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Best events in
Windsor

For a small New England town, there are plenty of events and things to do in Windsor, VT. Much of the town's social life revolves around the historic downtown district and the craft beverage producers at Artisan Park. The scene is generally relaxed, with gatherings at local breweries and restaurants defining the pace of local life.

Start an evening in Artisan Park with tastings at Harpoon Brewery before catching a show downtown at The Windsor Station Restaurant & Barroom.
Find local music at venues like The Windsor Station or Harpoon Brewery, which feature performances several times a week.
Enjoy family-friendly community events like the year-round Windsor Farmers' Market or the summer Concerts on the Common series.

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Events near Windsor

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36th Annual Advanced Concepts in Respiratory Care Conference

Today • 7:15 AM

Dartmouth Hitchcock Medical Center

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Crashing Out-Using Third Wave CBT's in Treatment

Fri, Nov 6 • 9:00 AM

Hotel Coolidge

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8th Annual Vermont Outdoor Economy Summit primary image

8th Annual Vermont Outdoor Economy Summit

Thu, Nov 12 • 8:00 AM

The Barn At Fox Run

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Sparkle & Shine: A Dance Party for a Purpose | Charley's Courage primary image

Sparkle & Shine: A Dance Party for a Purpose | Charley's Courage

Sat, Nov 14 • 6:00 PM

Forbes Tavern & Events at The Center at Eastman

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TNCC - Trauma Nursing Core Courses primary image

TNCC - Trauma Nursing Core Courses

Thu, Nov 19 • 7:30 AM

Dartmouth Hitchcock Medical Center

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Twin State Seminar 2026 primary image

Twin State Seminar 2026

Fri, Dec 4 • 7:30 AM

Hilton Garden Inn Hanover Lebanon

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Biscotti primary image

Biscotti

Sun, Dec 6 • 12:00 PM

Coop Food Store—Lebanon

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Ski-In/Ski-Out & Hot Tub: Dec 18-20 Okemo $359 (2 Nights + Transport) primary image

Ski-In/Ski-Out & Hot Tub: Dec 18-20 Okemo $359 (2 Nights + Transport)

Fri, Dec 18 • 4:00 PM

Okemo Mountain Resort

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36th Annual Advanced Concepts in Respiratory Care Conference primary image

36th Annual Advanced Concepts in Respiratory Care Conference

Today • 7:15 AM

Dartmouth Hitchcock Medical Center

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Crashing Out-Using Third Wave CBT's in Treatment primary image

Crashing Out-Using Third Wave CBT's in Treatment

Fri, Nov 6 • 9:00 AM

Hotel Coolidge

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8th Annual Vermont Outdoor Economy Summit primary image

8th Annual Vermont Outdoor Economy Summit

Thu, Nov 12 • 8:00 AM

The Barn At Fox Run

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Sparkle & Shine: A Dance Party for a Purpose | Charley's Courage primary image

Sparkle & Shine: A Dance Party for a Purpose | Charley's Courage

Sat, Nov 14 • 6:00 PM

Forbes Tavern & Events at The Center at Eastman

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TNCC - Trauma Nursing Core Courses primary image

TNCC - Trauma Nursing Core Courses

Thu, Nov 19 • 7:30 AM

Dartmouth Hitchcock Medical Center

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Twin State Seminar 2026 primary image

Twin State Seminar 2026

Fri, Dec 4 • 7:30 AM

Hilton Garden Inn Hanover Lebanon

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Biscotti primary image

Biscotti

Sun, Dec 6 • 12:00 PM

Coop Food Store—Lebanon

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Ski-In/Ski-Out & Hot Tub: Dec 18-20 Okemo $359 (2 Nights + Transport) primary image

Ski-In/Ski-Out & Hot Tub: Dec 18-20 Okemo $359 (2 Nights + Transport)

Fri, Dec 18 • 4:00 PM

Okemo Mountain Resort

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Nearby cities

Concord

47 miles away

Keene

38 miles away

Lebanon

14 miles away

Springfield

13 miles away

West Swanzey

41 miles away

Meredith

46 miles away

Franklin

37 miles away

Hinsdale

44 miles away

Laconia

47 miles away

Hanover

16 miles away

Bristol

33 miles away

Manchester

41 miles away

Randolph

33 miles away

Claremont

8 miles away

Peterborough

47 miles away

Woodstock

12 miles away

Northfield

48 miles away

Barre

50 miles away

Manchester Center

39 miles away

White River Junction

12 miles away

Jaffrey

50 miles away

Newport

14 miles away

Warner

32 miles away

Bellows Falls

24 miles away

Brattleboro

42 miles away

Williamstown

45 miles away

Plymouth

40 miles away

Ashland

41 miles away

Walpole

28 miles away

New London

21 miles away

Concord

47 miles away

Keene

38 miles away

Lebanon

14 miles away

Springfield

13 miles away

West Swanzey

41 miles away

Meredith

46 miles away

Franklin

37 miles away

Hinsdale

44 miles away

Laconia

47 miles away

Hanover

16 miles away

Bristol

33 miles away

Manchester

41 miles away

Randolph

33 miles away

Claremont

8 miles away

Peterborough

47 miles away

Woodstock

12 miles away

Northfield

48 miles away

Barre

50 miles away

Manchester Center

39 miles away

White River Junction

12 miles away

Jaffrey

50 miles away

Newport

14 miles away

Warner

32 miles away

Bellows Falls

24 miles away

Brattleboro

42 miles away

Williamstown

45 miles away

Plymouth

40 miles away

Ashland

41 miles away

Walpole

28 miles away

New London

21 miles away

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No Title, No Permission, No Problem: Harnessing the Power of Influence

Thu, Nov 5 • 1:00 PM GMT

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Lean Global Connection 2026

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The Walrus Talks at Home: Canada After America

Thu, Nov 12 • 7:00 PM EST

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REVISED Cottage Food Safety Statewide Online Training

Fri, Nov 13 • 9:00 AM MST

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Gestion de l’anxiété dans le traitement des troubles alimentaires

Fri, Nov 13 • 1:00 PM EST

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Diriger dans l’incertitude : réconcilier performance ET humanité primary image

Diriger dans l’incertitude : réconcilier performance ET humanité

Tue, Nov 17 • 12:00 PM EST

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The MI5 Archive: Official Secrets

Fri, Nov 27 • 2:00 PM GMT

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Washington Crossing the Delaware / The Crossing - Film History Livestream primary image

Washington Crossing the Delaware / The Crossing - Film History Livestream

Sat, Dec 19 • 8:00 PM EST

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No Title, No Permission, No Problem: Harnessing the Power of Influence

Thu, Nov 5 • 1:00 PM GMT

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Lean Global Connection 2026 primary image

Lean Global Connection 2026

Thu, Nov 12 • 2:00 PM UTC

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The Walrus Talks at Home: Canada After America primary image

The Walrus Talks at Home: Canada After America

Thu, Nov 12 • 7:00 PM EST

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REVISED Cottage Food Safety Statewide Online Training primary image

REVISED Cottage Food Safety Statewide Online Training

Fri, Nov 13 • 9:00 AM MST

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Gestion de l’anxiété dans le traitement des troubles alimentaires primary image

Gestion de l’anxiété dans le traitement des troubles alimentaires

Fri, Nov 13 • 1:00 PM EST

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Diriger dans l’incertitude : réconcilier performance ET humanité primary image

Diriger dans l’incertitude : réconcilier performance ET humanité

Tue, Nov 17 • 12:00 PM EST

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The MI5 Archive: Official Secrets primary image

The MI5 Archive: Official Secrets

Fri, Nov 27 • 2:00 PM GMT

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Washington Crossing the Delaware / The Crossing - Film History Livestream primary image

Washington Crossing the Delaware / The Crossing - Film History Livestream

Sat, Dec 19 • 8:00 PM EST

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Frequently asked questions about Windsor

Where are the best spots for live music events in Windsor, VT?

The Windsor Station Restaurant & Barroom is a primary hub for live music downtown. Harpoon Brewery also hosts live music in its taproom and beer garden every Thursday and Sunday, offering a more casual, craft-focused atmosphere.

What is the nightlife like in downtown Windsor?

Downtown Windsor offers a relaxed but lively nightlife scene centered on neighborhood spots. Georgetown Tavern is known for its late-night fun, including a popular karaoke night on the monthly of every month, while The Windsor Station offers a classic restaurant vibe.

Are there many food and drink events in Windsor?

Artisan Park is the main destination for food and drink experiences in Windsor. The area features Harpoon Brewery and other craft producers, often hosting events with tastings and live music in a scenic, open setting.

What are some family-friendly things to do in Windsor?

Windsor offers several great family-friendly community gatherings. The summer Concerts on the Common series is a popular weekly event, and the year-round Windsor Farmers' Market provides a lively atmosphere for all ages.

How can I find free events in Windsor, VT?

Many community gatherings in Windsor are free to attend. The weekly Concerts on the Common in summer are a great example, as is browsing the Windsor Farmers' Market or strolling through the Path of Life Sculpture Garden.

What are some good date night ideas in Windsor?

A popular date night involves visiting the unique Path of Life Sculpture Garden. Afterwards, enjoy dinner and live music at The Windsor Station or grab a craft beverage at Harpoon Brewery in Artisan Park.

What's the difference between Artisan Park and downtown Windsor for an evening out?

Artisan Park offers a modern craft scene with brewery events and outdoor spaces. Downtown provides a classic New England main street experience with restaurants like The Windsor Station and late-night spots like Georgetown Tavern.

Where can I find outdoor events in Windsor?

Harpoon Brewery's spacious beer garden is a top spot for outdoor music and social events. In the summer, the Windsor Town Common hosts the weekly Concerts on the Common, a favorite local outdoor gathering.