🏛️ CulturalWeekend · from Orlando, FL

Heritage Halls & Vineyard Vines

Discover centuries of charm and award-winning wines in a perfect blend of historic exploration and vineyard indulgence.

Day 1 — Heritage VillageDay 2 — Sparacia Witherell Family Winery & Vineyards
Day 1 — Heritage Village

Day 1 — Heritage Village

🚗 2 hr 27 min driving📍 4 stops
🌅
Morning
🚗
Drive
Orlando, FL → Heritage Village
1 hr 49 min8:00 AM → 9:49 AM
Heritage Village
Heritage Village
★ 4.8
Indoor & outdoor museum featuring exhibits about local history, live reenactments & a library.
9:49 AM📍 See location
☀️
Afternoon
🚗
Drive
Heritage Village → John's Pass Village & Boardwalk
19 min12:00 PM → 12:19 PM
John's Pass Village & Boardwalk
John's Pass Village & Boardwalk
★ 4.6
12:19 PM📍 See location
🌙
Evening
🚗
Drive
John's Pass Village & Boardwalk → The Original Crabby Bill's
19 min5:00 PM → 5:19 PM
The Original Crabby Bill's
The Original Crabby Bill's
★ 4.4
5:19 PM📍 See location
🛏️
Find lodging near Heritage Village
Book somewhere to sleep before Day 2 — search hotels or Airbnb in the Heritage Village area.
Day 2 — Sparacia Witherell Family Winery & Vineyards

Day 2 — Sparacia Witherell Family Winery & Vineyards

🚗 3 hr 12 min driving📍 3 stops
🌅
Morning
🚗
Drive
Heritage Village → Sparacia Witherell Family Winery & Vineyards
1 hr 26 min8:00 AM → 9:26 AM
Sparacia Witherell Family Winery & Vineyards
Sparacia Witherell Family Winery & Vineyards
★ 4.5
Experience hand-crafted wines and scenic vineyard views in a charming countryside setting perfect for a relaxing weekend getaway from Orlando.
9:26 AM📍 See location
☀️
Afternoon
🚗
Drive
Sparacia Witherell Family Winery & Vineyards → May-Stringer House
10 min12:00 PM → 12:10 PM
May-Stringer House
May-Stringer House
★ 4.7
Step back in time exploring this meticulously preserved historic mansion that showcases authentic period architecture and fascinating stories of Florida's cultural heritage.
12:10 PM📍 See location
🌙
Evening
🚗
Drive
May-Stringer House → Majestic Oaks Restaurant
7 min5:00 PM → 5:07 PM
🍽️ Dinner5:07 PM
✓ In your plan★ 4.9
Majestic Oaks Restaurant
Savor elevated regional cuisine in an elegant atmosphere while surrounded by the natural beauty of ancient oak trees and lush landscapes.
📍 See location →
↕ Swap with
🚗
Drive
Majestic Oaks Restaurant → Orlando, FL
1 hr 29 min6:07 PM → 7:36 PM
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