Explore the Scenic Bennington Area Trail System
Discover the beauty and adventure of the Bennington Area Trail System, where scenic trails weave through Vermont's stunning landscapes and rich history.
The Bennington Area Trail System offers a multitude of outdoor experiences, perfect for nature lovers and adventure seekers. With its diverse trails, stunning landscapes, and rich history, this area is a must-visit for tourists looking to immerse themselves in Vermont's natural beauty.
A brief summary to Bennington Area Trail System
- Bennington, Vermont, 05201, US
- Visit website
Local tips
- Visit during the fall for breathtaking autumn foliage.
- Pack a picnic to enjoy at one of the scenic overlooks along the trails.
- Bring plenty of water and snacks, especially for longer hikes.
- Check the trail maps available at the trailhead for the best routes.
- Consider visiting during weekdays to avoid larger crowds.
Getting There
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Walking
If you're starting from the Bennington Museum (75 Main Street, Bennington, VT 05201), exit the museum and head south on Main Street. Continue walking straight for about 0.5 miles until you reach the intersection with Vermont Route 7A. Turn left onto 7A and continue walking for approximately 0.3 miles. You will see the entrance to the Bennington Area Trail System on your right. The trails are accessible directly from this entrance.
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Biking
Rent a bike from a local shop in downtown Bennington, such as Bennington Bike Rentals. Start your ride at the shop and head south on Main Street. After about 0.5 miles, make a left onto Vermont Route 7A. Continue along Route 7A for about 0.3 miles until you find the entrance to the Bennington Area Trail System on your right. Enjoy the ride on the trails once you arrive.
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Public Transport
From the Bennington Public Library (101 Silver Street, Bennington, VT 05201), walk to the nearest bus stop located on Main Street. Take the Green Mountain Express bus towards Manchester and disembark at the stop near the Bennington Area Trail System (you may need to ask the driver for the exact stop). After getting off the bus, walk down the path towards the entrance of the trail system, which is approximately a 5-minute walk from the stop.
Discover more about Bennington Area Trail System
Iconic landmarks you can’t miss
Bennington Area Trail System
0.0 km
Discover the beauty and adventure of the Bennington Area Trail System, where scenic trails weave through Vermont's stunning landscapes and rich history.
Everett Mansion at Southern Vermont College
0.4 km
Explore the enchanting Everett Mansion at Southern Vermont College, a historic venue surrounded by nature, perfect for weddings and unforgettable events.
Monument House
0.8 km
Discover the charm of Bennington at Monument House, your serene guest house retreat in Vermont's picturesque landscape.
Southwestern Vermont Medical Center
1.1 km
Discover compassionate care and advanced medical services at Southwestern Vermont Medical Center in the heart of Bennington, Vermont.
Four Chimneys Inn & Restaurant
1.4 km
Discover the charm of Four Chimneys Inn & Restaurant in Bennington, Vermont—a perfect blend of historic elegance and exquisite dining.
Monument Arts & Cultural Center
1.5 km
Experience the heartbeat of Bennington's arts scene at the Monument Arts & Cultural Center, where live music and community come together.
"Old First" Congregational Church
1.5 km
Discover the captivating Old First Congregational Church in Bennington, Vermont, a historic site showcasing exquisite Gothic Revival architecture and community spirit.
Elm Street Market
1.6 km
Discover Elm Street Market in Bennington, Vermont, for delightful sandwiches and artisanal coffee in a cozy atmosphere that captures local charm.
Catamount Statue, site of historic Catamount Tavern
1.7 km
Discover the Catamount Statue in Old Bennington, a historic landmark symbolizing Vermont's revolutionary past amidst beautiful surroundings.
SOUTH SHIRE a Little Hotel
1.8 km
Experience the cozy charm of South Shire Inn in Bennington, Vermont, where warm hospitality meets stunning landscapes and rich local history.
1768 Hubbell Homestead at Colgate Park
1.8 km
Discover the enchanting 1768 Hubbell Homestead at Colgate Park, a picturesque wedding venue blending history and natural beauty in Vermont.
Colgate Park
1.9 km
Explore the artistic beauty and serene landscapes of Colgate Park in Bennington, Vermont—a perfect retreat for art lovers and nature enthusiasts.
Bennington Avocado pit
2.0 km
Discover the fresh and vibrant flavors of the Bennington Avocado Pit, where healthy eating meets delicious creativity in the heart of Vermont.
Farm Road Brewing
2.1 km
Experience the craft of brewing at Farm Road Brewing in Bennington, Vermont, with locally inspired beers in a welcoming atmosphere.
Lil' Britain
2.1 km
Experience authentic British fish and chips at Lil' Britain in Bennington, Vermont, where tradition meets delightful flavors in a cozy atmosphere.
Unmissable attractions to see
Old Bennington Historic District
1.6 km
Discover the rich history and architectural beauty of Old Bennington Historic District, a charming and serene destination in Vermont.
Bennington Museum
1.6 km
Explore the Bennington Museum, where Vermont's rich art and history come together in a captivating cultural experience for every visitor.
Bennington Museum's Lincoln Statue
1.6 km
Explore the Bennington Museum's Lincoln Statue, a tribute to Abraham Lincoln's legacy amidst the charming Vermont landscape.
Seth Warner Statue
2.0 km
Explore the Seth Warner Statue in Bennington, Vermont – a historical landmark honoring the Revolutionary War hero amidst stunning natural beauty.
One World Conservation Center
2.0 km
Discover the tranquility and beauty of One World Conservation Center, a premier hiking destination in Bennington, Vermont, perfect for nature lovers.
Downtown Bennington Historic District
2.0 km
Discover the rich history and charming architecture of Downtown Bennington Historic District, a treasure trove of Vermont's past.
Village Garage Distillery
2.0 km
Experience the art of craft distilling at Village Garage Distillery in Bennington, Vermont, where tradition meets innovation in every sip.
Bennington Battle Monument
2.1 km
Explore the iconic Bennington Battle Monument, a historic tribute to the Revolutionary War, offering stunning views and rich historical insights.
Norman and Selma Greenberg Conservation Reserve
2.1 km
Explore the serene landscapes and rich biodiversity of Norman and Selma Greenberg Conservation Reserve, a must-visit nature preserve in Vermont.
The Dollhouse and Toy Museum of Vermont
2.4 km
Explore the enchanting world of dollhouses and vintage toys at The Dollhouse and Toy Museum of Vermont, a whimsical journey for all ages.
Vermont Veterans Home Deer Park
2.5 km
Explore the tranquil Vermont Veterans Home Deer Park, a serene escape with scenic landscapes, duck ponds, and a tribute to our veterans.
Bennington Potters
2.6 km
Discover the beauty of handcrafted pottery and unique home goods at Bennington Potters in Vermont, where artistry meets tradition.
White Rocks
3.8 km
Explore White Rocks, a premier hiking destination in Bennington, Vermont, featuring stunning views, diverse trails, and a serene natural environment.
Silk Road Covered Bridge
4.3 km
Discover the breathtaking Silk Road Covered Bridge in Bennington, Vermont, a historic gem offering stunning views and a glimpse into the region's past.
Paper Mill Village Bridge
4.8 km
Explore the historic Paper Mill Village Bridge in Bennington, Vermont – a picturesque spot blending history, nature, and stunning views.
Essential places to dine
TAAN Cuisine of siam
1.8 km
Discover authentic Thai flavors at TAAN Cuisine of Siam in Bennington – a culinary gem offering traditional dishes in an inviting setting.
Sunny Side Diner
1.9 km
Experience hearty breakfasts and friendly service at Sunny Side Diner in Bennington, Vermont - where every meal feels like home.
Krispy Krunchy Chicken
2.0 km
Savor the crispy goodness of Krispy Krunchy Chicken in Bennington - where comfort food meets affordability.
Union South Bar & Provisions
2.0 km
Experience authentic American cuisine at Union South Bar & Provisions in Bennington, Vermont—where comfort meets culinary creativity.
Your Belly's Deli
2.1 km
Discover delectable sandwiches and warm hospitality at Your Belly's Deli in scenic Bennington, Vermont – an essential stop for every food-loving traveler.
Street Eats
2.2 km
Discover the heart of American cuisine at Street Eats in Bennington - where comfort food meets local flavors.
The angry egg two
2.2 km
Discover delightful breakfast and brunch at The Angry Egg Two in Bennington - where local flavors meet cozy dining.
Lucky Dragon
2.2 km
Discover Lucky Dragon in Bennington: A haven for authentic Chinese cuisine offering delightful flavors and welcoming ambiance.
Vermont Grill
2.2 km
Experience authentic Vermont flavors at Vermont Grill in Bennington – where local ingredients meet warm hospitality.
Subway
2.4 km
Discover deliciously fresh sandwiches at Subway in Bennington - where taste meets convenience during your Vermont adventure.
Blue Benn
2.4 km
Discover Blue Benn in Bennington - A beloved breakfast diner offering delicious meals in a charming retro atmosphere.
The Grille at Mount Anthony Country Club
2.5 km
Experience delightful American cuisine amidst breathtaking views at The Grille at Mount Anthony Country Club.
Donovan's
2.8 km
Experience Vermont hospitality at Donovan's Pub in Bennington – where delicious food meets a vibrant atmosphere.
1761 Bistro
2.9 km
Experience the taste of Vermont at 1761 Bistro in Bennington – where local ingredients meet culinary artistry.
KFC
2.9 km
Discover comfort food at KFC in Bennington - where Southern-style fried chicken meets Vermont hospitality!
Markets, malls and hidden boutiques
Paula's Rock Shop & Weaving Workshop
1.9 km
Explore Paula's Rock Shop & Weaving Workshop in Bennington, VT for unique gifts, artisan crafts, and a glimpse into local artistry.
Bennington Community Market
1.9 km
Discover unique local products and fresh groceries at Bennington Community Market, a vibrant hub in Vermont's charming town.
305 South
2.0 km
Discover the convenience and charm of 305 South, your essential stop for groceries, gas, and local treasures in Bennington, Vermont.
Sose Art Gallery
2.0 km
Explore contemporary and traditional works at Sose Art Gallery, a vibrant hub for local artists in Bennington, Vermont.
Jay's Art Shop & Frame Gallery
2.0 km
Explore creativity at Jay's Art Shop & Frame Gallery in Bennington, offering a wide range of art supplies and custom framing services.
Bennington Bookshop
2.0 km
Explore the quaint Bennington Bookshop, a treasure trove of literature in the heart of Vermont, perfect for book lovers and casual readers alike.
Corner Market
2.0 km
Discover local flavors and essentials at Corner Market, a charming convenience store in Bennington, Vermont, perfect for travelers and locals alike.
The Coffee Bar
2.0 km
Discover the inviting warmth of The Coffee Bar in Bennington, where every cup of coffee is a taste of local charm.
Apple Barn Country Bake Shop
2.1 km
Experience the best of Vermont at Apple Barn Country Bake Shop, where fresh produce and delicious baked goods create a delightful culinary escape.
A Kind Place
2.1 km
Discover a treasure trove of unique gifts and exquisite glassware at A Kind Place, the ultimate boutique experience in Bennington, Vermont.
Thrifted Boutique
2.1 km
Discover unique treasures at Thrifted Boutique in Bennington, Vermont, where every item tells a story and sustainability meets style.
13 Moons
2.1 km
Explore 13 Moons in Bennington, Vermont, a unique metaphysical supply store offering a vast array of spiritual tools, crystals, and community events.
Monument Vintage Antiques and Collectables
2.1 km
Uncover unique vintage treasures at Monument Vintage Antiques and Collectables in Bennington, Vermont - a collector's paradise filled with history.
The Gift Garden, Florist and Gifts
2.1 km
Explore The Gift Garden in Bennington, Vermont for unique gifts, stunning floral arrangements, and delightful home goods that capture the essence of the region.
Exotic Clouds smoke Shop
2.1 km
Discover top-quality vaporizers and accessories at Exotic Clouds Smoke Shop in Bennington, Vermont - your one-stop shop for all vaping needs.
Essential bars & hidden hideouts
Purple Pub
17.9 km
Experience the warmth of community and delicious grilled cuisine at Purple Pub in Williamstown, the perfect spot for food lovers and socializers.
The Barn Kitchen & Bar
18.1 km
Discover the delightful flavors and warm ambiance of The Barn Kitchen & Bar, a must-visit restaurant in Williamstown, MA.
Water Street Grill
18.2 km
Experience the best of grill cuisine at Water Street Grill in Williamstown, where freshness meets flavor in a cozy atmosphere.
Mezze Bistro + Bar
19.3 km
Experience the exquisite Mediterranean-inspired cuisine and warm ambiance at Mezze Bistro + Bar in Williamstown, MA, a perfect culinary escape.
Trail House Kitchen & Bar
19.5 km
Discover the flavors of American grill cuisine in a cozy atmosphere at Trail House Kitchen & Bar in North Adams, a must-visit for food lovers.
6 House Pub
19.6 km
Discover the flavors of New England at 6 House Pub in Williamstown, where every meal is a celebration of local ingredients and craft brews.
Mingo's Sports Bar & Grill
20.1 km
Discover Mingo's Sports Bar & Grill in North Adams, MA – A lively spot for sports, delicious American cuisine, and unforgettable moments.
The Mohawk Tavern
20.9 km
Discover the charm of The Mohawk Tavern, a cozy bar and restaurant in North Adams, offering delicious food and a welcoming atmosphere for all.
PUBLIC eat+drink
21.0 km
Experience contemporary New American dining at PUBLIC eat+drink, a gastropub in North Adams known for its locally sourced ingredients and inviting atmosphere.
Freight Yard Pub
21.2 km
Experience the vibrant atmosphere and delectable cuisine at Freight Yard Pub, the perfect dining destination in North Adams, MA.
Key West Lounge
21.4 km
Discover the vibrant atmosphere of Key West Lounge in North Adams, where expertly crafted cocktails meet a welcoming ambiance for the perfect evening out.
State Street Tavern
21.4 km
Experience the vibrant nightlife at State Street Tavern in North Adams, where great drinks and karaoke fun await you in a friendly atmosphere.
Craft Food Barn
22.3 km
Explore North Adams, MA, with a taste of local cuisine at Craft Food Barn, your go-to spot for delicious and affordable takeout meals.
Wigwam Western Summit
23.0 km
Explore Wigwam Western Summit in North Adams – a perfect blend of gifts, café delights, and rustic charm amidst breathtaking scenery.
The Bullwheel
26.4 km
Discover The Bullwheel in West Dover, a perfect blend of relaxation and flavor in a cozy bar setting, ideal for unwinding after outdoor adventures.
