Title: 10 TOP Things to Do in Wintergreen October 2025 | Expedia.ca [Hotels in Wintergreen](https://expedia.ca/Wintergreen-Hotels.d10811.Travel-Guide-Hotels)[Wintergreen Car Rentals](https://expedia.ca/Car-Rentals-In-Wintergreen.d10811.Car-Rental-Guide)[Wintergreen Vacation Packages](https://expedia.ca/Wintergreen.d10811.Destination-Travel-Guides) # What to do in Wintergreen, VA ## Activities, attractions and tours ## Visit Wintergreen Types of activities Where to stay [Wintergreen travel guide](https://expedia.ca/Wintergreen.dx10811) ![Photo by Rebecca Brent](https://mediaim.expedia.com/destination/2/30888d0dcbd6b56a6c3164112bdde6d2.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo by Rebecca Brent](https://mediaim.expedia.com/destination/2/30888d0dcbd6b56a6c3164112bdde6d2.jpg) ![Photo by Rebecca Brent](https://mediaim.expedia.com/destination/2/47c2e0c562d6e3a0fe74aa63153b7275.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo by Rebecca Brent](https://mediaim.expedia.com/destination/2/47c2e0c562d6e3a0fe74aa63153b7275.jpg) ![Photo by Melissa Smestad](https://mediaim.expedia.com/destination/2/1746b7e883a2e4e3be84562268e10e5d.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo by Melissa Smestad](https://mediaim.expedia.com/destination/2/1746b7e883a2e4e3be84562268e10e5d.jpg) ## Wintergreen Attractions Let Expedia help you experience the best that Wintergreen has to offer! If you’re looking for fun itinerary ideas, we can provide you with a list of the top sightseeing attractions, as well as helping you to find unmissable activities. Whether you’re travelling with your family, planning a romantic trip with your loved one, or visiting on business, we’ll make it easy to plan an unforgettable holiday that checks all the boxes. #### Activities and Tours Wintergreen is crammed with must-see places to visit and things to do. We can help you decide where to stay, and make it a breeze to explore the surrounding areas with our guides on where to go, what to see and when to see it. No matter how long your stay, it’s easy to find places of interest in Wintergreen to make sure that you enjoy your experience to the fullest and don’t miss a thing. Leave the local knowledge to us and leave the hassle behind. If you’re planning a visit, why not check out our handy guides to places of interest in the area? You can browse lists of things to do, learn about the most popular attractions, and get help with planning the details of your trip. Expedia makes it easy for you to check out all the top sights. #### Wintergreen Attractions Expedia has something for everyone, so whether you’re planning to get active on a summer holiday, put a spring in your step with a romantic rendezvous, or pamper yourself with a leisurely winter trip, you’ll find plenty of attractions to keep you entertained. In addition to scheduling local tours, booking reservations and scoring advance event tickets, Expedia makes it easy to book your flight, hotel and rental car in advance, all on one consolidated travel itinerary, making for hassle-free travel and freeing you up to explore the sights of Wintergreen. Looking for things to do can be time consuming, but we can take the hassle out of planning your holiday. Whether you’re looking to get active in the great outdoors, sample the cuisine or catch up with the vibrant local culture, our guides to Wintergreen attractions ensure that you’ll have a successful trip, whatever the season. * * * ![find price illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__find_price.svg) ### Explore activities Explore thousands of experiences from activities and attractions to day tours and transfer. ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Book with ease Skip the line- book tickets online in minutes to top attractions with free cancellation on many activities. ![trophy illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__trophy.svg) ### Treat yourself Members save % or more when you book activities. * * * ## Recommended things to do in Wintergreen | Number of things to do | 2 | | --- | --- | | Cheapest thing to do on Expedia | [Shenandoah National Park Self-Guided Driving Audio Tour](https://expedia.ca/things-to-do/shenandoah-national-park-self-driving-audio-tour.a5066297.activity-details): CA $24 | | Top 5 things to do | - [Blue Ridge Parkway Self-Guided Audio Tour Bundle](https://expedia.ca/things-to-do/complete-blue-ridge-parkway-tour-bundle.a47424635.activity-details) - [Shenandoah National Park Self-Guided Driving Audio Tour](https://expedia.ca/things-to-do/shenandoah-national-park-self-driving-audio-tour.a5066297.activity-details) | | Half-day tours | | | With kids | | ## What to do in Wintergreen * * * ### Discover the most popular places to visit in Wintergreen ![Wintergreen Resort](https://mediaim.expedia.com/destination/2/1746b7e883a2e4e3be84562268e10e5d.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Wintergreen Resort 5/5(1 review) Hit the slopes in Nellysford with a visit to Wintergreen Resort. Discover the mountain views and top-notch restaurants in this vibrant area. [](https://expedia.ca/Wintergreen-Resort-Nellysford.d6093285.Vacation-Attraction) ![Bold Rock Hard Cider Nellysford Cidery](https://mediaim.expedia.com/destination/2/51ff3a2a97a065cd886147c6bfda312a.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Bold Rock Hard Cider Nellysford Cidery You can take time to visit Bold Rock Hard Cider Nellysford Cidery during your travels to Nellysford. Discover the mountain views in this family-friendly area. [](https://expedia.ca/Bold-Rock-Hard-Cider-Nellysford-Cidery-Nellysford.d553248635974658802.Vacation-Attraction) #### Stoney Creek Golf Course Enjoy a round of golf in Nellysford at Stoney Creek Golf Course. Discover the mountain views and top-notch restaurants in this vibrant area. [](https://expedia.ca/Stoney-Creek-Golf-Course-Nellysford.d553248621587587057.Vacation-Attraction) #### Hill Top Berry Farm & Winery You can enjoy a tasting or tour at Hill Top Berry Farm & Winery during your travels to Nellysford. Discover the mountain views and top-notch restaurants in this vibrant area. [](https://expedia.ca/Hill-Top-Berry-Farm-Winery-Nellysford.d553248621532658165.Vacation-Attraction) ### Explore areas of Wintergreen ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Treeloft When in Treeloft, you can plan a visit to Wintergreen Resort and Raven's Roost Overlook, some noteworthy sights in the nearby area. [](https://expedia.ca/Nellysford-Treeloft.dx553248635976480861) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Pedlars Edge If you're looking for some top things to see and do in Pedlars Edge and surrounding area, you can visit Wintergreen Resort and Raven's Roost Overlook. [](https://expedia.ca/Nellysford-Pedlars-Edge.dx553248635976471592) * * * Looking for fun things to do nearby? Check [things to do near me](https://www.expedia.ca/things-to-do-near-me) to find and book the best things to do, fun activities, and top attractions wherever you happen to be. * * * ## Frequently asked questions ### Is Wintergreen worth visiting? > Renowned for its hiking and walking trails, discovering cool things to do in Wintergreen is a cinch. Make sure to add Bold Rock Hard Cider Nellysford Cidery to your itinerary when here. ### How do I spend a day in Wintergreen? > Wintergreen Resort and Stoney Creek Golf Course are two excellent places to kick-start your sightseeing adventures. Remember to explore the retail and dining options in Wintergreen while you're in town too. ### What is the top tourist attraction in Wintergreen? > The top tourist attraction in Wintergreen is Bold Rock Hard Cider Nellysford Cidery, so be sure to include it on your agenda. ### Is three days enough to stay in Wintergreen? > If you only want to check out the most popular attractions, three days is plenty of time for a getaway in Wintergreen. Book for a week or more for the chance to truly experience the local vibe, visit nearby hotspots and explore off the beaten path. ### Is Wintergreen a walkable city? > That depends on what you want to see and do in Wintergreen. Several key sights, including Bold Rock Hard Cider Nellysford Cidery and Stoney Creek Golf Course, are reachable on foot. If you're up for a wander through some of Wintergreen's neighbourhoods, Treeloft is 5 kilometres away from downtown, while Pedlars Edge is 5 kilometres away from the centre and also within walking distance. ### What are some activities to do in Wintergreen with kids? > Planning what to do in Wintergreen with kids has never been so easy. Whether you're getting away with toddlers or teenagers, there are many family-friendly sights to keep everyone happy here. ### What to do in Wintergreen for adults? > Whether you're a food lover, culture enthusiast or adventure seeker, there are loads of things to do in Wintergreen for adults including Bold Rock Hard Cider Nellysford Cidery. ### Are there free things to do in Wintergreen? > There are lots of fun things to do in Wintergreen. Explore the parks or catch free shows and events. 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