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The Plains

Welcome to The Plains, VA, where charm meets countryside bliss! This tiny gem, just an hour from D.C., offers a delightful escape with rolling fields, historic sites, and cozy cafés. Stroll through quaint streets lined with boutique shops, sip local wines, and revel in the friendly vibe. Perfect for a day trip or a romantic weekend getaway!

Recommendations

Outdoor4.7/5

Great Meadow

Landmark4.7/5

Archwood Green Barns Farmers' Market

Culture4.4/5

Baileywyck Antiques

Discover the charm of Baileywyck Antiques in The Plains, VA, where a curated selection of rare finds and timeless treasures transports visitors to a bygone era, making it a must-visit destination for collectors and history lovers alike.

Shop

Zigzag

Culture5/5

Youngblood Art Studio LLC.

Shop5/5

The Bittersweet Garden

Shop5/5

Peyton's Place

Shop4.3/5

Hunt Country Yarn

Landmark5/5

The Plains Volunteer Fire Company

Landmark5/5

Sunset Polo at Great Meadow

Shop4.9/5

Haymarket Bicycles Studio

Eat$$$4.5/5

The Rail Stop Restaurant

Eat$$$4.4/5

Bistro @ The Porch

Eat$$$4.1/5

Girasole

Cafe$$4.6/5

Doppio Bunny Coffee - The Plains

Cafe4.5/5

Crest Hill Tea Room

Cafe$$$4.8/5

2Kyles

Eat$$4.5/5

El Agave 3 Mexican Restaurant

Stays

Stay4.7/5

Goodstone Inn & Restaurant

Welcome to Goodstone Inn & Restaurant, a charming countryside oasis nestled amidst the rolling hills of Middleburg, VA. This delightful retreat offers a mix of elegant rooms, picturesque gardens, and delectable farm-to-table dining. Whether you're savoring a gourmet meal or strolling through the scenic estate, Goodstone promises a memorable and whimsical escape from the hustle and bustle of everyday life.

Self Care4.55/5

Salamander Middleburg

Welcome to Salamander Middleburg Resort & Spa, the ultimate oasis for travelers seeking relaxation and adventure. With its charming location in Middleburg, VA, this resort offers countless opportunities to explore the beautiful countryside and indulge in luxurious spa treatments. Take a dip in the pool, savor delicious cuisine, and unwind in elegantly designed rooms. Get ready for a blissful staycation!

Stay4.55/5

Hilton Garden Inn Haymarket

Nestled in the charming town of Haymarket, the Hilton Garden Inn offers modern comforts and unique local charm, making it an ideal retreat for both business travelers and leisure seekers exploring Virginia's scenic beauty.

Stay4.6/5

The Red Fox Inn & Tavern

Nestled in the heart of charming Middleburg, The Red Fox Inn & Tavern is a historic gem offering cozy accommodations, delicious cuisine, and friendly service. Enjoy a stay in a 1728 inn, savor traditional American fare in the tavern, and explore the quaint shops and wineries nearby. A perfect spot for a relaxing getaway!

Stay4.6/5

Hidden Hollow Farm Vacation Rentals

Things To Do
Provided by

5/5

6 h

Northern Virginia Private Custom Wine Tour and Tasting from DC

Please note: This tour doesn't include admission for the Wineries. Price is for a 6 hour SUV transfer, additional fees will be charged if the tour exceeds 6 hours. This is a completely customizable private wine tour. The locations that are shown are just a sample. If you prefer to visit your desired wineries please let us know so we can customize your 6-hour tour accordingly. Some other sample itineraries include the following vineyards: 868 Estate Vineyards and Breaux Vineyards

$995.00

5/5

8 h

Virginia Winery Excursion by Luxury Vehicle Three wineries

Let us take you through the beautiful Virginia countryside in a luxury vehicle as we introduce you various wineries of the old dominion state Nestled in the Northern Virginia heartland acres of vineyards sprinkled with wineries along country roads. We will drive you to a trio of distinct wineries that capture the essence of the mid-south

$1,379.00

5/5

6 h

Harpers Ferry and National Museum of Civil War Medicine Tour

Enjoy a private, full-day historical adventure through West Virginia and Maryland with your own personal driver-guide. Visit the charming town of Harpers Ferry, the Bolivar Heights Battlefield, and the fascinating National Museum of Civil War Medicine. End your journey with a relaxing stroll along Carroll Creek Park in Frederick. Perfect for couples, families, or small groups who want a personalized, comfortable, and flexible travel experience filled with history, culture, and scenic beauty.

$999.00

4.5/5

Virginia Wineries Guided Tour and Tastings from Washington DC

We pick you up from DC for a day tour of Virginia's wine country where you'll enjoy wine tastings at two different wineries and have lunch (available for purchase at the estate or boxed lunch from us) while admiring the gorgeous views. We will provide history bits, snacks and water, and behind-the-scenes tours and tastings. We will drop you off back in DC before sunset. Join us on a public group tour and meet new friends. What sets us apart: 1. Each winery tour is led by a certified wine expert 2. Guests travel in executive transportation 3. We work with some of the best NOVA wineries and have different routes. 4. We provide light snacks and tastings at two different wineries

$230.00

6 h

Northern Virginia Winery Excursion By Luxury Vehicle 2-Wineries

Let us take you through the beautiful Virginia countryside in a luxury vehicle as we introduce you various wineries of the old dominion state Nestled in the Northern Virginia heartland acres of vineyards sprinkled with wineries along country roads. We will guide you to a duet of distinct wineries that capture the essence of the mid-south

$1,099.00

Exclusive Small Group Virginia Winery Tour with a Sommelier

Embark on an unforgettable Northern Virginia winery tour, led by a certified Sommelier who has extensive knowledge about wines from around the world, and specifically Virginia Wine. The tour will take your group to three exceptional wineries in the region. Relax in a comfortable private vehicle as you explore the picturesque landscapes of the serene Virginia countryside. Enjoy expertly guided tastings, behind-the-scenes experiences, and personalized service tailored to your preferences. Whether you're celebrating a special occasion or simply indulging in a luxurious day of wine exploration, our curated tours offer an unparalleled experience. Discover the finest wines Northern Virginia has to offer with a unique, VIP experience!

$149.00

6 h

Virginia Wine Country Day Trip from DC - Private Luxury Driver

This private, self-guided winery experience gives you the freedom to explore Virginia's renowned wine country on your own terms. Travel in a luxury Mercedes-Benz Sprinter with leather seating, climate control, and ample space — perfect for groups who want comfort and flexibility. Your professional driver handles all the logistics while you enjoy tastings at the wineries of your choice in the Middleburg area. Since winery availability may vary, we customize your itinerary to ensure the best experience on the day of your tour. Flexible pickup from Washington DC, Northern Virginia, and Maryland makes this the easiest and most enjoyable way to discover wine country.

$799.99

3 h 30 mins

Harpers Ferry Private Tour with transportation

Enjoy a private, full-day historical adventure through West Virginia and Maryland. Visit the charming town of Harpers Ferry and the Bolivar Heights Battlefield. Perfect for couples, families, or small groups who want a personalized, comfortable, and flexible travel experience filled with history, culture, and scenic beauty.