Charlottesville , United States

Private Charlottesville Area Wine Tour

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(24 reviews)

For a full refund, cancel at least 24 hours before the scheduled departure time.

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Mobile or paper ticket accepted

About this experience

Ole Crow Tours warmly invites you to explore the very best that Virginia’s renowned wine region has to offer in comfort and style. Simply sit back, relax, and let us handle all the details, carefully ensuring a seamless and unforgettable experience for you and your guests to truly savor every moment.

On this thoughtfully curated tour, you’ll be enjoying visits to 3 carefully selected wineries located on the scenic eastside of Charlottesville. This journey will take us through the charming Keswick area, once home to Thomas Jefferson’s old stomping grounds, a region rich with history, natural beauty, and timeless elegance.

Available options

Private Charlottesville Area Wine Tour

Pickup included

What's included

Private transportation

Water Bottles

Knowledgeable and Friendly Guide

Air-conditioned vehicle

Detailed itinerary

Merrie Mill Farm & Vineyard is a tasting room destination in Keswick, VA. Founded by Guy and Elizabeth Pelly, Merrie Mill reimagines the tasting room experience by marrying a devotion to warm, approachable hospitality with a weird, wonderful setting that delights and inspires.

Stop 2

The entire estate is open for tasting our wines in a stroll or in a picnic, and our informed and enthusiastic hosts present tastings continuously in the Discovery Tasting Room, every day of the week, as well as in Library 1821, . The Tasting Room is where the broadest range of our current vintages is introduced, while the Library 1821 presents a changing selection of flights of current and older vintages from our cellars, and with seasonal culinary pairings designed by our chefs. Every encouragement is given, also, to enjoying our wines in the truly splendid lawns surrounding the historic Landmark Ruins of Thomas Jefferson's mansion for Governor James Barbour, a pleasant stroll away.

Thoughtfully crafted by our skilled and renowned winemaking team, each wine showcases the extraordinary terroir of Virginia’s Monticello AVA. For that perfect glass or beautiful bottle to celebrate special occasions, Southwest Mountains Vineyards wine will be a wonderful addition to any day.

What's not included

All food and beverages

Available languages

Guide guide

Reviews breakdown

Viator 5.0

5 reviews

5★

4★

3★

2★

1★

Tripadvisor 4.9

19 reviews

5★

4★

3★

2★

1★

Important information

Infants and small children can ride in a pram or stroller

Public transportation options are available nearby

Specialized infant seats are available

Suitable for all physical fitness levels

About Charlottesville

Charlottesville, nestled in the heart of Virginia's Blue Ridge Mountains, is renowned for its historical significance, stunning architecture, and vibrant cultural scene. Home to the University of Virginia and the historic Monticello, the city offers a blend of natural beauty, rich history, and a thriving food and wine culture.

Top Attractions

Monticello

The historic home of Thomas Jefferson, Monticello is a UNESCO World Heritage Site offering a glimpse into the life of one of America's founding fathers.

Historical 2-3 hours $28 for house and grounds tour

University of Virginia

Founded by Thomas Jefferson, the university's campus is a historic landmark with stunning architecture and beautiful grounds.

Historical 1-2 hours Free to explore the grounds

Michie Tavern

A historic tavern offering traditional Virginia cuisine and a glimpse into colonial life.

Historical 1-2 hours $20-$30 per meal

Must-Try Local Dishes

Virginia Ham

Cured and smoked ham, a staple of Southern cuisine.

Breakfast Contains pork

Fried Chicken

Crispy, golden fried chicken, often served with biscuits and gravy.

Lunch Contains gluten and poultry

Peanut Soup

Creamy soup made with peanuts, often served with sherry or brandy.

Dinner Vegetarian option available

Apple Pie

Classic American dessert made with Virginia apples.

Dessert Contains gluten and dairy

Popular Activities

Hiking Biking Skiing Wine tasting Spas Picnicking Museum visits Historic site tours

Best Time to Visit

April to June, September to October

These months offer pleasant weather with blooming flowers in spring and beautiful fall foliage. Ideal for outdoor activities and sightseeing.

15-30°C 59-86°F

Practical Information

Language

Official: English
Widely spoken: Spanish
English: Widely spoken

Currency

US Dollar (USD)

Time Zone

Eastern Time Zone (ET)

Electricity

120VV, 60HzHz

Safety Information

Overall Safety Rating: Generally safe

Charlottesville is generally safe for travelers, with low crime rates in most areas. Standard precautions should be taken, especially in less touristy areas at night.