Let's Plan Your Itinerary

Let's Plan Your Itinerary

60 miles West of Washington D.C. in the heart of the Blue Ridge Mountains, our location is ideal for exploring and relaxation. People come out to hike, bike and drive Skyline Drivekayak, raft or float down the Shenandoah River, visit the museums of Shenandoah National Park, go to the caverns, learn to fly fish, go ziplining, eat great food, sample fine wines, explore unique art galleries and shops, and just relax in awe of the mountains.

  Culinary classes happen every weekend all year round at Little Washington Winery

  Shenandoah National Park features hiking, biking, horseback riding

  Shenandoah River is the spot for rafting, kayaking, tubing, fly fishing

  Skyline Drive is America's favorite scenic road

  4 wineries, 2 breweries & a distillery all in a 3 mile loop from Skyline Vineyard Inn

  One of the top restaurants in the world is here at Little Washington + 3 more bucket list dining destinations

From this page you can plan the perfect itinerary to experience all the best things our neighborhood has to offer. Check out each of the tabs above for ideas.

Culinary Seminars

Culinary Seminars

Experience Virginia Wine Country in a whole new way with educational and upscale tasting components. Take a class. Participate in our Vintners Table. Get hands-on with a Chef, a winemaker or a sommelier in our teaching kitchen. Home of the Foodie~U Wine School, we host 12 different wine & food pairing classes. Check our class calendar and come out to play:

Click here for the Calendar 

  Wine Bootcamp - in 2 hours we'll turn you into a certified wine snob

  80 Minutes Around the World - an 80 minute wine geography lesson

  Cheeseology - turn the 6 categories of cheese into perfect pairings

  Triple Threat - Chocolate Cheese & Wine - don't try this at home!

  15 Rules of Food & Wine Pairing - get perfect pairings every time

  How to Pair Dessert & Wine - Yes it can be done

  Guess the $100 Bordeaux - guess the $100 bottle and win a prize

  South African Wines - Hottest new wine region

  The World of Malbecs - Taste the darling of American wine

  Blending Class - Make your own perfect masterpiece of wine

  Virginia Versus The World - Virginia wines take on the world

  The Walk-in Choco~Vino Challenge - a 20 minute guided lesson. 

Coming Soon - Vintners Table - travel the world through food & wine

Coming Soon - Teaching Kitchen - Bring out your inner chef and come play!

Wine Country

Wine Country

Tell our neighbors we sent you on The ultimate treasure hunt ~ 4 Farm Wineries, 2 Breweries and a Whiskey Distillery are all in a three mile loop from Skyline Vineyard Inn: 

Little Washington Winery - Home of the Foodie~U Wine School, hosting 12 different wine seminars, including everyone's favorite Wine Bootcamp. Classes happen at 11am and 2:30pm every Saturday and Sunday. Participate in some fun education with winemakers. Taste "George" the wine named the #1 red wine in Virginia. Do the Dirt Road Wine Tour - tastings are different here every weekend, featuring the most incredible wines you'll never find without us. 

Skyline Vineyard - Watch for the opening of the newest destination in Virginia Wine Country this Spring. Skyline Vineyard is making wine tasting fun again with blending sessions that let you experiment with your own concoctions. Mix and match single varietals to make your own perfect masterpiece of wine. If you want to leave the wine making up to, well, the winemakers, the Blending Lab will also operate as a regular tasting room, where you can try its blends and single varietals. The expansive "Gone With The Wind" porch will host food samplers with perfectly paired wines.

Quievremont Vineyards - Located in the lush Blue Ridge Mountain foothills at the center of Reality Farm, a farm established circa 1753. The wine’s name derives from old French meaning goat hill, and is appropriate to the vineyard’s setting amidst the farm’s cattle and goat herds. The vines enjoy an ideal micro-climate, with plenty of sunshine, gentle breezes and fine soils, producing grapes that yield memorable wines with unique characteristics.

Gadino Cellars - an Italian-inspired tasting room or on the expansive deck overlooking the gardens, the vineyards and the Blue Ridge Mountains. Tours of the wine cellar are available by appointment.

Copper Fox Distillery - Home of Wasmund's Single Malt Whiskey. The only distillery in North America malting its own barley. Come see how the combination of tradition and creativity make your new favorite whiskey.

Pen Druid Brewery - The three musician brothers Lain, Van and Jennings Carney created Pen Druid Brewing in Sperryville. The brothers brew beer like their approach to music … outside the mainstream, favoring the weird over the mundane and the nuanced over the obvious.  Using as many local ingredients as possible, they capture the spirit of Virginia in their beers.

Hopkins Ordinary Ale Works - Nano brew beer made with local barley malted by neighbors at Copper Fox Distillery, and local, seasonal ingredients whenever possible, such as hops, honey, fruit and herbs.

If you are still having fun visiting wineries, go a little further and you'll hit many more. The best wineries in Virginia accumulate along and just off of Route 211.

Shop 'til You Drop

Shop 'til You Drop

Little Washington

Two miles East of Skyline Vineyard Inn

The village of Little Washington takes you back in time to when life was fancy and demanded grand style. George Washington laid out the town when he was 17 years old. Today the entire village is a National Treasure. One-of-a-kind world class boutiques and galleries intertwine with history here. Be sure to get a town map at Wine Loves Chocolate to use as you stroll through the historic district.

Wine Loves Chocolate - Named Virginia's best retail wine shop, this little shop is loaded with artisan wines and small batch artisan chocolates. Stop in for the Choco~Vino Challenge and learn how to pair wines with chocolates. Build your own box of chocolates to take home. Pick up a strolling map of Washington here. 

The Shops at The Inn - The Inn at Little Washington's Tavern Shops are housed in the old Tavern building. Built in 1740, it now houses a series of 5 charmingly decorated period rooms offering a wide variety of tableware, furnishings, gifts, antiques, jewelry, kitchenware and delicacies from The Inn at Little Washington kitchen. 

Antiques at Middle Street - Located adjacent to The Inn at Little Washington, this shop is a conglomeration of beautiful and interesting finds in the world of collectibles. The back room holds another treasure trove of goodies including lovely primitives, kitchen collectibles, toys, knickknacks and interesting works of art and collectible clocks.

Geneva Welch Gallery - Geneva is a nationally known artist specializing in watercolor and oil paintings of animals and landscapes. The gallery on Main Street in Washington also features handmade jewelry, note cards, hand-painted tiles and ornaments. 

R. H. Ballard - Southern Living magazine voted this unique shop and gallery one of "TOP 50 SHOPS IN THE SOUTH." French jacquard tablecloths, fine gifts, art, Oriental rugs. 

Artifacts on Main - Classical & Modern Sculpture, Architectural Objects for Home & Garden, Vintage Decor, Upcycled, Unique, One-of-a-Kind, Modern Planters, Outdoor Furniture, one-of-a-kind finds for the garden or home. 

August Georges - After a ten-year hiatus, August Georges is back, reinvented with beautiful must-haves for your home! 

Rare Finds - Rare Finds indeed! Primitives? Got 'Em! Crafties? Got 'Em! Whimsy? Got 'Em!! Lovely and artful handmade jewelry, just imported from Turkey. These pieces are each one of a kind, created and produced by a Turkish family. Lovely and unique purses just imported from Italy. 

Gay Street Gallery - Gay Street Gallery presents the work of select, award-winning artists from Virginia and around the country. With a focus on representational landscape and figurative paintings, the Gallery also shows sculpture and other three-dimensional art. 

The Inn's Farmer's Market - if you are here on Sunday morning during the Spring, Summer or Fall you have to go to the Farmers Market. Hosted by Patrick O'Connell, one of the world's top chefs, this is a farmers Market like no other. Held in the village garden of Little Washington Sundays from 10-2 all season until the end of October.

Little Washington Spa - Little Washington Wellness & Spa was named as the place to relax when you visit Virginia Wine Country by Food & Wine Magazine. Stop in for a massage.

Little Washington Theatre - This theatre hosts unique concert events in an up close and personal style with world class artists you typically only see in the large event venues. See A Midsummer Night's Dream, Smithsonian, an evening of Jazz with Bill Harris, Circa Blue, Chaise Lounge and more this season.



Two miles West of Skyline Vineyard Inn 

Sperryville is the tiny village named the best small town in Virginia and best weekend getaway in Virginia by Huffington Post. Founded in 1820, this farm village is known for its old-time charm. Located near the Appalachian Trail and along the Civil War Trails, you're surrounded by a rich history of Americana. The village is a popular dining spot, offering a selection of restaurants, eateries, and an Internet café/coffee shop. Lots of roadside market stands come alive as produce becomes available.

Before & After - our espresso cafe and wine bar. Located at the foot of Skyline Drive, Before & After is a great place to grab a coffee, eat a healthy lunch, or meet friends for wine after hours. Locals come to meet and work. Hikers and passers through come to energize before a day of exploring or to share stories of their adventures.

Copper Fox Antiques - 30,000 square feet of antiques, furniture, books and collectibles. Wild Root Apothecary is located here as well as Flourish Root Floral, Heritage Hollow Farm Store and Pen Druid Brewery. Located just off of Route 211 at the end of River Lane. 

Sperryville Schoolhouse - Eat.Drink.Play.Shop. is the mantra here. Located in the old red Schoolhouse building in Sperryville you'll find Headmasters Pub - our casual sports bar, live music on weekends, and the ultimate everything store loaded with everything you ever need - clothing, books, toys, games, birdhouses, local farm foods and an exquisite collection of vintage and antique furniture. Oriental and Persian rugs line the interior, gracefully illuminated by crystal chandeliers. High end selection at a moderate price. 

Glassworks Gallery - The largest, most unusual gallery in the area, with unique, top-quality local artwork and gifts — hand-blown art glass, exquisite ceramics, striking jewelry, stained glass, fine sculpture, woodwork, metalwork and many one-of-a-kind pieces. Most of the products are made on the property.Look for the red swinging bridge one mile west of Sperryville.

Haley Fine Art - Fine art, jewelry and sculpture from the region's foremost artists. Revolving shows, group exhibits and demonstrations. Collectors welcome. 

Juba Mountain Pottery - In her studio and showroom at Juba Mountain Pottery, Susan Dienelt makes and sells elegant but still very functional stoneware pots to be used in the kitchen, at the table and around the home. 

Middle Street Gallery - a regional, nonprofit, artists' cooperative and gallery. 21 members include highly acclaimed painters, sculptors, photographers and workers in multimedia. 

Sperryville Pottery - A great shop for pottery and unique, locally made, gifts! Suzanne Zylonis, resident potter, will work with you on a custom commission, or teach you — or your group — the fine art of throwing a clay vessel of your own! 

Bucket List Dining

Bucket List Dining

Whether you are in the mood for a once-in-a-lifetime dining experience, an upscale atmosphere or a sports bar, we've got you covered with unique (non-chain) dining experiences.

The Bucket List:

The Inn at Little Washington - On everyone's bucket list, The Inn at Little Washington has become an international culinary shrine, One of the top Ten restaurants in the world. Chef Patrick O’Connell’s approach to cooking pays homage to the tenets of classical French cuisine and reflects a belief in “the cuisine of today” — healthy, eclectic, imaginative, unrestricted by ethnic boundaries. Awarded five stars by Forbes Travel Guide; AAA’s Five Diamond Award; Wine Spectator Grand Award; Conde Naste Traveler’s Gold List; Travel & Leisure’s Top Hotels in the World. 

Houndstooth at Glen Gordon Manor - Houndstooth, a fine dining restaurant, is the jewel in the crown that is Glen Gordon Manor. Each course builds upon the next with a uniquely savory blend of traditional, local, and exotic flavors, crafted to appeal to the eye and palate. This is a secret dining experience not to be missed.

Foster Harris House - The Foster Harris House hosts Dinner one seating per night on weekends. The intimate dining room of only 10 seats allows for an unhurried and personal dining experience. Be quick about it and get reservations for this extraordinary dining experience.

Skyland Resort - The Thornton Gap entrance to Shenandoah National Park is just past our place - keep going on 211 and you will bump right into it. Once you get through the ranger station go south to Skyland Resort. It will take you about 20 minutes unless you stop at all the overlooks (which is a fun part of this adventure). Skyland Resort has a rustic mountain restaurant that is a bucket-list experience in a different way. See a picture here. People line up before noon so be sure to be in line. The idea is to gaze out the windows and have dessert. The mile high blackberry ice cream pie is a signature item but there are also scoops of blackberry ice cream and blackberry cobbler with blackberry ice cream ala mode. So hard to choose.

Upscale Casual:

Tula’s Restaurant - American Rustic Cuisine OpenTable's Top 10 Neighborhood Gems in the D.C. area 2016 Food & Wine Magazines "Best New Place" to eat in Virginia wine country. Tula’s Restaurant & Bar offers lunch, dinner, and brunch service in historic Washington, Virginia. Featuring a full spirits, wine, and draft beer selection, It's a great spot for a business lunch or romantic dinner, They work hard to source the finest, freshest, local farm-to-table ingredients.

Thornton River Grille - An enjoyable dining experience in an intimate setting in Sperryville. Located in a historic country store, the grille serves up breakfasts and light lunches on the way to the trails and elegant dinners in a casual, comfortable atmosphere and the Pizza Kitchen serves up the best pizza in Sperryville! 

Griffin Tavern - In the mood for Fine dining or Sports Bar - choose your adventure right here. This social gathering place for locals and weekenders features savory food in a warm, welcoming atmosphere, whether you like a small cozy room, a lively sports bar or an inviting deck. Weekends: live music and/or karaoke. Weeknights: darts, chess and trivia in the bar area. Open late on Friday and Saturday nights.   

Niche Cafes:

Before & After - a country-chic espresso cafe and wine bar focused on bringing local, seasonal food and global flavors to the charming little farm village of Sperryville. A great place to grab a coffee or eat a healthy lunch.

Rappahannock Pizza Kitchen - Neapolitan style pizzas — thin crust — baked in a wood-fired oven. Selections include Classic Marinara, The Greek, The Prosciutto, The Farmer, Spicy Soppressata, and House Italian, or you can build your own pizza.

Headmaster's Pub - An extensive beer selection & the only spot in Sperryville with live music every weekend, located in the Sperryville Schoolhouse building.

Sperryville Trading - Good food. Casual Dining. Local farm fresh eggs, local grass fed beef, fresh baked organic honey wheat breads, premium ingredients – all made fresh when you place your order!!

Skyward Cafe - locally sourced breakfast and lunch entrees, homemade baked goods, ice cream, fresh smoothies and coffee drinks.

Outdoor Activities

Outdoor Activities



Guided Hikes and Overnights - Hiking in Shenandoah National Park (SNP) is a peak experience, with some 500 miles of trails covering the most scenic stretches, including 101 miles of the iconic Appalachian Trail. Lace up your boots and let's go! Get a guidebook in our gift shop or ... We hire the best certified trail guides in SNP to take our guests on hikes and overnight backpacking adventures. If you are interested in a one-day or overnight guided hiking adventure, hit "Contact Us" on the navigation bar to the left and we'll be glad to tell you all about it and help you set the whole thing up!

Shenandoah River Adventures - Just across the mountain from us is the Shenandoah River. We work with the best outfitters offering guided raft, kayak and tubing adventures on the river. If you are interested in a guided river adventure hit "Contact Us" on the navigation bar to the left and we'll be glad to tell you all about it and help you set the whole thing up!

Fly Fishing - Have you ever wanted to learn how to fly fish? It's been said that time spent with a fly rod in your hand adds 'extra time' to your life. The Shenandoah River is one of the top fishing spots on the East Coast and we've got the best guides to take you on this big adventure. If you are interested in a guided fly fishing adventure hit "Contact Us" on the navigation bar to the left and we'll be glad to tell you all about it and help you set the whole thing up!

Guided adventures do require advance planning, so if you are interested in adding mountain hikes or river adventures to your relaxation, let us know in advance so we can make it happen for you!



Shenandoah National Park - Just 5 miles from Skyline Vineyard Inn, you'll find the Thornton Gap entrance to Skyline Drive. Go meandering. Cascading waterfalls, spectacular vistas, quiet wooded hollows, 200,000 acres of protected lands are haven to black bears, deer, songbirds, the night sky … and you. There are many hiking trails and 75 scenic overlooks to stop and take in the panoramas. Don't forget President Hoovers Summer House and the SNP museum at Big Meadow. Be sure to stop at Skyland Resort for the famous Blackberry Ice Cream Pie. Go west on Route 211 and you will see the Thornton Gap ranger station to enter the park. 

Our Favorite Resources for all of the area's Outdoor Adventures:

AllTrails.com -  Our new favorite resource for hiking. You will be entering Shenandoah National Park through the George Washington Lee District (button #18). From there it will show you all the hikes and places to go. Download the app so you have it in your pocket.

Bear Mountain Ziplines -  Just across the mountain before you enter Luray. See what you're missing from on top of the trees. Highly recommend this to families and couples. A great team building activity for businesses too!

Schoolhouse Nine - Experience the tranquil beauty of Rappahannock County, nestled in the shadow of Old Rag and the Blue Ridge Mountains. This unique golf course features nine challenging par-3 holes, ranging in length from 85-171 yards. The course meanders through a series of native wildflower meadows bordered by the Thornton River and the historic ruins of the original Smoot Tannery. 9 holes is just the right number for an offsite team building exercise or sunrise/sunset adventure.

Luray Caverns - Just past the park on 211, Luray caverns have been inspiring guests for 125 years. Guided tours available daily. 


Montpelier Estate - James Madison’s Montpelier, including the house and 2600 acre property recently reopened to the public after having been a private residence for over 80 years. Tours are available daily. 

Monticello - Thomas Jefferson designed and redesigned his home many times over his lifetime. The house includes 2500 acres, gorgeous gardens and spectacular views. The estate is located about 1 hour from Skyline Vineyard Inn, at Charlottesville Virginia. 

Charlottesville - Charlottesville is our go-to town. It has been named America's #1 town. This little city of approximately 40,000 residents is located in the heart of Virginia and is home to the University of Virginia, Monticello, and a wide variety of shopping and dining. The #1 pedestrian mall in America - the Downtown Mall in Charlottesville, is the perfect place to sit and enjoy a meal under the stars. C'Ville is about an hour south of us. Getting there is half the fun, winding along the mountains!

Our Location

Trip_advisor Reviews

Please Review Us

We strive to provide an exceptional level of service for every guest, and are proud to have a 5-star rating on Trip Advisor, Yelp and Google. Scroll to the top and hit the Trip Advisor, Yelp & Google icons to review us.

View Reviews