Holiday events in Southold, NY

Search for something you love or check out popular events in your area.

A Children’s Festival with Santa & Mrs. Claus
Sat, Dec 6, 2:00 PM
Avon · Avon Congregational Church
A Children’s Festival with Santa & Mrs. Claus
Sat, Dec 6, 2:00 PM
Avon · Avon Congregational Church
Advent Calendar Giveaway
Sat, Dec 20, 10:00 AM
New Haven · Blessed Michael McGivney Pilgrimage Center
Advent Calendar Giveaway
Sat, Dec 20, 10:00 AM
New Haven · Blessed Michael McGivney Pilgrimage Center
St. Nicholas Day
Sat, Dec 6, 12:00 PM
New Haven · Blessed Michael McGivney Pilgrimage Center
St. Nicholas Day
Sat, Dec 6, 12:00 PM
New Haven · Blessed Michael McGivney Pilgrimage Center
christmas Bazaar
Sun, Dec 7, 1:00 PM
West Haven · CAPITAL Shaadi
christmas Bazaar
Sun, Dec 7, 1:00 PM
West Haven · CAPITAL Shaadi
23rd Lamplight Stroll — Visit from Santa, Horse Carriage & more
Fri, Dec 5, 5:00 PM
Milford · Milford Green
23rd Lamplight Stroll — Visit from Santa, Horse Carriage & more
Fri, Dec 5, 5:00 PM
Milford · Milford Green
Mill River Park's Holiday Market
Sat, Dec 6, 10:00 AM + 1 more
Stamford · Mill River Park
Mill River Park's Holiday Market
Sat, Dec 6, 10:00 AM + 1 more
Stamford · Mill River Park
Holiday Pop-Up - Small Business Saturday - 11.29 – Milford, CT
Sat, Nov 29, 10:00 AM
Milford · Milford Green
Holiday Pop-Up - Small Business Saturday - 11.29 – Milford, CT
Sat, Nov 29, 10:00 AM
Milford · Milford Green
Laughing Grass & Killah Smokefest Presents Frost Fest
Thu, Feb 19, 3:00 PM
Windsor Locks · 383 S Center St
Laughing Grass & Killah Smokefest Presents Frost Fest
Thu, Feb 19, 3:00 PM
Windsor Locks · 383 S Center St
Holiday Bazaar & Wreath Making
Sat, Dec 6, 10:00 AM
New Haven · 358 Springside Ave
Holiday Bazaar & Wreath Making
Sat, Dec 6, 10:00 AM
New Haven · 358 Springside Ave
Just added!
Winter Wonderland Snow Globe Family Event & More
Thu, Dec 18, 6:30 PM
Plainview · 1048 Old Country Rd
Just added!
Winter Wonderland Snow Globe Family Event & More
Thu, Dec 18, 6:30 PM
Plainview · 1048 Old Country Rd
2025 Ann's Place Festival of Trees
Friday at 12:00 PM
Danbury · The Summit at Danbury
2025 Ann's Place Festival of Trees
Friday at 12:00 PM
Danbury · The Summit at Danbury
Town of Cromwell Farmers Market Holiday Craft Fair
Sat, Dec 13, 9:00 AM
Cromwell · Town of Cromwell
Town of Cromwell Farmers Market Holiday Craft Fair
Sat, Dec 13, 9:00 AM
Cromwell · Town of Cromwell
Sales end soon
Arcade Winter Market
Thursday at 3:00 PM + 9 more
Bridgeport · 1001 Main St
Sales end soon
Arcade Winter Market
Thursday at 3:00 PM + 9 more
Bridgeport · 1001 Main St
Holiday Fun Fest
Sun, Dec 7, 11:00 AM
Greenwich · Round Hill Community Church
Holiday Fun Fest
Sun, Dec 7, 11:00 AM
Greenwich · Round Hill Community Church
Holiday Church Fair
Sat, Dec 6, 9:00 AM
Windham · First Congregational Church
Holiday Church Fair
Sat, Dec 6, 9:00 AM
Windham · First Congregational Church
Colonial Yuletide at the Varnum House Museum!
Sat, Dec 13, 1:00 PM
East Greenwich · Varnum House Museum, Peirce Street, East Greenwich, RI, USA
Colonial Yuletide at the Varnum House Museum!
Sat, Dec 13, 1:00 PM
East Greenwich · Varnum House Museum, Peirce Street, East Greenwich, RI, USA
Sales end soon
The Garden City Historical Society's Holiday Village & Market
Saturday at 11:00 AM
Garden City · The Garden City Historical Society Museum
Sales end soon
The Garden City Historical Society's Holiday Village & Market
Saturday at 11:00 AM
Garden City · The Garden City Historical Society Museum
Just added!
Winter Apothecary Pop Up
Sun, Dec 14, 12:00 PM
Farmington · Kiehl's Since 1851
Just added!
Winter Apothecary Pop Up
Sun, Dec 14, 12:00 PM
Farmington · Kiehl's Since 1851
Sales end soon
ASCENSION CHURCH ANNUAL HOLIDAY CRAFT FAIR
Saturday at 10:00 AM
Deer Park · Ascension Lutheran Church, Deer Park
Sales end soon
ASCENSION CHURCH ANNUAL HOLIDAY CRAFT FAIR
Saturday at 10:00 AM
Deer Park · Ascension Lutheran Church, Deer Park
Holiday Lights on the Farm
Fri, Dec 5, 5:00 PM + 5 more
Katonah · Muscoot Farm
Holiday Lights on the Farm
Fri, Dec 5, 5:00 PM + 5 more
Katonah · Muscoot Farm

Trends in Southold

Explore more trends

Frequently asked questions about Southold

What are the best festival events to attend?

According to Eventbrite, the best festival events are:

A Children’s Festival with Santa & Mrs. Claus

Advent Calendar Giveaway

St. Nicholas Day

christmas Bazaar

Which events are currently trending in Southold?

The trending searches this month in Southold are:

cutchogue holiday house tour

autumn

raphael winery

long island wine events

Which festival events are coming up?

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

Arcade Winter Market

2025 Ann's Place Festival of Trees

ASCENSION CHURCH ANNUAL HOLIDAY CRAFT FAIR

The Garden City Historical Society's Holiday Village & Market

A Children’s Festival with Santa & Mrs. Claus

A Children’s Festival with Santa & Mrs. Claus

Advent Calendar Giveaway

Advent Calendar Giveaway

St. Nicholas Day

St. Nicholas Day

christmas Bazaar

christmas Bazaar

23rd Lamplight Stroll — Visit from Santa, Horse Carriage & more

23rd Lamplight Stroll — Visit from Santa, Horse Carriage & more

Mill River Park's Holiday Market

Mill River Park's Holiday Market

Holiday Pop-Up - Small Business Saturday - 11.29 – Milford, CT

Holiday Pop-Up - Small Business Saturday - 11.29 – Milford, CT

Laughing Grass & Killah Smokefest Presents Frost Fest

Laughing Grass & Killah Smokefest Presents Frost Fest

Holiday Bazaar & Wreath Making

Holiday Bazaar & Wreath Making

Winter Wonderland Snow Globe Family Event & More

Winter Wonderland Snow Globe Family Event & More

2025 Ann's Place Festival of Trees

2025 Ann's Place Festival of Trees

Town of Cromwell Farmers Market Holiday Craft Fair

Town of Cromwell Farmers Market Holiday Craft Fair

Arcade Winter Market

Arcade Winter Market

Holiday Fun Fest

Holiday Fun Fest

Holiday Church Fair

Holiday Church Fair

Colonial Yuletide at the Varnum House Museum!

Colonial Yuletide at the Varnum House Museum!

The Garden City Historical Society's Holiday Village & Market

The Garden City Historical Society's Holiday Village & Market

Winter Apothecary Pop Up

Winter Apothecary Pop Up

ASCENSION CHURCH ANNUAL HOLIDAY CRAFT FAIR

ASCENSION CHURCH ANNUAL HOLIDAY CRAFT FAIR

Holiday Lights on the Farm

Holiday Lights on the Farm

Things to do around Southold

Trends in Southold

1. Cutchogue holiday house tour

2. Autumn

3. Raphael winery

4. Long island wine events

5. Synergy summit

6. Shoals

7. Long island

8. Paint and sip

9. Ospreys dominion

10. New york new year's eve 2025

11. Wrestling in greenport

12. Wrestling