Nellysford, VA

Travel Guide

A stone tunnel with moss-covered walls and a rocky hillside.
A waterfall in a forest with autumn-colored leaves.
A waterfall in a forest with autumn leaves.
A mountainous landscape with a wooden fence, a clear sky, and distant hills.
A wooden signpost in a forested area with a trail.

Where to stay in Nellysford

Find the best Nellysford areas and neighborhoods for the activities you enjoy most. Learn more about Nellysford
Learn more about Nellysford

Chestnut Springs

Though Chestnut Springs might not have many top sights, you can venture to the surrounding area to see attractions like Wintergreen Resort and Raven's Roost Overlook.

Treeloft

When in Treeloft, you can plan a visit to Wintergreen Resort and Raven's Roost Overlook, some noteworthy sights in the nearby area.

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.

Deer Springs

If you're looking for some top things to see and do in Deer Springs and surrounding area, you can visit Raven's Roost Overlook and Wintergreen Resort.

Laurel Ridge

When in Laurel Ridge, you can plan a visit to Wintergreen Resort and Raven's Roost Overlook, some noteworthy sights in the nearby area.

Wintergreen Condo -Steps to Ski and restaurants

Wintergreen Condo -Steps to Ski and restaurants

Wintergreen Resort VA
$247 nightly
The price is $277 total per night from Oct 6 to Oct 7
$277 total
Oct 6 - Oct 7
Total with taxes and fees
Stay at this condo in Wintergreen. Enjoy free WiFi, laundry facilities, and in-room fireplaces. Popular attractions Wintergreen Resort and Raven's Roost Overlook ...
9.8/10 Exceptional! (38 reviews)
"This well-equipped condo was central to the market and restaurants. We enjoyed the fireplace and the deck."

Reviewed on Sep 29, 2026

Wintergreen Condo -Steps to Ski and restaurants
2br/2ba:  Million Dollar View from Luxury Condo on the Ridge.

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

Roseland VA
$216 nightly
The price is $242 total per night from Oct 6 to Oct 7
$242 total
Oct 6 - Oct 7
Total with taxes and fees
Stay at this condo in Wintergreen. Enjoy laundry facilities, tennis courts, and patios. Popular attractions Wintergreen Resort and Raven's Roost Overlook are ...
9/10 Wonderful! (333 reviews)
"Property was very clean and well laid out. The view is STUNNING! Would definitely stay there again."

Reviewed on Aug 24, 2026

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Cozy Cabin with private HOT TUB!

Cozy Cabin with private HOT TUB!

Nellysford VA
Stay at this cabin in Wintergreen. Enjoy private hot tubs, laundry facilities, and tennis courts. Popular attractions Wintergreen Resort and Raven's Roost Overlook ...
10/10 Exceptional! (50 reviews)
"Nice house/property. Excellent location for nature/breweries."

Reviewed on Sep 5, 2026

Cozy Cabin with private HOT TUB!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Wintergreen Condo -Steps to Ski and restaurants

Wintergreen Condo -Steps to Ski and restaurants

Wintergreen Resort VA
Stay at this condo in Wintergreen. Enjoy free WiFi, laundry facilities, and in-room fireplaces. Popular attractions Wintergreen Resort and Raven's Roost Overlook ...
9.8/10 Exceptional! (38 reviews)
"This well-equipped condo was central to the market and restaurants. We enjoyed the fireplace and the deck."

Reviewed on Sep 29, 2026

Wintergreen Condo -Steps to Ski and restaurants
2br/2ba:  Million Dollar View from Luxury Condo on the Ridge.

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

Roseland VA
Stay at this condo in Wintergreen. Enjoy laundry facilities, tennis courts, and patios. Popular attractions Wintergreen Resort and Raven's Roost Overlook are ...
9/10 Wonderful! (333 reviews)
"Property was very clean and well laid out. The view is STUNNING! Would definitely stay there again."

Reviewed on Aug 24, 2026

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Cozy Cabin with private HOT TUB!

Cozy Cabin with private HOT TUB!

Nellysford VA
Stay at this cabin in Wintergreen. Enjoy private hot tubs, laundry facilities, and tennis courts. Popular attractions Wintergreen Resort and Raven's Roost Overlook ...
10/10 Exceptional! (50 reviews)
"Nice house/property. Excellent location for nature/breweries."

Reviewed on Sep 5, 2026

Cozy Cabin with private HOT TUB!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Stay near popular Nellysford attractions

Things to do

Frequently asked questions

Is Nellysford worth visiting?
Nellysford is worth visiting for its distinct areas like Chestnut Springs, and standout attractions such as Wintergreen Resort and Bold Rock Hard Cider Nellysford Cidery. Travelers can also enjoy a variety of North American and Latin American dining options.
When is the best time to visit Nellysford?
The best time to visit Nellysford is from May through September, when the climate offers pleasant conditions for travelers. For fewer crowds and better value, the quieter months of November through February are a good option, with cooler weather and a more relaxed atmosphere.
Where are the best neighborhoods to explore in Nellysford?
The best neighborhoods to explore in Nellysford depend on what you want to see:

  • Chestnut Springs offers travelers areas like High Ridge, Timbers, and Highridge Court to discover.

What is Nellysford known for?
Nellysford is known for Wintergreen Resort, a popular destination for travelers. It also features the Bold Rock Hard Cider Nellysford Cidery and the Hill Top Berry Farm & Winery, offering local beverages. The area includes neighborhoods like Chestnut Springs, providing a welcoming atmosphere.
What is a good itinerary length for Nellysford?
A good itinerary length for Nellysford is two to three days to enjoy highlights like Wintergreen Resort, Bold Rock Hard Cider Nellysford Cidery, and Hill Top Berry Farm & Winery. For a more relaxed trip, or to explore the Chestnut Springs area and spend more time at the attractions, consider a four to five-day stay.
What are the top things to do in and around Nellysford?
Nellysford offers travelers opportunities for outdoor recreation, local beverage tastings, and scenic golf:


How do I plan a trip to Nellysford?
To plan your trip to Nellysford, search for places to stay, especially in areas like Chestnut Springs. Book flights, rental cars, and activities such as Wintergreen Resort, Bold Rock Hard Cider Nellysford Cidery, or Hill Top Berry Farm & Winery in advance. Remember to pair outdoor plans with indoor backups for weather flexibility.
What cuisines can you find in Nellysford?
In Nellysford, travelers can find Thai cuisine, with dishes like Pad Thai, green curry, Tom Yum soup, and spring rolls. Other available options include North American, Latin American, European, and Italian dishes, offering a variety of flavors for every palate.
Can I book a refundable hotel in Nellysford?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Nellysford by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.
Why book a trip to Nellysford with Expedia?
Expedia makes it easier to plan your Nellysford trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.
Should I stay in a hotel or vacation rental in Nellysford?
The best choice depends on your travel style. Hotels in Nellysford can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.
How can I manage my Nellysford trip on Expedia?
Once you've booked your Nellysford trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.
What if I need help during my Nellysford trip?
Expedia offers customer support before, during, and after your Nellysford trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.
How can Expedia help me plan my first trip to Nellysford?
If it's your first trip to Nellysford, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.
How can I save on my Nellysford hotel booking with Expedia?
Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your Nellysford hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

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