CONNECTICUT: January - February - March - April & May - June - July - August - September - October - November - December Check previous year if event is not yet updated to current year 2025 CONNECTICUT: OCTOBER 2025
FOOD & WINE FESTIVALS, SHOWS, EVENTS
(see also: 2024 - 2023 - 2022 - 2021 - 2019 - 2018 - 2017)
September 26-October 5, 2025
Milford Restaurant Week
Milford, Connecticut
September 28-Oct 12, 2025
Restaurant Week
Westport-Weston, Connecticut
October 3-5 & 10-12, 2025
56th Annual Apple Harvest Festival - Southington, Connecticut
Our annual festival is a family oriented community event spanning the first two weekends in October. Over the course of two weekends each autumn, the festival offers a wide variety of live music & entertainment, food, contests, crafts, children's activities, carnival rides and more. Also highlighted each year is our parade, an arts & crafts show and a spectacular evening fireworks display. Attendance: 100,000. October 4, 2025 - 10th Annual Beet Festival - Sherman, Connecticut
White Silo Farm & Winery. Food, Wine, Tours, Live Music. October 11-12, 2025 20th Annual Garlic & Harvest Festival
Bethlehem, Connecticut
Bethlehem Fairgrounds. Join us for the area’s most unique festival, now in its eleventh year! Fresh garlic and farm produce, garlic specialty food vendors, crafts, garlic food court, garlic growing lectures, garlic cooking demonstrations, live entertainment, rides & amusements, and plenty of samples make this a must for the garlic lover. 200+ vendors. Bring the kids, and your appetite! October 13-17, 2025 - National School Lunch Week - Nationwide
School Nutrition Association.
October 18-19, 2025 44th Annual Mystic Apple Festival
Mystic, Connecticut
This festival celebrates everything fall, and will host vendors with arts and crafts, specialty hand-knit products, and everyone’s favorite seasonal foods with maple, pumpkin, apple, and caramel flavors! October 31, 2025 Halloween for Trick or Treating in the Village
Mystic, Connecticut
Calling all ghosts and goblins – Olde Mistick Village is hosting its annual Halloween evening. The shops will welcome costumed characters with yummy candy and you can choose which shop keepers look the spookiest!
2024 CONNECTICUT: OCTOBER 2024
FOOD & WINE FESTIVALS, SHOWS, EVENTS
waiting for new datesOctober 6-11, 2024 New Haven Restaurant Week
New Haven, Connecticut
20+ of downtown New Haven’s award-winning and internationally diverse restaurants are featuring special fixed price multi course lunch and dinner menus along with to-go options. New Haven Restaurant Week is presented by Info New Haven. October 14-19, 2024 Hamden Restaurant Week - Hamden, Connecticut
Restaurants all over town will be featuring either a buy one get one option or three-course prix fixe menu consisting of an appetizer, entrée and dessert. Prix fixe menus
2023 CONNECTICUT: OCTOBER 2023
FOOD & WINE FESTIVALS, SHOWS, EVENTS
waiting for new datesOctober 7, 2023 Festival on the Sound - East Norwalk, Connecticut
5PM - 8PM Featuring: All you can eat Oysters, Clams, Hot Dogs, Hamburgers & Grilled Chicken. Beer, Wine, Water & Desserts included. Venue overlooks the Norwalk sound\harbor. An opportunity to learn about oysters and clams with a tour of the plant, and processing facilities on the waterfront. Location: Copps Island Oysters; Norm Bloom & Son's Facility; 7 Edgewater Place, East Norwalk, CT. Fundraiser supports The Knights of Columbus charitable causes of helping those in need. $50 per adult and $10 for all under age 18. October 21-27, 2023 Monroe Restaurant Week - Monroe, Connecticut
Participating restaurants are serving up special fixed price menus and other specials. It’s a great opportunity to experience some new restaurants, as well as re-visit favorites.
2022 CONNECTICUT: OCTOBER 2022
FOOD & WINE FESTIVALS, SHOWS, EVENTS
waiting for new datesOctober 3-9, 2022 Newtown & Sandy Hook Restaurant Week
Newton & Sandy Hook, Connecticut
Newtown has become a thriving restaurant hot spot and this is an opportunity to enjoy the great dining experiences the town has to offer. Please see the links below for specials. Presented by the Newtown Economic Development Commission.
2021 CONNECTICUT: OCTOBER 2021
FOOD & WINE FESTIVALS, SHOWS, EVENTS
waiting for new datesOctober , 2021 - New England Chowdafest - Westport, Connecticut
EVENT POSTPONED to 2022 DUE TO CORONAVIRUS. Sherwood Island State Park. Enjoy the #1 culinary experience in New England where you determine who is the best! Enjoy unlimited samples of decadent chowders, soups and bisque from 40 award winning restaurants. We benefit Food Rescue US in the ongoing fight against hunger. Come early, come hungry.
2019 CONNECTICUT: OCTOBER 2019
FOOD & WINE FESTIVALS, SHOWS, EVENTS
waiting for new datesOctober 12-14, 2019 - Mystic Seaport Chowder Days
Mystic, Connecticut
Enjoy a hot bowl of chowder on a cool fall day during Chowder Days at Mystic Seaport. Coastal Gourmet's menu is sure to satisfy all appetites and will feature numerous selections of chowders, bisques, stews and gumbos to select from, as well as clam fritters, pulled pork sandwiches, hot dogs, hamburgers and fish tacos. Indulge in seasonal treats such as cinnamon sugar fried dough, berry pie and mulled cider. Beer and wine will also be available for purchase. 2018 CONNECTICUT: OCTOBER 2018
FOOD & WINE FESTIVALS, SHOWS, EVENTS
waiting for new datesOctober 7, 2018
North Haven Rotary Club A Day of Wine & Roses
North Haven, Connecticut
This tasting includes 70-90 different wines from local winemakers, plus a buffet of donated dishes from dozens of area restaurants. Vote on your favorite wines and participate in high-end raffles and silent auctions. All proceeds benefit local charities and causes. October 8-14, 2018
Connecticut Restaurant Week
Various locations, Connecticut
Participating restaurants from across Connecticut will offer up special deals for restaurant week that might include a mutli-course prix-fixe menu starting at $20.17, two-for-one specials or more. Reservations are strongly recommended, so book your table early. October 8-November 30, 2018
Greater Valley Restaurant Hunt
Greater Valley, Connecticut
The Valley Just Got Tastier! The Naugatuck River Valley is bursting with flavorful restaurants. ?We invite you to check them out and dine with us during the 8th Annual Greater Valley Restaurant Week with a twist! This year we are launching a two-month contest called the Greater Valley Restaurant Hunt where you can not only enjoy all of the hidden gems our region has to offer; but you can also enter to win the Grand Prize a necklace from Marks of Design (valued at $600) or one of several other prizes of gift certificates to the participating restaurants!
2017 CONNECTICUT: OCTOBER 2017
FOOD & WINE FESTIVALS, SHOWS, EVENTS
waiting for new datesOctober 9-15, 2017 - Danbury Restaurant Week - Danbury, Connecticut
Danbury Restaurant Week will offer consumers great deals, the opportunity to experience some new restaurants, and re-visit a few of their favorites throughout their first Restaurant Week. Participating restaurants will offer a special prix-fixe menus during the entire week (excludes tax and gratuity). October 11, 2017 - Fall Food Stroll - New London, Connecticut
Get A Taste Of New London! This fall, savor the new flavors of New London's Historic Waterfront District at New London Main Street's Annual Fall Food Stroll. Sample the offerings of restaurants and specialty shops in New London's Historic Waterfront District. Snack and enjoy the flavors of downtown as you sample the District's best cuisine. Take advantage of special discounts, promotions and demonstrations at many specialty shops and boutiques. Enjoy diverse musical performances by local musicians throughout downtown. October 14, 2017 - Gluten-Free Food Expo - Bristol, Connecticut
The Gluten-Free Connecticut Food Expo will showcase national and locally produced GF foods and skincare, as well as local restaurants and bakeries with GF offerings. Free samples, giveaways, raffles and more! This is the only locally owned and sponsored GF expo in Connecticut! Keep it local! | 
