← The Weekend Getaways
🏛️ CulturalDay trip · from Boston, MA

Vineyard Harvests & Countryside Charm

Experience the magic of handpicked grape harvests while savoring authentic wine and countryside warmth at a charming Massachusetts vineyard.

Day 1 — Vandervalk Farm & Winery
Day 1Vandervalk Farm & Winery

Day 1Vandervalk Farm & Winery

🚗 2 hr 22 min driving📍 4 stops
🌅
Morning
🚗
Drive
Boston, MAVandervalk Farm & Winery
57 min8:00 AM8:57 AM
Vandervalk Farm & Winery
Vandervalk Farm & Winery
4.9
Escape to rolling vineyards and rustic charm while sampling locally-produced wines and experiencing farm-to-table dining that celebrates regional agricultural heritage.
🍽️
Lunch
🍽️ Lunch9:57 AM
Depot Street Tavern
Depot Street Tavern
A locals' pub in a converted railway depot — straightforward American food and cold drafts in a relaxed setting that suits any road trip.
4.6Restaurant📍 Maps →
4 options · tap to switch
☀️
Afternoon
🚗
Drive
Vandervalk Farm & WineryPurgatory Chasm State Reservation
15 min12:00 PM12:15 PM
Purgatory Chasm State Reservation
Purgatory Chasm State Reservation
4.8
Hike through a dramatic quartzite canyon carved by glaciers, navigating rocky trails and scrambling over boulders while towering cliff walls frame views of native oak and pine forests.
🌙
Evening
🚗
Drive
Purgatory Chasm State ReservationAlicante Restaurant & Lounge
13 min5:00 PM5:13 PM
Alicante Restaurant & Lounge
Alicante Restaurant & Lounge
4.6
Immerse yourself in Spanish culinary traditions and Mediterranean culture through authentic cuisine and vibrant ambiance that transports you across the Atlantic without leaving Massachusetts.
🚗
Drive
Alicante Restaurant & LoungeBoston, MA
57 min6:13 PM7:10 PM
Plan your own escapeExplore more trips →