Dog walking in Bennington

Book on demand and scheduled walks with local dog walkers

How it works

Flexible scheduling

Select the date and time that best suit your needs. Want a walk ASAP? We’ve got you covered.

Customized for your pup

Choose between a 20-minute, 30-minute, or 60-minute stroll for your dog.

Follow along

Track your walk with our live GPS tracker, then view your detailed report card after the walk.

What is Wag!?

Wag! is the nation's fastest-growing network of pre-screened and insured pet sitters and dog walkers. In less than 15 minutes you can book a nearby dog sitter, daycare provider, or dog walker, who'll take complete care of your loved one - at their place or yours.

Book walkers near you

Dog Walking in Bennington

Pooch-friendly Bennington is known for its colleges, as well as for manufacturing, particularly wood products, pottery and textiles. There are historic downtown areas and monuments, but of most interest to your fur-pup is the abundance of natural resources, including parks and trails that lie within the town and its surrounding communities. There are also at least three veterinarians in Bennington that are available to help an ailing or injured pup get better fast. 

The trails on the One World Conservation Center Reserve total about 2 miles, and pups are welcome to join their humans for an easy hike through wetlands, forest and meadows. Just a mile from downtown, this easily accessible hike with free parking at the trailhead features a boardwalk spur leading to a beaver home, while another spur takes you across a meadow to the barn of the old dairy farm this once was. Fido will be entranced by the abundant wildlife in the meadow, and in the amphibians you'll see as you cross the wooden footbridge over Jewett Brook. An old trolley line trail provides pawsome views across the wetlands and meadow, and provides access to a grassy knoll where you and your fur-pup can take a breather. In the woods, on the The Birch Overlook Trail, you’ll be able to see across to Mt Anthony and the kettle pond below. This pawrrific walk is just waiting for you and your furry bestie to enjoy!

Whether you’re a resident of Bennington or just visiting, there are woofderful activities you can share with your pup, so get out there!

Best Dog Neighborhoods in Bennington

Bennington Town Center

48
Population Density
2,999 per sq. mi.

Bennington Town Center

48

The Bennington Town Walks are self-guided walking tours through Bennington’s downtown area, past museums and monuments, that you can share with your leashed fur-pup. One, the Bennington Museum Trail, also known as the George Aiken Wildflower Trail, traverses the Museum’s Hadwen Woods. This is actually a series of 4 trails meandering through 6 acres along Jennings Brook and features at least 300 wildflower species and ferns. Another short route follows the Walloomsac River with an easy level route that features benches dotting the path where you and Fido can sit and contemplate the river and its denizens. With several more walks available, you can keep coming back for more! If walking makes you hungry, head over to The Publyk House’s deck where you’ll find tables and chairs pawrfect for a lunch or dinner of American favorites served with New England hospitality. Or choose one of the outdoor tables a Ramunto’s Brick Oven Pizza, where pizza may be the main menu item, but you can also choose sandwiches, pasta dishes. Something for everyone!

Harwood Hill Rd/ Houghton Ln

36
Population Density
233 per sq. mi.

Harwood Hill Rd/ Houghton Ln

36

This neighborhood of Bennington is home to Willow Park, a multi-use park featuring ball fields, tennis courts and a huge playground for the humans. There's also an easy, paved trail that loops around the park and is pawrfect for a stroll with Fido! This neighborhood is where you’ll find the trailhead of the White Rocks Trail, where you and the pup can climb to the top of Bald Mountain to a rocky overlook for viewing the valley. The trail is home to many animals and birds to keep Fido's interest, but this is a challenging hike of over 7 miles, so be sure to reserve it for a full day and bring plenty of hiking safety gear, including lots of water. 

North Bennington

24
Population Density
165 per sq. mi.

North Bennington

24

This neighborhood, which encompasses Bennington College, is where you’ll find the dog-friendly Bennington College Trail, a multi-use path that meanders through fields, up hills and into the forestland surrounding the college. A furbulously easy hike for you and your fur-baby, you may encounter bicyclists on the path, but you most certainly will encounter lots of birds and the small mammals who live here. The path is accessible via the campus on Prospect Street or Scarey Lane. The looped trail offers a side spur which will bring you close to the brook flowing from Lake Paran. This is pawrfect for an afternoon stroll with your furry Best Friend!

Woodford

12
Population Density
6 per sq. mi.

Woodford

12

The Woodford State Park is in Woodford, a neighbor to Bennington, and offers a dog-friendly campground and hiking trails, along with a pup-friendly beach area! The almost 400-acre park is located on a mountain plateau, with the Adams Reservoir in its center. Featuring 103 campsites, including lean-tos and cabins (one is dog-friendly!), you’ll also find hot showers and flush toilets. While dogs are not allowed on the sand beach area of the park, the campground beach is available for splashing. A canoe or kayak trip out on the lake is also a popular activity for pup-owners, and the trail circles the campground for almost 3 miles. What could be more pawrfect?

Hoosick

0
Population Density
56 per sq. mi.

Hoosick

0

Just across Vermont’s border with New York, adjacent to Bennington, is the Hoosick Falls town of Hoosick, which is home to the Tibbets State Forest. With almost 900 acres, the Forest features 4 miles of hiking and logging trails, with parking on Rt 7 at the trailhead. The 1.5-mile Nature Trail meanders through a forest of thick trees, with ferns and wildflowers to capture your fancy, and small mammals to capture Fido’s. The logging trail, to the east of Rt 7, follows the road and Shingle Hollow Creek, where you might catch a trout if your fur-pup has the pawtience to sit with you while you angle. In winter, both trails are great for cross-country skiing, too! Arf!