Your guide to the heart of Litchfield County:
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Kingsley Tavern

Take a break while shopping in Kent and grab a seat on the cozy, window-box-lined front porch. Southwestern American and South Asian offerings dot the menu, with a Saigon sandwich (think Bahn Mi) of pork belly, grilled shrimp, or tofu, and a Southwest Salad with grilled shrimp and fried tortilla strips. Even the Roasted Beet Salad with oranges and citrus vinaigrette takes a Latino turn with toasted pepitas.
Friendly owner Anna Gowan and Chef Charles Dietrich, use locally sourced meat and vegetables to keep it simple with great ingredients, and the menu tells you exactly where, say, that burger comes from (Hurlburt Farms). Closed Mondays.

Kingsley Tavern
14 N Main St.
860-592-0261

Dottie’s Diner

Dottie’s Diner, a vintage-inspired diner, is one of the best breakfast spots in the northwest corner. Enjoy perfect poached eggs, sausage, crispy potatoes, and a hot cup of coffee. Known for their delicious donuts, you can buy a dozen to take home. The place is always packed, but waiting times aren’t long. The staff is always cheerful and quick to respond to any request. It’s a great place to meet up with friends for breakfast, lunch, or dinner. Open at 7am to 3pm everyday.

Dotties Diner
740 Main St South
203-263-2516

The Falls Village Inn

Built more than 175 years ago and listed on the National Register of Historic Places, the Falls Village Inn was restored in 2010 with celebrated New York interior designer Bunny Williams (a Falls Village resident) overseeing the design and decoration. The five guest rooms are a perfect combination of simple sophistication and comfort. A friendly atmosphere, cozy rooms, and delightful food and drink, it’s where the action is.

Accommodations include wireless internet, HD flat-screen TV with satellite service, and a continental breakfast. The Falls Village Inn is two hours and 15 minutes north of New York City or two hours and 30 minutes west of Boston. See our article on the Inn here.

Falls Village Inn
33 Railroad St.Falls Village
860-824-0033
Instagram: @FallsVillageInn

John’s Café

A bistro-style dining experience featuring New American dishes with an Italian flair. They work closely with local farmers. There is a private room for gatherings, a covered patio for outdoor dining, a full bar, and take-out is available, as well as catering and a food truck for off premise events.

John’s Cafe
693 Main St South, Woodbury
203-263-0188
Instagram: @johnscafe693main

Thorncrest Farm and Milk House Chocolates

At Thorncrest Farm and Milk House Chocolates, Kimberly and Clint Thorn feed their cows the finest, sweetest hay and natural feed resulting in their signature cream milk and delicious artisanal chocolates, Milk House Chocolates. Made with fresh local orchard fruits, garden herbs, and honey. They also offer cheesemaking classes. Going to their barn to pick up some vanilla milk, chocolates for your hostess, and a quick tour of the barn to say hello to the cows is always a treat!

Thorncrest Farm
280 Town Hill Rd., Goshen
860-309-2545

Haight-Brown Vineyard

Haight-Brown Vineyards is Connecticut’s oldest winery, opening its doors in 1975. Located on historic Chestnut Hill, just one mile east of Litchfield Center, the winery is situated on ten pastoral acres. The tasting room includes a custom built wine bar for conducting wine tastings guided by the knowledge of their educated and friendly staff, an upstairs patio and downstairs terrace for sipping wine on lazy summer days, and two stone fireplaces for lingering during chilly ones. There is also a picnic grove for enjoying your own food with Haight-Brown wines, a cheese nook and retail area as well as several private rooms (Vine Room, Cask Room, etc) for a more intimate tasting or private party affair. The vineyard grows vinifera and hybrids including Chardonnay, Chardonelle, Marechal Foch, Dechaunoc, Marquette, and Seyval Blanc. Its current growing capacity has the ability to produce yields upwards of thirty-five tons annually. The tasting room is a lovely place to stop by and relax by the fireplace with a glass of wine. Check their site for cheese and chocolate pairing classes and tours of the vineyard.

Haight-Brown Vineyard
29 Chestnut Hill Rd.
860-567-4045
haightvineyard@aol.com

West Hill Sugarhouse

West Hill Sugarhouse has maple syrup for sale year round. The Sugarhouse is open during the season. Small groups welcome. Call ahead. 

525 West Hill Rd., New Hartford
860-379-9672

The Great Brook Sugarhouse

The Great Brook Sugarhouse is open to the public and syrup is sold year round. Educational tours of the sugaring operation are available. Call for info and availability. Open house weekends, which include displays of early sugaring techniques, are held during March. Email for dates and times.

Great Brook Sugarhouse
The Sullivan Farm
140 Park Ln
860-210-2030
sullivanfarmnm@gmail.com

  • Things to Do!

    Plan your weekend with our guides to the best things to do in Litchfield County, from events and art openings to dining and hikes.

  • Karen Raines Davis