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Wineries and Tasting Rooms Offering Wine Tastings in Connecticut

9 of the 74 wineries we track in Connecticut have wine tastings and flights. Full listings for every city are on the Connecticut page.

9wineries
9cities
74wineries statewide

This directory lists wineries, urban cellars, and tasting rooms that serve structured wine flights on-site. Venues typically offer 3 to 6 sample pours of 1 to 2 ounces each, highlighting single varietals, estate reserves, or seasonal releases. Before visiting, verify whether tasting fees can be credited toward bottle purchases and if weekend reservations are required.

Enfield 1

  1. R Dee Winery

    504 Hazard Ave, Enfield, CT 06082-4767

    Mon-Thu 3-9,Fri 3-10,Sat 12-10,Sun 12-7

    TastingsFood servedPrivate events
    Call Website

Middlebury 1

  1. Tranquillity Vineyard and Winery

    1892 Middlebury Rd, Middlebury, CT 06762-2208

    ToursFood servedPrivate events
    Call Website

North Granby 1

  1. Lost Acres Vineyard

    80 Lost Acres Rd, North Granby, CT 06060-1312

    Fri 12-7,Sat 12-6,Sun 12-5

    TastingsFood servedPrivate events
    Call Website

Orange 1

  1. Stappa Vineyard

    403 Derby Ave, Orange, CT 06477-1203

    TastingsFood servedOutdoor seatingPrivate events
    Call Website

Portland 1

  1. Arrigoni Winery

    1287 Portland Cobalt Rd, Portland, CT 06480-1748

    TastingsFood servedOutdoor seatingPrivate events
    Call Website

Sherman 1

  1. White Silo Farm & Winery

    32 Route 37 E, Sherman, CT 06784-1427

    TastingsToursFood servedOutdoor seatingPrivate events
    Call Website

Somers 1

  1. Worthington Vineyard and Winery

    359 Mountain Rd, Somers, CT 06071-1710

    Mon-Wed closed, Thu-Sat 12-8pm, Sun 12-6pm

    TastingsFood servedOutdoor seatingPrivate events
    Call Website

Wallingford 1

  1. Paradise Hills Vineyard & Winery

    15 Windswept Hill Rd, Wallingford, CT 06492-2755

    Mon-Sat 11am-8pm,Sun 11am-6pm

    TastingsOutdoor seatingPrivate eventsDog friendly
    Call Website All Wallingford

Woodbury 1

  1. Walker Road Vineyards

    17 Walker Rd, Woodbury, CT 06798-3011

    Sat-Sun 12-5pm (May-Dec)

    Tastings
    Call Website
Tasting fee credits are frequently applied toward bottle purchases or waived entirely if you join the winery's membership club during your visit.

Also in Connecticut

Good to know

How much does a standard wine tasting cost?

Standard wine flights across U.S. tasting rooms typically range from $15 to $35 per person for 4 to 6 sample pours. High-end reserve tastings or experiences in regions like Napa Valley often range from $50 to $120. Many locations waive the fee if you purchase 2 to 3 bottles or spend a minimum dollar amount.

How long does a wine tasting session last?

A standard wine tasting flight takes approximately 45 to 75 minutes to complete. Guided tours or paired food-and-wine tastings generally run 90 minutes to 2 hours. Guests are advised to arrive 10 minutes prior to scheduled reservation times to secure seating.

Do I need a reservation for a wine tasting?

Walk-ins are often accepted at urban tasting rooms during weekdays, but reservations are typically required on weekends. Groups of 6 or more almost always require advance booking, a single payment transaction, and a fixed tasting menu. Check the venue's online booking platform or call directly before traveling.

Is Napa or Sonoma better?

Napa Valley is generally known for luxury estate experiences and Cabernet Sauvignon, while Sonoma County offers a more relaxed, rustic atmosphere with diverse microclimates. Choosing between them depends on whether you prefer high-end luxury or informal country vineyards. You can explore 9 top wine destinations across Connecticut on WineryAtlas.

How to find cheap weekend getaways?

Look for tasting rooms and boutique vineyard stays in emerging wine regions rather than major tourist centers, and book mid-week or off-peak seasons. Visiting local tasting rooms offers affordable entertainment and regional culture. Discover budget-friendly wine getaways across 9 locations in Connecticut.