Downtown Bennington Alliance

Downtown Bennington Alliance We promote Main Street Bennington as a
vibrant, attractive, and profitable destination.

BENNINGTON MUSEUM SEEKS BUILDING & GROUNDS MANAGER: The Bennington Museum, one of the best in America, according to the ...
04/29/2026

BENNINGTON MUSEUM SEEKS BUILDING & GROUNDS MANAGER: The Bennington Museum, one of the best in America, according to the Wall Street Journal, is in search of a building and grounds manager. If you're interested, read the attached job listing and qualifications then put your best foot forward. It pays pretty well.

332 MAIN STREET BENNINGTON finally has a new owner, Chris Macksey, a 2007 MAU grad who purchased the 158-year-old buildi...
04/24/2026

332 MAIN STREET BENNINGTON finally has a new owner, Chris Macksey, a 2007 MAU grad who purchased the 158-year-old building from the Dole family on March 13 for $425,000. Chris continues to make his mark on Main Street. He and Brandy Lesser (MAU '10) bought the former Shaffe's Men's Shop at 475 Main in 2024 and renovated it into Haberdasher Wine & Provisions. Looking forward to finding out more about Chris' plans for 332. More to come.

One more reason to shop at Haberdasher Wine & Provisions on Main Street Bennington (formerly Shaffe's). Pro-tip: Have yo...
04/09/2026

One more reason to shop at Haberdasher Wine & Provisions on Main Street Bennington (formerly Shaffe's). Pro-tip: Have you ever tried a Willhy Farms pop tart? They'll change your world outlook.

Wishing you warm wishes and even more chocolate this Easter Sunday. Here are a few shots I took in 2015 when the communi...
04/05/2026

Wishing you warm wishes and even more chocolate this Easter Sunday. Here are a few shots I took in 2015 when the community came together on 72 hours' notice to save the Town of Bennington Easter Egg Hunt at Upper Willow.

WELCOME TO 2026, APPLE BARN:  It's a big day at The Apple Barn and Country Bake Shop on Route 7 South as Sarah and her c...
04/04/2026

WELCOME TO 2026, APPLE BARN: It's a big day at The Apple Barn and Country Bake Shop on Route 7 South as Sarah and her crew welcome the world to the 2026 season with fresh cider, donuts, syrup, and much more. The Apple Barn is just a mile south of the Four Corners of Main Street Bennington.

After you grab a dozen or two donuts and cinnamon rolls and jugs of fresh maple syrup, come back up and check out the array of mom and pop shops on Main Street and don't forget about live entertainment at Bennington Theater this weekend.

Apple Barn
Her Closet (dresses for any special occasion)
Hollister Appliance
Taste of Tradition (new eatery at Main + Safford)
Bennington Family Eyecare
Bennington Theater (check website for showtimes)
Bennington Museum (open for the season)
Paula's Weaving Workshop and Rock Shop
Jay's Frame Shop & Art Gallery
Bespoke Salon & Suite
Katie Cleaver
Fiddlehead art gallery
Devlin Funeral Home (where Jensen's used to be)
Bennington Bookshop
couch + cork (Wine Tasting)
Monument Vintage, Antiques & Collectibles
Gift Garden's Holiday Cottage
Gift Garden
Adams Lock & Security
Gamer's Grotto
Main Street Antiques
Glow Lounge Tanning Salon & Boutique
Knapp's
Belizimo Salon
Village Salon
Blumer's Barbershop
Scarlett Creation
Hair Cafe (next to Benner's)
Global Link Travel (book a trip to paradise)
Mount Anthony Country Club (A+ dinner menu)
Dollhouse & Toy Museum of Vermont (open 1-4)
Balanced Health Care & Massage
The Bike Hub (mountain e-bikes for sale)
Vervana Hotel (formerly Paradise Inn)
Beverage Den
Clip Shop
Crae Printing
Inkspot Press
Papa Pete's
Island Flavor
Benner's
Ramunto's
Lucky Dragon
Bennington Pizza House
Madison's
Your Belly's Deli
Lil Britain
Henry's Market
Blue Benn
The Local
Harvest Brewing
Avocado Pit
Martin's Mini Mart
Kelli's Tavern
Sunny Side Diner
421 Craft Bar
Monument Arts & Cultural Center
Mount Anthony CC
Angry Egg 2
Miller's Toll
Bennington Community Market
The Coffee Bar
South Shire, A Little Hotel
TAAN (Thai restaurant inside South Shire)
Elm Street Market
Spice and Nice
Village Chocolate Shoppe
Buck Stop
Magnifico Home & Cafe Briette (formerly W. Collective)
Faller Music (Bruce repairs any instrument)
Posh Place Salon & Gifts
The Splash Pad
Union South (good food + pool tables)
The Bike Hub
DBA Kiosk on Main Street Bennington (free portrait)
Vermont Chef
Anytime Fitness
Revolution Gym
Donovan's/Ryan's ("best fried mozzarella sticks on Main Street" -- Nancy Koziol, owner of Couch + cork)
King's Knit Wit
Pearl's (eatery in former Village Garage)
K&J Discount Center (Benmont Mill)

BOSTON TV COMES TO BENNINGTON: A few weeks ago, Ted Reinstein of WCVB Channel 5 Boston drove a few hours to promote Benn...
04/03/2026

BOSTON TV COMES TO BENNINGTON: A few weeks ago, Ted Reinstein of WCVB Channel 5 Boston drove a few hours to promote Bennington in a "Chronicle 5" feature. Ted spoke to Bennington Museum curator Jamie Franklin as well as Raef Churchill (Bennington College '91) and Casey Sunderland who bought and are restoring the Walloomsac Inn back into a hotel. The report also features Jordan Brechenser, president and publisher of the Bennington Banner, Brattleboro Reformer, and Manchester Journal. Watch it: https://youtu.be/yZWcNnR9p-E

Chag Pesach Sameach (Happy Passover) to all of our Jewish friends on Main Street Bennington and beyond. Who's making the...
04/01/2026

Chag Pesach Sameach (Happy Passover) to all of our Jewish friends on Main Street Bennington and beyond. Who's making the first batch of matzo brei in the morning?

Have you been to Taste of Tradition at the corner of East Main and Safford? Tara Haskoor wins new hearts, minds, and bel...
03/19/2026

Have you been to Taste of Tradition at the corner of East Main and Safford? Tara Haskoor wins new hearts, minds, and bellies every day ...

-- Lo Mattison Cluett: Everything we ordered was delicious. Prices are great. Staff was welcoming and friendly. The restaurant is super cozy. We will definitely be ordering again.

-- Jessica Daley: The minute you walk in you feel like you're at home. The food is comfort food, and the service from Tara and her staff is so warming and personal. Great menu selection and very affordable dining. They even offer homemade desserts.

-- Cindy Yost: Everything was excellent, I had sausage gravy and biscuits, Hubby had the traditional breakfast. Thank you, we'll be back soon. Michael and Cindy

T.O.T.S. caters too. To book Tara and her team for your next event click https://www.tasteoftraditionsevents.com/

It’s always neat to see Gammelgården Creamery … the little creamery that could, based in Pownal … represent in different...
03/17/2026

It’s always neat to see Gammelgården Creamery … the little creamery that could, based in Pownal … represent in different parts of Vermont as seen today up north. It’s one of my favorite yogurts. You can buy Gammelgarden’s products all around Bennington. Read more about Gammelgarden by clicking https://gammelgardencreamery.com/pages/about-us

HAPPY BIRTHDAY TO COUCH + CORKER OWNER NANCY KOZIOL! In 2019, Nancy filled a critical need in our eclectic little shoppi...
03/14/2026

HAPPY BIRTHDAY TO COUCH + CORKER OWNER NANCY KOZIOL! In 2019, Nancy filled a critical need in our eclectic little shopping district by establishing Couch + cork, a wine-centric business on South Street Bennington that provides in-home, venue-based and virtual tastings, and private chef services.

It's been pretty cool to watch Nancy grow her business here in Bennington and across the globe. Check out some of the reviews about Couch + cork, which will celebrate its 7th anniversary on May 25, National Wine Day.

-- Carly R., Bennington: Nancy and Kaiya were so much fun to have a tasting with! They are both incredibly knowledgeable about wine, and they made the tasting very accessible and informative. I highly recommend working with couch + cork; the process of registering for the tasting was very easy, and the emails leading up to it were full with lots of useful tidbits. This is a wonderful small business that deserves all the accolades it has received, with many more to come!

-- Julie + Frank S., San Bruno, California: “Thank you again for the wonderful wine tasting event for our mom's 80th birthday celebration yesterday! The wines you selected were perfect and your presentation was fabulous.”

-- Lois M + Rob. R, Yarmouth Port, Mass: “Thank you for hosting our fabulous wine tasting "adventure" last evening! It was such a fun time, shared with family via zoom.”

-- Linda F., Bennington: “Thanks so much! Everyone enjoyed the tasting. I appreciate your professional and fun approach. A good birthday gift for my mother!”

Took book a tasting with Nancy and her Couch + cork crew, click https://www.couchandcork.com/

Happy Birthday, Nancy, and Thank You for enriching and enhancing the vibe and vitality of Main Street Bennington! I raise a glass of red grapes in your honor.

With that, it's Pi Day '26 (3.14) and I'm wondering who makes the best pies around town. And don't forget to visit our many Mom and Pop shops because without Mom and Pop there is no Main Street Bennington.

Apple Barn
Her Closet (dresses for any special occasion)
Hollister Appliance (next to Chaos Rage Room)
Chaos Rage Room (next to Hollister Appliance)
Taste of Tradition (new eatery at Main + Safford)
Bennington Family Eyecare
Bennington Theater (check website for showtimes)
Bennington Museum (check website for events)
Paula's Weaving Workshop and Rock Shop
Jay's Frame Shop & Art Gallery
Philly's VT (authentic cheesesteaks + jawns)
Bespoke Salon & Suite
Katie Cleaver
Fiddlehead art gallery
Devlin Funeral Home (where Jensen's used to be)
Bennington Bookshop
couch + cork (Wine Tasting)
Monument Vintage, Antiques & Collectibles
Gift Garden's Holiday Cottage
Gift Garden
Adams Lock & Security
Gamer's Grotto
Main Street Antiques
Glow Lounge Tanning Salon & Boutique
Knapp's
Belizimo Salon
Village Salon
Blumer's Barbershop
Scarlett Creation
Hair Cafe (next to Benner's)
Global Link Travel (book a trip to paradise)
Mount Anthony Country Club (A+ dinner menu)
Dollhouse & Toy Museum of Vermont (open 1-4)
Balanced Health Care & Massage
The Bike Hub (mountain e-bikes for sale)
Vervana Hotel (formerly Paradise Inn)
Beverage Den
Clip Shop
Crae Printing
Inkspot Press
Papa Pete's
Apple Barn
Island Flavor
Benner's
Ramunto's
Lucky Dragon
Bennington Pizza House
Madison's
Your Belly's Deli
Lil Britain
Henry's Market
Blue Benn
The Local
Harvest Brewing
Avocado Pit
Martin's Mini Mart
Kelli's Tavern (25 draft beers on tap, live music)
Sunny Side Diner
421 Craft Bar
Monument Arts & Cultural Center
Mount Anthony CC
Angry Egg 2
Miller's Toll
Bennington Community Market
The Coffee Bar
South Shire, A Little Hotel
TAAN (Thai restaurant inside South Shire)
Elm Street Market
Spice and Nice
Village Chocolate Shoppe
Buck Stop
Magnifico Home & Cafe Briette (formerly W. Collective)
Faller Music (Bruce repairs any instrument)
Posh Place Salon & Gifts
The Splash Pad
Union South (crab Rangoon to die for)
The Bike Hub
DBA Kiosk on Main Street Bennington (free portrait)
Vermont Chef
Anytime Fitness
Revolution Gym
Donovan's/Ryan's ("best fried mozzarella sticks on Main Street" -- Nancy Koziol, owner of Couch + cork)
King's Knit Wit
Pearl's (eatery in former Village Garage)
K&J Discount Center (Benmont Mill)

(Photo array from Loretta Hemm, MAU 2000, from her post on girls night out at South Shire in 2023: https://www.facebook.com/share/p/1CMwLmpTLx

03/08/2026

HAPPY 59th, DAD! LOVE, ZOEY: Yesterday, Joe Polito, owner of South Shire, a charming little hotel on Elm Street in Bennington, celebrated his 59th birthday. His daughter Zoey, a talented photographer and filmmaker studying at Bennington College, marked the occasion with a beautiful short film. For those who don’t know, South Shire also houses TAAN, Bennington’s only authentic Thai restaurant, open until 9 tonight. The ambiance is gorgeous, and the food is so good it feels like dining in Siam. Happy Birthday, Joe! And Zoey—once again, you’ve created another lasting work of art.

Address

338 Main Street
Main Street, VT
05201

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