Litchfield Hills CT Wine and Culinary Weekend

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Christine Gordineer

Tranquil Escapes https://www.tranquilescapegetaways.com

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info@tranquilescapegetaways.com

2039483476

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Overview


A Curated Culinary & Culture Regenerarive Escape in the Litchfield Hills
This thoughtfully designed weekend invites travelers to immerse themselves in the flavors, culture, and natural beauty of the Litchfield Hills through a sustainable and community-centered lens. Your journey begins with a farm-to-table culinary experience showcasing locally grown ingredients and partnerships with regional farmers committed to regenerative practices. As you explore charming nearby towns, you’ll engage with artisans, makers, and small businesses whose work reflects the spirit and heritage of the community.

The itinerary includes a peaceful walk to one of the area’s most picturesque waterfalls, offering a moment of reflection surrounded by untouched forests and serene landscapes. Afternoons are reserved for boutique vineyard visits, where sustainable winemaking techniques, intimate tastings, and thoughtfully crafted pairings highlight the best of Connecticut’s wine country. Each stop is selected to ensure meaningful connection, authentic regional flavor, and a gentle footprint on the environment—creating a weekend escape that nourishes both palate and soul.

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Christine Gordineer- Founder

Tranquil Escapes - Luxury Eco-Travel & Wellness Retreats

Phone: 203-948-3476

Email: info@tranquilescapegetaways.com 

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Contact Travel Concierge for upgrades

Contact Travel Concierge for upgrades Pricing Add-Ons Bundles 3-itinerary destination bundle: $199 Upgrades Add “one-day personalization”: + $50 Add “hotel comparison list”: + $25–$49 Add “eco-lodge upgrades”: + $30–$59 Add “restaurant map”: + $19...

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Request Private Transportation

May 12

Request Airport Transportation Airport Transportation Ensure a seamless start and end to your journey with our personalized airport transportation service. Select from one-way or round-trip options and provide your flight details, pickup and drop-...

Day 1 · Litchfield, CT, USA


The Abner Hotel- CT

May 9, 2026

Book Now Starting at $569 per night Once the historic Litchfield County Courthouse, The Abner features 20 guest rooms, The Courtroom restaurant, and Verdict: a vibrant seasonal rooftop bar. Experience a new chapter of authentic hospitality in the ...

Arethusa al tavolo

Arethusa al tavolo opened its doors in June 2013, and has been a celebrated addition to the growing Northwestern Connecticut culinary scene. Located in what was the Village General store, it is situated next to the Arethusa Farm Dairy store, forma...

Krafted Brew Lab- Bantam CT

Visit We are nestled in the heart of Bantam, Connecticut, located on Rt. 202 along the right side of the Sportsman’s building. Open 6 days a week and closed on Wednesday to roast. Monday & Tuesday 8:30 - 3:00pm Wednesday - Closed Closed Thursday -...

The Courtroom Restaurant at the Old Litchfield Courthouse

Make a Reservation The Abner’s signature restaurant, The Courtroom, marks a new chapter for the soaring historic main courtroom. This vibrant eatery offers modern tavern-style dishes infused with continental flavors, all made from locally sourced ...

Steep Rock Preserve- CT

The Steep Rock Summit, at an elevation of 776 feet, provides a breathtaking view overlooking the Clamshell section of the Shepaug River Valley. Gifted to the Board of Trustees in 1925 by Steep Rock’s founder, Ehrick Rossiter, these 100-acres inclu...

Arethusa Farm Dairy- Ice Cream and local Dairy

Visit SUPER PREMIUM ICE CREAM There is perhaps no tastier melding of art and science than Arethusa ice cream. With fresh milk and cream at hand, our dairy plant team crafts unique custom mixes for each flavor, blending careful recipe development w...

Iconic Litchfield Home in Town Center

May 9, 2026

Reserve Your Stay Entire home in Litchfield, Connecticut 5 guests 3 bedrooms 3 beds 1.5 baths About this space Stay in one of Litchfield's most coveted quiet neighborhoods, one mile from town! The whole group will enjoy easy access to everything f...

Day 2 · New Milford, CT, USA


Sparrow

As for the restaurant’s global menu, Sparrow offers dishes ranging from ramen and Korean fried chicken bao buns to tacos, mushroom bibimbap, flank steak skewers, paella and more. Bourdeau said the idea behind the menu is to create a communal dinin...

Hopkins Inn Restaurant

Sitting high above the northern shore of Lake Waramaug, the Hopkins Inn has welcomed travelers since 1847. Guests enjoy expansive views of the lake, the Berkshire foothills, and neighboring vineyards from the dining areas and guest rooms. In addit...

Owl Wine & Food Bar- CT

The Owl is your neighborhood wine & food bar featuring an excellent selection of wines, delicious crafted pizzas, sandwiches, shares, and salads in a cozy, cool setting nestled in the heart of New Preston. Come to our house where everyone is treat...

White Horse restaurant

This chic pub creates a lively atmosphere for its patrons. Their cuisine encompasses flavors from the UK as well as local and sustainable ingredients. Consistently rated as one of Connecticut's top restaurants. LUNCH 11.30 - 4pm. DINNER Starts 4pm...

Day 3 · Washington, CT, USA


Mayflower Inn & Spa, Auberge Resorts Collection- Washington CT

May 11, 2026

Location Located in Washington, this hotel has the perfect ambience for those in need of an adults-only holiday. Facilities The hotel has a lift and features 30 rooms. The friendly staff at the reception desk are happy to answer any questions. Ser...

Mayflower- THE WELL

Our body of knowledge, your body and mind. THE WELL at Mayflower Inn brings an innovative level of holistic health to one of New England’s most exquisite country retreats. Through restorative spa treatments using East-meets-West healing practices,...

The Pantry - Restaurant & Bakery

The Pantry is Litchfield Hills original local source for artisan foods, cheese, bakery, and exceptional gifts for the kitchen and table Visit

The Garden Room- CT

Join us in our light-filled dining space, The Garden Room, designed by interior designer Celerie Kemble. Overlooking the Shakespeare Garden, The Garden Room embodies an elegant rustic charm that seamlessly integrates indoor and outdoor dining area...

Community Table- New Preston CT

Reserve a Table The mission of the Community Table is to sustainably prepare the highest quality, locally grown, and procured ingredients and to serve our community in a casual, vibrant atmosphere. They value the partnerships of local farms to bri...

Washington Art Association & Gallery- CT

At the Washington Art Association, we are dedicated to enriching our community through art education, exhibitions, and special events. As a 501(c)(3) nonprofit organization, we provide a platform for local artists and art lovers to connect, learn,...

Day 4 · Kent, CT, USA


Downtown Kent, CT

Kent, CT is a picturesque playground for outdoor fun, cosmopolitan art and shopping, and exceptional dining in the Litchfield Hills. Kent, located in Connecticut’s Northwest Corner in the picturesque foothills of the Berkshires, has a long history...

Kent Falls CT

Kent Falls State Park is a public recreation area located in the town of Kent, Connecticut, within the Litchfield Hills region of the southern Berkshires. The state park is home to Kent Falls, a series of waterfalls on Falls Brook, a tributary of ...

Swyft

Swyft is a modern tavern in a historical setting, serving wood-fired, farm-driven pizzas, shareable small plates, and seasonal entrees that aim to both comfort and inspire. Working closely with nearby Rock Cobble Farm, the food at Swyft follows th...

Kentfalls Brewing CT

As a farm brewery, our surroundings and experiences inform much of what we do. We aim to produce beer reflective of the land around us, the people that occupy it and the culture we wish to promote. Kent Falls Brewery sits on a 50 acre diversified ...