Things To Do
in Bennington
Bennington is a historic town in southwestern Vermont, set along the Walloomsac River and framed by the Green Mountains. Its centerpiece is the towering Bennington Battle Monument, surrounded by a walkable downtown with brick storefronts, shops, and eateries. The town blends Revolutionary War history with farm-to-table dining and easy access to outdoor recreation.
Each season brings distinct charm, from autumn foliage to winter snows and spring greenery.
Day Trips
Spend a day exploring around
Arrive in Bennington and check into your cozy accommodation. Take a leisurely stroll around the picturesque downtown area, soaking in the charming architecture and small-town vibe. Stop by a local café for a hearty breakfast to fuel your day ahead.
Visit the Bennington Museum to learn about the town’s rich history and its connection to American art. Explore the nearby Bennington Battle Monument, where you can climb to the top for panoramic views of the surrounding Green Mountains. Enjoy a light lunch at a local eatery, sampling some quintessential Vermont cuisine.
Dinner at a farm-to-table restaurant will provide an authentic taste of Vermont's local produce. Afterward, you might catch a live music performance or a community event at a local venue. Wind down your evening with a peaceful walk through the town to enjoy the stars twinkling above.
Start your day with a hike in the nearby Green Mountain National Forest to immerse yourself in the stunning natural surroundings. The scenic trails will offer breathtaking views and a chance to connect with nature. Pack a picnic breakfast to enjoy amidst the beauty of the great outdoors.
After your hike, visit the Robert Frost Stone House Museum, where the famous poet resided. Enjoy a guided tour and learn about special features of his life and work. Head back to town for a leisurely lunch, then explore the local art galleries showcasing works by regional artists.
Dine at a historical inn known for its rustic charm and delicious menu. Participate in a storytelling evening, where locals share tales of Bennington's past. Cap the night with dessert at a nearby ice cream shop, a perfect way to end a delightful day.
Prices
| Item | Price |
|---|---|
| 🍔Meal at inexpensive restaurant | $12-18 |
| 🏨Hotel night | $120-180 |
| ☕Cup of coffee | $3-5 |
| 🛒Groceries (weekly) | $60-120 |
| 🚗Gasoline (per gallon) | $3.50-4.50 |
Strengths and Weaknesses
- Rich Revolutionary War history and charming small-town ambiance
- Strong access to outdoor recreation and scenic drives in the Green Mountains
- Limited nightlife and fewer big-city amenities
- Some attractions are seasonal and may have reduced hours in winter
Places to Visit in Bennington
Visit one of these nice places.
Iconic tower offering sweeping views of the valley and surrounding foothills; best photographed at sunrise or sunset.
Brick storefronts and quaint architecture provide classic New England street photography moments.
Scenic riverside scenes with reflections and seasonal foliage; great for golden-hour shots.
Historic church with distinctive architecture and a peaceful campus setting for architectural photography.
Open spaces and monuments offer opportunity for landscape and commemorative photography.
Food in Bennington
Bennington Famous Food
Signature dishes, delicacies and famous food
A seasonal entrée featuring locally sourced meat or vegetables glazed with pure maple syrup and served with roasted root vegetables.
Must-Try!
A creamy, cheddar-forward soup often served with croutons; a comforting staple at hearty Vermont eateries.
Desserts that showcase local apples and maple syrup, such as maple apple cake or caramelized apple tarts.
Food Markets
Explore local food markets
Seasonal market offering local produce, dairy, maple products, and baked goods; great for snacks and picnic supplies.
Weather
How to Behave
Tips on cultural norms and respectful behavior
Vermont residents are typically polite and helpful; a simple hello and a smile go a long way.
Support local farms and be mindful of private property when exploring rural areas.
Safety
Tipping in Bennington
Ensure a smooth experience
In restaurants and bars, a tip of 15–20% of the total before tax is standard for good service.
Major credit and debit cards are widely accepted; cash is always welcome. Many places also accept mobile payments.
Best Time to Visit
And what to expect in different seasons...
Mild days with blooming trees and growing greenery; pack layers for cool mornings and warm afternoons.
Warm, often humid days with abundant outdoor events; stay hydrated and plan outdoor activities for early mornings or evenings.
Peak foliage season with vibrant colors; perfect for scenic drives and photography, but accommodations can fill up quickly.
Cold, snowy conditions with opportunities for winter sports; dress warmly and be prepared for occasional travel delays.
Bennington at Night
Hiking in Bennington
Immerse in an unforgettable hike.
Forest trails circling Grout Pond, a relatively moderate day hike with water views.
A scenic ascent with rewarding overlook points; suitable for intermediate hikers.
Classic Green Mountain ascent with panoramic vistas; a longer day hike or scenic drive options available.
Airports
How to reach Bennington by plane.
A regional airport about 25–30 miles from Bennington with limited domestic flights and general aviation services.
A major eastern gateway about 60 miles east offering extensive domestic and some international flights.
A larger hub located roughly 120 miles south, with broad flight options and frequent service.
A regional option in southern New Hampshire, about a 2-hour drive, with several domestic connections.
Walkability
Demographics
Explore demographics in this area.
A family-friendly town with schools, parks, and community events.
Older population presence with a slower pace and cultural amenities.
Nearby colleges in the region contribute to a campus vibe and seasonal activities.
Popular Sports
Explore popular sports in region.
Nearby resorts (e.g., Mount Snow) draw locals and visitors for winter sports.
Varied terrain in the Green Mountains makes hiking a year-round draw.
Several scenic courses in the region offer seasonal play.
Traffic
Accomodations
Find the best place to stay when visiting Bennington.
Dietary Restrictions
Tips for restricted diets.
Look for farm-to-table spots and menus labeled ‘vegetarian’ or ask for meat-free preparations; many places offer meatless mains and veggie sides.