Flexible Routes & Stops
Prefer club soda to wine or cider? Want a shorter ride?
We’re happy to adjust the tour to suit your style.
🚴♀️ Hill Top Wine Loop
Moderate
A Scenic Spin Through Richmond’s Rolling Beauty
Get ready to ride, sip, and soak in the scenery!
The Hill Top Wine Loop is a 20-mile eBike adventure that winds through the peaceful back roads of Richmond, one of the Berkshires' most beloved hidden gems.
🌳 The Journey:
Starting at the serene shores of Richmond Pond, this loop offers a perfect mix of gentle hills, quiet country roads, and sweeping views. Along the way, you’ll cruise through charming local neighborhoods and lush farmland that truly capture the spirit of the Berkshires.
🍷 The Tasty Stop:
We’ll take a break at the historic Hill Top Orchard, a 100-year-old working orchard and winery. You’ll have time to sample their award-winning ciders and wines, explore the farm store, or just enjoy the stunning views from the hilltop. A cheese and Fruit snack is included.
🏡 Hill Top Orchard Info:
Open Daily: 9am – 5pm
Enjoy tastings of local wines and crisp Berkshire-made cider at one of the most scenic orchards in the area.
🌄 Why You’ll Love It:
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Classic Berkshire landscapes around every bend
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A relaxing ride with just the right amount of adventure
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Wine, cider, and gorgeous views = the perfect day out
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Great for couples, friends, and small groups
$99 Per Person
3-4 Hours
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What to Know
Start: Richmond Pond Boat Ramp: Town Beach Rd, Richmond, MA 01254
Length: 22 Miles
Elevation Gain: 2,250 Ft.
Difficulty: Moderate, rolling hills, one steep decent, changing terrain, dirt, gravel, rocky, some fast moving traffic streets