence.  Women's Alpine Adventures has women returning year after year to take part in a program designed exclusively for women and led by some of the best ski and snowboard coaches in the business.







Art, Theatre, Music, Lectures, Culture, History

  • American Museum of Fly Fishing
    4104 Main Street, 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 Center for the Arts
    44 Gypsy Lane, Bennington, VT 05201
    Open Wednesday-Monday 10am-5pm.

    The Bennington Center for the Arts is a non-profit art center built by local philanthropist Bruce Laumeister and his wife, Elizabeth Small, to showcase their interests in Native American art, art of the animal kingdom, and covered bridges. The permanent collection features paintings and bronzes of and by Native Americans, along with Navajo rugs, pots, kachinas, and jewelry. Exceptional paintings from Art of the Animal Kingdom exhibitions are often on display. The Covered Bridge Museum offers visitors the opportunity to discover the history and legends of covered bridges through exhibits on engineering, construction, tools, and creators.

  • Bennington Museum
    75 Main Street, Bennington, VT 05201
    Open daily 10am-5 pm June through October; Open Thursday-Tuesday November through May. Closed for the month of January, and Easter Day, Thanksgiving Day, Christmas Day (closes at 1 pm on December 24 and 31), and July 4. 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 Street, 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.

    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 Road, 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 Road, Dorset, VT 05251

    The Dorset Players, the non-professional theatre group that owns the Dorset Playhouse, offers an active Fall-Winter-Spring season:
    I Love You, You’re Perfect, Now Change - May 19, 20, 26 & 27 at 7:30pm; May 21 & 28
    (The Dorset Theatre Festival is a non-profit Equity Company that offers professional summer theatre at the Playhouse.)

  • Dorset Theatre Festival
    104 Cheney Road, 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 Road, 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 Avenue, 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 Avenue, 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 Street, Manchester Center, VT 05255
    Open Sunday-Thursday 10am-7pm, Friday & Saturday 10am-9pm.

    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 Drive, Manchester, VT 05254
    Open Tuesday-Saturday 10am-5pm, Sunday 12pm-5pm.

    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.


  • Brattleboro Farmers’ Market - May-October: Saturdays 9am-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 10am-2pm at the River Garden, 157 Main Street.

  • Dorset Farmers’ Market (year-round) - Winter: Sundays 10am-2pm at JK Adams, 1430 Vt Route 30.

  • Manchester Farmers' Market - May-October: Thursdays 3pm-6pm located in Adams Park, Rt 7A in the heart of Manchester Center. (Adams Park is opposite Gringo Jacks) Ample street parking and parking is also available in the Zion Episcopal Church parking lot.

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

  • Rutland Farmers’ Market - May-October: Saturdays 9am-2pm and Wednesdays 3-6pm at Depot Park in downtown Rutland. November-April: Saturdays 10am-2pm and Wednesdays 3-6pm at 251 West Street, downtown Rutland.