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North Haven Rodeo
North Haven, CT
Date: August 14th, 15th, and 16th, 2026
Time: 4:00 PM - 10:00 PM on the 14th, 3:00 PM - 10:00 PM on the 15th, 12:00 PM - 7:00 PM on the 16th
Location: North Haven Fairgrounds | 290 Washington Ave, North Haven, CT 06473
William Soderman Golf Tournament
Wallingford, CT
Date: August 19th, 2026
Time: 8:00 AM - 4:00 PM
Location: Wheeler Family Traditions Golf Club | 37 Harrison Rd, Wallingford, CT 06492
HBRA Lobster Fest
Westbrook, CT
Date: August 20th, 2026
Time: 4:00 PM - 8:00 PM
Location: Westbrook Elks Club | 142 Seaside Ave, Westbrook, CT 06498
Newark Rotary Family Festival
Newark, NY
Date: August 22nd, 2026
Time: 10:00 AM - 5:00 PM
Location: Firemans Field | 100 Barker Pkwy, Newark, NY 14513
Manchester Peach Festival
Manchester, CT
Date: August 22nd, 2026
Time: 4:00 PM – 8:00 PM
Location: MARC Inc | 151 Sheldon Road, Manchester, CT 06042
Beyond the Playbook: Leadership Kick Off
New Haven, CT
Date: August 27th, 2026
Time: 3:00 PM - 6:00 PM
Location: Hotel Marcel | 500 Sargent Dr, New Haven, CT 06511
Springfield Farmers Market
Springfield, MA
Date: Every Friday from 6/26 – 8/28 (Except 7/3)
Time: 11:00 AM - 3:00 PM
Location: The Landing at the Mass Mutual Center | 1277 Main St, Springfield, MA 01103
Wethersfield PorchFest
Wethersfield, CT
Date: August 29th, 2026
Time: 9:00 AM – 5:00 PM
Location: Old Wethersfield | Main Street, Wethersfield, CT 06109
Terryville Fair
Terryville, CT
Date: August 28th, 29th, & 30th, 2026
Time: 4:00 PM - 10:00 PM on 28th, 9:00 AM - 10:00 PM on 29th, 9:00 AM - 6:00 PM on 30th
Location: Terryville Fairgrounds | 171 Town Hill Rd, Terryville, CT 06786
New Haven Labor Day Road Race
New Haven
Date: September 7th, 2026
Time: 8:00 AM - 12:00 PM
Location: New Haven Green | 250 Temple Street, New Haven, CT 06511
15th Annual Taste of East Aurora
East Aurora, NY
Date: Saturday, September 12th, 2026
Time: 11:00 AM - 3:00 PM
Location: Main Street, East Aurora, NY 14052
Paws Downtown/Bark in the Park
Saco, ME
Date: September 12th, 2026
Time: 12:00 PM - 3:00 PM
Location: Fairfield School | 75 Beach St, Saco, ME 04072
Waterbury Brew Fest
Waterbury, CT
Date: September 12th, 2026
Time: 1:00 PM - 5:00 PM
Location: Library Park | 267 Grand St, Waterbury, CT 06702
New Gloucester Community Fair
New Gloucester, ME
Date: September 12th, 2026
Time: 9:00 AM - 3:00 PM
Location: New Gloucester Fairgrounds | 106 Bald Hill Rd, New Gloucester, ME 04260
Springfield Puerto Rican Parade
Springfield, MA
Date: September 13th, 2026
Time: 10:00 AM - 6:00 PM
Location: Watson Avenue & Main Street | Springfield MA
Maine Paranormal and Horror Con
Augusta, ME
Date: September 12th and 13th, 2026
Time: 9:00 AM - 4:00 PM Both Days
Location: Augusta Civic Center | 76 Community Drive, Augusta, ME 04330
East Hampton Farmer’s Market
Easthampton, MA
Date: July 26th, 2026, August 16th, 2026, and September 13th, 2026
Time: 10:00 AM – 2:00 PM
Location: Parking Lot at 50 Payson Ave | 50 Payson Ave, Easthampton, MA 01027
North Haven Fair and Business Expo
North Haven, CT
Date: September 19th, 2025
Time: 10:00 AM - 2:00 PM
Location: North Haven Town Green | 19 Church St. North Haven, CT 06473
Bug Light Food Truck Festival
South Portland, ME
Date: September 19th, 2026
Time: 10:00 AM - 1:00 PM
Location: Bug Light State Park | 99 Bug Light Park, South Portland, ME 04106
Bloomfield Food Truck Festival
Bloomfield, CT
Date: September 19th, 2026
Time: 3:00 PM - 8:00 PM
Location: Bloomfield Town Green | 800 Bloomfield Avenue, Bloomfield, CT 06002
Bloomfield Food Truck Festival
Bloomfield, CT
Date: September 19th, 2026
Time: 3:00 PM - 7:30 PM
Location: Bloomfield Town Green | 800 Bloomfield Avenue, Bloomfield, CT 06002
Berlin Fair
Berlin, CT
Date: September 17th, 2026
Time: 4:00 PM - 10:00 PM on the 17th, 11:00 AM - 10:00 PM on the 18th, 9:00 AM - 10:00 PM on the 19th, 9:00 AM - 7:00 PM on the 20th,
Location: Berlin Fair Grounds | 430 Beckley Rd, Berlin, CT 06037
Stephen Kings Birthday Bash
Bangor, ME
Date: September 20th, 2026
Time: 1:00 PM - 4:00 PM
Location: Cross Street and 2 Feet Brewing | 80 Columbia St, Bangor, ME 04401
South River Family Fun Day
South River, NJ
Date: September 24th, 2026
Time: 4:00 PM – 7:00 PM
Location: Imperial Music Hall | 48 Appleby Ave, South River, NJ 08882
Old Orchard Beach Fall Festival
Old Orchard Beach, ME
Date: September 26th, 2026
Time: 10:00 AM - 2:00 PM
Location: Veterans Memorial Park | 4 Heath St, Old Orchard Beach, ME 04064
Bens Brewer Oktoberfest
Brewer, ME
Date: September 26th, 2026
Time: 12:00 PM - 4:00 PM
Location: Benjamin's Brewer | 46 Acme Rd, Brewer, ME 04412
Watertown Fall Festival
Watertown, CT
Date: September 26th, 2026
Time: 10:00 AM – 5:00 PM
Location: Veterans’ Memorial Park | 570 Nova Scotia Hill Rd, Watertown, CT 06795
Bristol Mum Festival
Bristol, CT
Date: September 26th and 27th, 2026
Time: 12:00 PM - 9:00 PM on the 26th, 12:00 PM - 5:00 PM on 27th
Location: Memorial Boulevard Field | 70 Memorial Boulevard, Bristol, CT 06010
Newport Harvest Fair
Middletown, RI
Date: October 3rd and 4th, 2026
Time: 10:00 AM - 5:00 PM
Location: Norman Bird Sanctuary | 583 3rd Beach Rd, Middletown, RI 02842
Wethersfield Farmers Market
Wethersfield, CT
Date: Every Thursday from May 28th - October 8th, 2026
Time: 3:00 PM - 6:00 PM
Location: Solomon Welles House | 220 Hartford Avenue, Wethersfield, CT 06109
Fairfield Harvest Market
Fairfield, CT
Date: October 17th, 2026
Time: 10:00 AM – 4:00 PM
Location: Fairfield’s Town Hall Green | 611 Old Post Road, Fairfield, CT 06824
Plainville Pumpkin Fest
Plainville, CT
Date: October 17th, 2026
Time: 4:00 PM – 8:00 PM
Location: Plainville Parks & Rec | 50 Whiting St, Plainville, CT 06062
Glastonbury Apple Festival
Glastonbury, CT
Date: October 17th and 18th, 2026
Time: October 17th from 10:00 AM - 6:00 PM, October 18th from 11:00 AM - 5:00 PM
Location: Riverfront Park | 300 Welles St, Glastonbury, CT 06033
Pumpkin Harvest Festival
Saco, ME
Date: October 24th, 2026
Time: 11:00 AM - 3:00 PM
Location: CK Burns School | 135 Middle St, Saco, ME 04072
Big Connect Expo
New Haven, CT
Date: November 19th, 2026
Time: 8:00 AM - 4:00 PM
Location: Omni New Haven Hotel at Yale | 155 Temple St. New Haven, CT 06510
3rd Annual Holiday Magic in the Village
East Aurora, NY
Date: Saturday, December 19th, 2026
Time: 12:00 PM - 4:00 PM
Location: The Roycroft Campus & Copper Shop Gallery | 31 South Grove Street East Aurora, NY 14052
Connecticut Home Show
Hartford, CT
Date: March 5th - 7th, 2027 | 12 - 7 PM on 5th, 10 AM - 7 PM on 6th, 10 AM - 3 PM on 7th
Time: 12:00 PM - 7:00 PM on the 5th, 10:00 AM - 7:00 PM on the 6th, 10:00 AM - 3:00 PM on the7th
Location: CT Convention Center | 100 Columbus Boulevard, Hartford, CT 06103