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Day 5Sun, Aug 30, 2026

Williamsburg → Waynesboro (Blue Ridge)

James River plantations, wineries, orchards, distillery, then onto the Blue Ridge Parkway to the Iris Inn.

26

Stops

6h 50m

Drive

252

Miles

$46

Fuel

Tourist Info (PDF)

Original itinerary PDF

View PDF

The Route

Stop by Stop

  1. 1

    The Williamsburg Inn

    138 Francis St E, Williamsburg, VA

    Pick up the VA250 passport

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    4 miles
  2. 2

    Five Forks Cafe

    4456 John Tyler Hwy, Williamsburg, VA

    📞 (757) 221-0484🔗 Website

    Hours: 7–2

    Documents (0)

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    17 miles
  3. 3

    Sherwood Forest Plantation

    14501 John Tyler Memorial Hwy, Charles City, VA

    📞 (804) 829-5377🔗 Website

    Drive-by

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    12 miles
  4. 4

    Berkeley Plantation

    12602 Harrison Landing Rd, Charles City, VA

    📞 (888) 466-6018🔗 Website

    Drive-by

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    0 miles
  5. 5

    Jamieson Malcolm

    12602 Harrison Landing Rd, Charles City, VA

    📞 (804) 829-6018🔗 Website

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    5 miles
  6. 6

    Shirley Plantation

    501 Shirley Plantation Rd, Charles City, VA

    📞 (800) 232-1613🔗 Website

    Drive-by

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    27 miles
  7. 7

    BJ's Wholesale Club

    7260 Bell Creek Rd, Mechanicsville, VA

    📞 (804) 559-9554🔗 Website

    Gas up • Gas 6:30, Store 8 AM

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    26 miles
  8. 8

    Goochland Safety Rest Area

    I-64 W, Rockville, VA

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    14 miles
  9. 9

    Grayhaven Winery

    4675 E Grey Fox Cir, Gum Spring, VA

    📞 (804) 556-3917🔗 Website

    Hours: 11–5

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    7 miles
  10. 10

    Winery on the Ridge

    5061 Broad St Rd, Louisa, VA

    📞 (804) 519-8317🔗 Website

    Hours: 11–5

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    29 miles
  11. 11

    Cunningham Creek Winery

    3304 Ruritan Lake Rd, Palmyra, VA

    📞 (434) 207-3907🔗 Website

    Hours: 12–6

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    11 miles
  12. 12

    The Market at Scottsville

    153 James River Rd, Scottsville, VA

    📞 (434) 286-2309🔗 Website

    Gas stop

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    21 miles
  13. 13

    Apple Shed

    14815 Thomas Nelson Hwy, Lovingston, VA

    📞 (434) 263-8843🔗 Website

    Hours: 10 – 5:30

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    4 miles
  14. 14

    Virginia Distillery Company

    299 Eades Ln, Lovingston, VA

    📞 (434) 285-2900🔗 Website

    Hours: 12–5 • Select 4 $20 / Select 6 $30

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    11 miles
  15. 15

    Seamans Orchard

    415 Dark Hollow Rd, Roseland, VA

    📞 (434) 277-8130🔗 Website

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    17 miles
  16. 16

    Montebello Country Store

    15072 Crabtree Falls Hwy, Vesuvius, VA

    📞 (540) 377-2650🔗 Website

    Bathroom before Blue Ridge Parkway

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    2 miles
  17. 17

    Blue Ridge Parkway Entrance

    Drive 33 miles on the parkway

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    2 miles
  18. 18

    12 Ridges Vineyard

    24981 Blue Ridge Pkwy, Vesuvius, VA

    📞 (434) 996-4252🔗 Website

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    2 miles
  19. 19

    Bald Mountain Overlook

    Blue Ridge Pkwy, Milepost 23.0, Raphine, VA

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    11 miles
  20. 20

    Raven's Roost Overlook

    Blue Ridge Parkway, Lyndhurst, VA

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    4 miles
  21. 21

    Humpback Rocks

    Blue Ridge Pkwy, Lyndhurst, VA

    📞 (540) 943-4716🔗 Website

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    0 miles
  22. 22

    Humpback Rocks Visitor Center

    5846 Blue Ridge Parkway, Waynesboro, VA

    📞 (540) 943-4716🔗 Website

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    5 miles
  23. 23

    Afton Overlook

    Virginia

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    0 miles
  24. 24

    Rockfish Gap Tourist Info Center

    130 Afton Cir, Lyndhurst, VA

    📞 (540) 943-5187🔗 Website

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    6 miles
  25. 25

    The Fishin' Pig

    117 Apple Tree Ln, Waynesboro, VA

    📞 (540) 943-3474🔗 Website

    Hours: 11–9

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    3 miles
  26. 26

    Iris Inn

    191 Chinquapin Dr, Waynesboro, VA

    📞 (540) 943-1991🔗 Website

    Garden Path Cottage • Breakfast 8–10

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Driving Guide

Blue Ridge Parkway Road Trip: Must-See Stops in Virginia

The Virginia stretch of the Blue Ridge Parkway between Vesuvius and Waynesboro is one of the most scenic drives in the country. Plan on unhurried driving — the parkway speed limit is 45 mph and overlooks are worth the pull-over. Here are the must-see stops on this segment of our itinerary.

  • 12 Ridges Vineyard (Milepost 20)

    A mountaintop tasting room with sweeping Blue Ridge views — the perfect entry point after climbing up from Vesuvius.

  • Bald Mountain Overlook (Milepost 23)

    An easy roadside pull-off with a wide-open panorama of the Shenandoah Valley.

  • Raven's Roost Overlook

    One of the most-photographed overlooks on the parkway. Come in the late afternoon for the best light on Torry Ridge.

  • Humpback Rocks & Visitor Center

    Stretch your legs on the short (but steep) hike to the Humpback Rocks summit, or explore the restored 1890s mountain farm at the visitor center.

  • Virginia Distillery Company (nearby, off-parkway)

    A worthwhile detour in Lovingston for an American single-malt tasting flight before you rejoin the parkway.

  • Afton Overlook & Rockfish Gap

    The northern gateway to this stretch — grab a map at the Rockfish Gap Tourist Information Center before heading down into Waynesboro.