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Popular Annual Events

Popular Annual Events

Litchfield has many marquee annual events beloved by residents and visitors alike, and the most prominent are listed here. See our Events Calendar for daily and weekly events taking place in town.

 

Laurel Ridge Daffodils

Every spring, the magnificent fields of daffodils at Laurel Ridge draw hundreds, even thousands, of admirers. This beloved display, created and presented for public enjoyment by the Morosani family, is located along Wigwam Road, off Route 254. Please tread lightly and park carefully. The display tends to reach its peak in late April or early May. See our blog post on the 2023 display and follow the Visit Litchfield CT Facebook page for updates on the status of the display. Click here to view on Google Maps.

Laurel Ridge Daffodils
Laurel Ridge Daffodils
Laurel Ridge Daffodils
Laurel Ridge Daffodils


Litchfield Hills Road Race

Established in 1977, the Litchfield Hills Road Race is a great Litchfield tradition that attracts elite runners from around the world. It’s held the second Sunday in June, and in years not affected by extenuating circumstances, it includes children’s races and other festivities that make race weekend an exciting time for visitors and spectators to be in Litchfield. See the LHRR website for more information.

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Concerts on the Green

The Park & Recreation department sponsors a series of free Wednesday evening concerts on the Green featuring popular regional bands. The concerts from June into early August. The 2025 line-up is posted here. Follow the Park & Rec Facebook feed for announcements. The Litchfield Community Center also has a free summer concert series. See the graphic here for this year’s lineup.

Fourth of July Events & Fireworks

Litchfield has a terrific Independence Day fireworks display at Litchfield High School, as part of Fourth of July celebrations that also focus on the town’s rich Revolutionary War-era history. This year’s fireworks festival is June 29 parking passes are available on the Litchfield Park & Recreation website.

The Litchfield Historical Society offers a Heroes of the Revolution Walking Tour (July 3 this year), as well as the popular July 4th Pet Parade in the Tapping Reeve Meadow on the afternoon of Independence Day.

Meanwhile, the First Litchfield Artillery fires its cannon 13 times at the All Wars Memorial in Bantam on Independence Day to pay tribute to the original 13 colonies, and the Mary Floyd Tallmadge Chapter DAR begins the Independence Day celebration with tributes at the burial sites of Gov. Oliver Wolcott Sr. and Col. Benjamin Tallmadge in East Cemetery.

See our 2024 blog post for more events and links.

Litchfield Wellness Festival

The Litchfield Wellness Festival will take place July 5 at Litchfield Community Field and July 6 at the White Memorial Conservation Center and other locations. The festival will host featured presenters, classes, and vendors in wellness categories including physical and mental health, yoga, movement and fitness, holistic healing, nutrition, herbalism, healthy living, and natural beauty. 

In addition to Prima Wellness and Litchfield Park & Recreation, some of the participants and sponsors signed up include Charym Yoga, NKYV Rituals, Kula Collective, Sanctuary Power Yoga, Ageless by Nature, ACE Hardware, Litchfield Health & Wellness Resources, and Litchfield Magazine. See the Litchfield Wellness Festival website to learn more and for updates.

Top Dog (Dog Days of Summer) Best Hot Dog Contest

Top Dog, the Dog Days of Summer best hot dog competition presented by the Town of Litchfield CT Economic Development Commission, takes place each July and features (friendly) dog-eat-dog competition among Litchfield’s restaurants. It takes place July 14 to 17 this year. Watch the Visit Litchfield CT Facebook page for info and updates.
The winner is announced at an evening concert on the Green in July. Barking rights went to Gooseboro Drive-In LLC in 2021 and 2023, and in 2022 the prize was claimed by Jackie’s Restaurant. Watch the Visit CT pages on Facebook and on Instagram for info and lots of “dog” photos!
Top Dog, Litchfield Dog Days of Summer best hot dog contest
Top Dog, Litchfield Dog Days of Summer Best Hot Dog contest
Top Dog, Litchfield Dog Days of Summer Best Hot Dog contest
Top Dog, Litchfield Dog Days of Summer Best Hot Dog contest


Goshen Fair

The Goshen Fair is held each Labor Day weekend. A classic country fair, it features animals, including draft horses, dairy cows, pigs, chickens, goats, ducks sheep, rabbits, llamas, horses, and beef cows—along with draught animal pulls, garden tractor pulls, tractor pulls, truck pulls, wood chopping, a petting zoo photography, vegetables, needlework, flowers, arts and crafts, and much more, There’s always rides, lots of great fair food, and entertainment for all ages. Other events take place at the fairgrounds throughout the year. Watch the website as the fair approaches for all the details.

Family Nature Day at White Memorial

Family Nature Day each September is a highlight of a calendar packed with great outdoor- and nature-oriented activities at the White Memorial Conservation Center, the heart of the larger White Memorial Foundation with 4,000 acres of preserved land and 40 miles of trails. This year will mark the 40th annual event. Watch the website for details.

Plein Air Litchfield

The Plein Air Litchfield painting festival returns for a second year bigger and better at the end of September. The inaugural event last October spanned just a couple of days, but this year the festival will extend from September 30 – October 5, with artists painting around town, their artwork being exhibited in town, and a Saturday evening gala capping things off, where paintings created during Plein Air Litchfield will be available for purchase. (Last year’s gala recorded $10,000 in sales.) Watch the Plein Air Litchfield Facebook page for updates and learn more on the festival website.
 
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Harvest Bounty Brewfest

The Litchfield Community Center hosts a Harvest Bounty Brewfest each October, featuring more than 25 Connecticut craft brewers, as well as wine and spirits, from around the state, along with live bands, lots of great food, lawn games and fire pits. The listing is published on the website as each event approaches.

Scarecrows in the Meadow

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The Litchfield Historical Society‘s 5th Annual Scarecrows in the Meadow display opens Oct. 19 with a community celebration from 1 to 3 p.m. in the Tapping Reeve Meadow behind the Tapping Reeve House and Litchfield Law School at 82 South St.
Everyone is invited to explore the assembly of scarecrows created by local businesses, non-profits, and families. The opening celebration will feature a scarecrow making challenge, storytelling, and fall crafts and activities all day. Visitors may visit the scarecrows and stroll through the meadow seven days a week, from dawn to dusk, as the display remains through Halloween.
In addition to Scarecrows in the Meadow, the historical society has other great October programs, some spooky, all fun: Stories to Keep You Up at Night Lantern Tours, the return of Master Storyteller Jonathan Kruk to the Tapping Reeve Meadow, and a Scarecrow Making Workshop.
For details, see the Scarecrows in the Meadow page: https://www.litchfieldhistoricalsociety.org/scarecrows/

Oliver Wolcott Library Festival of Trees

The Oliver Wolcott Library is transformed into an elegant party that includes hors d’oeuvres and an open bar. Library patrons create unique and stunning wreaths, trees and centerpieces, which guests bid on. 2024 tickets are here. Don’t miss the holiday kick off party of the season, all to benefit Oliver Wolcott Library!

Holiday Stroll & Holiday Tree Lighting

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The Litchfield Holiday Stroll takes place from 3-5 p.m. around the Litchfield Green on Sunday, Dec. 8, this year!

Among the highlights are a visit from Santa and Mrs. Claus, of course, a Plumb Hill Middle School Choral Performance at 4 p.m. in the Congregational Church, strolling carolers from Lakeview High School – R20, who will gather at Espresso59 at 4 p.m., and Litchfield Center School students performing in front of the holiday tree on the Green (shortly after 4:45 pm)

There will also be story time at Litchfield Volunteer Ambulance, Who-Ville ornament making at the Litchfield Historical Society, cookie decorating with the Girl Scouts at the Congregational Church, and hot chocolate with the Boy Scouts in the center of town.

 

Possum Queen

This strange but magnificent tradition started in 1989 by raising about $2,000 for a Litchfield family needing help with medical bills through New Year’s Day event in which guests dress up in crazy costumes and bid on auction items that include a can of “possum stew.” It’s a riff on the popularity of possum as a dinner staple in the old show “The Beverly Hillbillies.” However that sounds, the Possum Queen Foundation raised more than $100,000 in 2018, $150,000 in 2019, and $130,000 in January 2020 alone to help individuals and families in dire straits. See the website to learn more. While the event was begun and is based in Litchfield, in recent years it has been held out of town.

Litchfield Restaurant Week

Litchfield Restaurant Week, featuring special 3-course menus from 20+ venues ranging from gourmet shops and delis to fine dining havens, takes place at the end of March each year — March 21 to 28 this year. See the 2025 Restaurant Week page for menus, phone numbers and links.

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