Wineries of Charlottesville
A Labor Day Wine Lovers Weekend Exploring the Historic Monticello Wine Trail
Saturday Sept 5th – Monday Sept 7th, 2026
When We're Going
Sept 5th - Sept 7th, 2026
Labor Day Weekend
Price
$938.00
Trip Length
3 Days
Drive Times
Departing: 11:00am
Est. Return: 5pm
2hrs, from Franconia/Springfield Metro.
OUR CULINARY JOURNEY
Did you know that Virginia is the true birthplace of American wine? Join your fellow Wine Lovers on a wine weekend to Charlottesville wine country.
For three days we'll explore the historic Monticello Wine Trail. With over 33 wineries on the Monticello Wine Trail we’ll only have time to explore 6 of them. Time will surely fly by during this wine adventure.
With spectacular views of the Blue Ridge Mountains to enjoy while we sip our way across the region.
FULL PACKAGE DETAILS
- Transportation To/From Charlottesville, VA
- 2 Nights at English Inn of Charlottesville
- Daily Breakfast
- 1 four-course dinner with wine pairing at The Farmhouse at Veritas
- Transportation to Wineries (winery tasting fee not included)
OUR ACCOMMODATION
English Inn of Charlottesville
Step into comfort and classic charm at the English Inn & Suites—your home base for our Charlottesville wine weekend. This cozy spot blends the warmth of an English country inn with the ease of a modern hotel. From the moment you arrive, you'll feel the difference—friendly service, timeless decor, and thoughtful touches everywhere.
Start your mornings with a hot, complimentary breakfast buffet (yes, cooked fresh daily), and don’t miss the afternoon tea and cookies—it’s a vibe. Located right in town, the hotel makes it easy to explore all that Charlottesville has to offer, from great restaurants and local brewpubs to the historic Monticello and the beautiful University of Virginia campus.
BEFORE YOU BOOK
- Transportation To/From Charlottesville, VA
- One 4-course dinner with wine pairing
- Transportation to wineries (winery tasting fee not included)
- Daily Breakfast
Transportation to Meeting Point
Meals and beverage not previous indicated
Winery tasting fees
Optional Tours
Travel Insurance (See Our Terms & Conditions)
Items of a Personal Nature
Lunch
**You will be responsible for your tasting purchases at the wineries. **
There is nothing worse than missing a vacation…how about also losing the money you paid for your vacation? Because all of Be Relaxed Destinations and Wine Lovers group tours are non-refundable and non-transferable, travel insurance is highly recommended. Your premium is related to your trip cost, so you don’t have to worry about being over-insured. Click here for our preferred travel insurance vendor.
Making reservations for this package signifies your acceptance of our Trip Terms and Conditions.
Payments are refundable if canceled before 11:59pm Est on August 3rd. All payments are nonrefundable after 12:00am August 4th.
Prices are subject to change without notice. Please make your reservations today at this price to be locked in.
Monthly payments are required to keep your reservations current. Your invoice will clearly note your payment plan. We suggest you put this payment plan on your personal calendar.
You must ensure your roommate, if applicable, is also making timely monthly payments.
Roommate Matching is available. Review our Roommate Matching Program.
Declined cards will be tried automatically over three days. If it is declined on the third day your reservation will be cancelled.
All late payment requests must be approved by management before the final payment deadline on your account.
Note: Your card will not automatically be charged by completing and submitting this form; however, completing and submitting this form does give the agent the right to charge the card for the amount and purpose authorized above.
**The accommodations, activities, and other inclusions and/or their order may change and/or be cancelled due to circumstances beyond our control and/or for any other reason we deem necessary. In the event this occurs, we will try our best to arrange similar accommodations, activities, and other inclusions**
We will host a pre-dinner event one week before our departure to celebrate our upcoming trip and to get to know your fellow wine lovers. This also gives you a chance to ask any additional question you might have.
RESERVE YOUR SPOT
FULL PACKAGE WITH TRANSPORTATION TO / FROM Charlottesville
SINGLE: $938.00 per person
