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Holiday events in Rutland, VT

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Sales end soon
3rd Annual Pumpkin Fest Psychic & Craft Fair
Saturday at 11:00 AM
Hooksett · Hooksett American Legion, Post 37
Sales end soon
3rd Annual Pumpkin Fest Psychic & Craft Fair
Saturday at 11:00 AM
Hooksett · Hooksett American Legion, Post 37
3rd Annual Winter Wonderland Craft Market & Psychic Fair
Sat, Dec 13, 11:00 AM
Hooksett · Hooksett American Legion, Post 37
3rd Annual Winter Wonderland Craft Market & Psychic Fair
Sat, Dec 13, 11:00 AM
Hooksett · Hooksett American Legion, Post 37
Sales end soon
Milford 2nd Annual Fall Craft Fair
Saturday at 11:00 AM
South Milford · VFW
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Milford 2nd Annual Fall Craft Fair
Saturday at 11:00 AM
South Milford · VFW
Holiday Sing-Along!
Sat, Dec 20, 4:00 PM
Massachusetts · Tangle Chocolate
Holiday Sing-Along!
Sat, Dec 20, 4:00 PM
Massachusetts · Tangle Chocolate
Milford 3rd Annual Holiday Fair
Sat, Nov 22, 11:00 AM
South Milford · VFW
Milford 3rd Annual Holiday Fair
Sat, Nov 22, 11:00 AM
South Milford · VFW
Free, Family Friendly Pumpkin Painting! Donations support Amherst Survival.
Sat, Oct 25, 11:00 AM
Factory Hollow · Mill District Local Art Gallery
Free, Family Friendly Pumpkin Painting! Donations support Amherst Survival.
Sat, Oct 25, 11:00 AM
Factory Hollow · Mill District Local Art Gallery
Mill District General Store & Local Art Gallery Annual Holiday Arts Market
Sat, Nov 8, 10:00 AM
Factory Hollow · Mill District Local Art Gallery
Mill District General Store & Local Art Gallery Annual Holiday Arts Market
Sat, Nov 8, 10:00 AM
Factory Hollow · Mill District Local Art Gallery
Just added!
Trunk or Treat at The Mill District General Store
Wed, Oct 29, 4:30 PM
Factory Hollow · 91 Cowls Rd
Just added!
Trunk or Treat at The Mill District General Store
Wed, Oct 29, 4:30 PM
Factory Hollow · 91 Cowls Rd
Nearly full
Art Class - Bottlecap Magnets
Thursday at 10:00 AM
Downtown · 97 Eddy Rd
Nearly full
Art Class - Bottlecap Magnets
Thursday at 10:00 AM
Downtown · 97 Eddy Rd
3rd Annual Trunk or Treat
Sat, Oct 25, 3:00 PM
Riverwalk Place · 340 Granite St
3rd Annual Trunk or Treat
Sat, Oct 25, 3:00 PM
Riverwalk Place · 340 Granite St
2025 St Catherine of Siena Holiday Fair ~ Saturday, Nov 22 & Sunday, Nov 23
Sat, Nov 22, 9:00 AM
South Hooksett · St Catherine of Siena School
2025 St Catherine of Siena Holiday Fair ~ Saturday, Nov 22 & Sunday, Nov 23
Sat, Nov 22, 9:00 AM
South Hooksett · St Catherine of Siena School
Sales end soon
Northampton Cider Donut Dash - Sponsored by New Balance
Thursday at 6:30 PM
Northampton · Marathon Sports
Sales end soon
Northampton Cider Donut Dash - Sponsored by New Balance
Thursday at 6:30 PM
Northampton · Marathon Sports
Trunk or Treat | Coches y Caramelos | 2025
Fri, Oct 24, 4:00 PM
West Fitchburg · Luk Inc
Trunk or Treat | Coches y Caramelos | 2025
Fri, Oct 24, 4:00 PM
West Fitchburg · Luk Inc

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Trends in Rutland

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Frequently asked questions about Rutland

What are the best events to attend?

According to Eventbrite, the best events are:

3rd Annual Winter Wonderland Craft Market & Psychic Fair

Holiday Sing-Along!

Milford 3rd Annual Holiday Fair

Free, Family Friendly Pumpkin Painting! Donations support Amherst Survival.

Which events are currently trending in Rutland?

The trending searches this month in Rutland are:

events happening today near me

october

halloween

craft fair

Which events are coming up?

Discover the best events happening soon – you don't want to miss them:

Art Class - Bottlecap Magnets

Northampton Cider Donut Dash - Sponsored by New Balance

3rd Annual Pumpkin Fest Psychic & Craft Fair

Milford 2nd Annual Fall Craft Fair

3rd Annual Pumpkin Fest Psychic & Craft Fair

3rd Annual Pumpkin Fest Psychic & Craft Fair

3rd Annual Winter Wonderland Craft Market & Psychic Fair

3rd Annual Winter Wonderland Craft Market & Psychic Fair

Milford 2nd Annual Fall Craft Fair

Milford 2nd Annual Fall Craft Fair

Holiday Sing-Along!

Holiday Sing-Along!

Milford 3rd Annual Holiday Fair

Milford 3rd Annual Holiday Fair

Free, Family Friendly Pumpkin Painting! Donations support Amherst Survival.

Free, Family Friendly Pumpkin Painting! Donations support Amherst Survival.

Mill District General Store & Local Art Gallery Annual Holiday Arts Market

Mill District General Store & Local Art Gallery Annual Holiday Arts Market

Trunk or Treat at The Mill District General Store

Trunk or Treat at The Mill District General Store

Art Class - Bottlecap Magnets

Art Class - Bottlecap Magnets

3rd Annual Trunk or Treat

3rd Annual Trunk or Treat

2025 St Catherine of Siena Holiday Fair ~ Saturday, Nov 22 & Sunday, Nov 23

2025 St Catherine of Siena Holiday Fair ~ Saturday, Nov 22 & Sunday, Nov 23

Northampton Cider Donut Dash - Sponsored by New Balance

Northampton Cider Donut Dash - Sponsored by New Balance

Trunk or Treat | Coches y Caramelos | 2025

Trunk or Treat | Coches y Caramelos | 2025

Popular events

Things to do around Rutland

Trends in Rutland

1. Events happening today near me

2. October

3. Halloween

4. Craft fair

5. Comedy

6. Speed dating events

7. Kids

8. Paint and sip

9. Concerts

10. Classic car show

11. Vermont fairs 2025

12. Singles