Wintergreen, VA
Travel Guide





Visit Wintergreen
Where to stay in Wintergreen

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.

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.

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

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.

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.

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Very clean, incredible view, jacuzzi tub is absolutely awesome. Remember to bring your own shampoo. Lots of hiking trails of varying difficulty close by. I hope to stay there again
Reviewed on Apr 23, 2026

New Build! Log Cabin with Hot Tub in Wintergreen
Beautiful house! Gorgeous location. Easy access to hiking trails. The host is super helpful and responsive. Highly recommend!!
Reviewed on Apr 9, 2026

Cozy Cabin with private HOT TUB!
We loved being able to bring our dog with us on our long weekend mountain trip. This is an older, but cozy, comfortable and unique cabin high up on a Wintergreen mountaintop, with great views of the sunset from the big bay window and especially from the wonderful hot tub. We also enjoyed making fires ...
Reviewed on Apr 6, 2026

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Very clean, incredible view, jacuzzi tub is absolutely awesome. Remember to bring your own shampoo. Lots of hiking trails of varying difficulty close by. I hope to stay there again
Reviewed on Apr 23, 2026

New Build! Log Cabin with Hot Tub in Wintergreen
Beautiful house! Gorgeous location. Easy access to hiking trails. The host is super helpful and responsive. Highly recommend!!
Reviewed on Apr 9, 2026

Cozy Cabin with private HOT TUB!
We loved being able to bring our dog with us on our long weekend mountain trip. This is an older, but cozy, comfortable and unique cabin high up on a Wintergreen mountaintop, with great views of the sunset from the big bay window and especially from the wonderful hot tub. We also enjoyed making fires ...
Reviewed on Apr 6, 2026
Popular places to visit

Wintergreen Resort
Hit the slopes in Wintergreen with a visit to Wintergreen Resort. Discover the mountain views and top-notch restaurants in this vibrant area.
Bold Rock Hard Cider Nellysford Cidery
You can take time to visit Bold Rock Hard Cider Nellysford Cidery during your travels to Wintergreen. Discover the mountain views in this family-friendly area, or seek out the ski slopes.
Stoney Creek Golf Course
Enjoy a round of golf in Wintergreen at Stoney Creek Golf Course. Discover the mountain views and top-notch restaurants in this vibrant area.
Things to do

Shenandoah National Park Self-Guided Driving Audio Tour

Blue Ridge Parkway Virginia Self-Guided Audio Tour
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- Hotels near Treeloft
- Hotels near Wintergreen Resort
- Hotels near Hill Top Berry Farm & Winery
- Hotels near Laurel Ridge
- Hotels near Chestnut Springs
- Hotels near Deer Springs
- Hotels near Raven's Roost Overlook
- Hotels near Reids Gap Trailhead
- Hotels near Flying Fox Vineyard
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- Hotels near Fortune's Cove Preserve
- Hotels near Sherando Lake Recreation Area
- Hotels near Silverback Distillery
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- Avon Hotels
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- Condo Rentals in Massies Mill
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- Massies Mill Hotels
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- Faber Hotels
- Cabin Rentals in Faber
- B&B in Faber
- Apartments in Faber
- Family Hotels in Faber
- Condo Rentals in Faber
- Chalets in Faber
- Resorts in Faber
- Bold Rock Hard Cider Nellysford Cidery
- Visit Nellysford
- Stoney Creek Golf Course
- Hill Top Berry Farm & Winery
- Wintergreen Resort
- Raven's Roost Overlook
- Reids Gap Trailhead
- Flying Fox Vineyard
- Fortune's Cove Preserve
- Silverback Distillery
- Visit Tyro
- Tyro Vacations
- Delfosse Vineyards and Winery
- Mountain Cove Vineyards
- Visit Lovingston
- Cardinal Point Vineyard and Winery
- Lovingston Vacations
- Visit Massies Mill
- Afton Mountain Vineyards
- Visit Faber
- Massies Mill Vacations
- Veritas Vineyard and Winery
- Faber Vacations
- Wintergreen Resort
- Bold Rock Hard Cider Nellysford Cidery
- Stoney Creek Golf Course
- Raven's Roost Overlook
- Shenandoah National Park
- James River
- Walton's Mountain Museum
- George Washington National Forest
- Blue Ridge Parkway North Entrance
- Rockfish Gap Entrance Shenandoah
- Mary Baldwin College
- Crabtree Falls
- American Shakespeare Center
- Veritas Vineyard and Winery
- Sherando Lake Recreation Area
- Factory Antique Mall
- Frontier Culture Museum
- Pippin Hill Farm & Vineyards
- Oak Ridge Estate
- Lovingston Winery
- King Family Vineyards
- The Woodrow Wilson Presidential Library
- Afton Mountain Vineyards
- Gypsy Hill Park
- Basic City Beer Co.
- Hill Top Berry Farm & Winery
- Virginia Blue Ridge Railway Trail
- Silverback Distillery



