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Fairs & Festivals in The Connecticut River Valley, Connecticut

12 upcoming events. Middlesex County — the lower river and the shoreline around Old Saybrook.

Showing 12 of 12 events

Photo of Haddam Neck Fair 2026 — Sep 4–7 in East Hampton, CT event
Happening now

Haddam Neck Fair 2026 — Sep 4–7 in East Hampton, CT

Now through Mon, Sep 7, 2026
Haddam Neck Fairgrounds, East Hampton, CT
$12 - $15
Outdoor
FairAgricultural Fair
Makers Market illustration
SEP
12
Tentative
In 6 days

The Artisan Market at Parmelee Farm 2026

Sat, Sep 12, 2026
Parmelee Farm, Killingworth, CT
Small Outdoor
Makers MarketCraft Fair
Fair illustration
SEP
24
In 18 days

Durham Fair 2026

Thu, Sep 24, 2026 - Sun, Sep 27, 2026
Durham Fairgrounds, Durham, CT
Mixed
Fair
Fair illustration
OCT
2
In 26 days

Portland Agricultural Fair 2026

Fri, Oct 2, 2026 - Sun, Oct 4, 2026
Chris Cote's Driving Range (Portland Fairgrounds), Portland, CT
Up to $15
Outdoor
FairAgricultural Fair
Art Show illustration
OCT
3
In 27 days

Old Saybrook Arts and Crafts Festival 2026

Sat, Oct 3, 2026 - Sun, Oct 4, 2026
Old Saybrook Town Green, Old Saybrook, CT
Large Outdoor
Art ShowCraft FairFestival
Festival illustration
DEC
5

Powder Ridge Winter Festival & Holiday Market 2026

Sat, Dec 5, 2026 - Sun, Dec 6, 2026
Powder Ridge Mountain Park & Resort, Middlefield, CT
Medium Mixed
FestivalHoliday MarketCraft Fair
Home Show illustration
JAN
9

Hartford Home Show 2027

Sat, Jan 9, 2027 - Sun, Jan 10, 2027
Vale Fieldhouse, Middletown, CT
Medium Indoor
Home ShowTrade Show
Agricultural Fair illustration
JUL
30
Tentative

Middlesex & New Haven County 4-H Fair 2027

Fri, Jul 30, 2027 - Sun, Aug 1, 2027
Durham Fairgrounds, Durham, CT
Agricultural Fair
Fair illustration
AUG
27
Tentative

Chester Fair 2027

Fri, Aug 27, 2027 - Sun, Aug 29, 2027
Chester Fairgrounds, Chester, CT
FairAgricultural Fair
Photo of Haddam Neck Fair 2027 event
Tentative

Haddam Neck Fair 2027

Fri, Sep 3, 2027 - Mon, Sep 6, 2027
Haddam Neck Fairgrounds, East Hampton, CT
FairAgricultural Fair
Fair illustration
SEP
23
Tentative

Durham Fair 2027

Thu, Sep 23, 2027 - Sun, Sep 26, 2027
Durham Fairgrounds, Durham, CT
Fair
Fair illustration
OCT
1
Tentative

Portland Agricultural Fair 2027

Fri, Oct 1, 2027 - Sun, Oct 3, 2027
Chris Cote's Driving Range (Portland Fairgrounds), Portland, CT
Up to $15
FairAgricultural Fair

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