Top public and private dog hiking trails in Pittsfield, Massachusetts

Joanne's 15 Acre Partially Fenced Private Dog Park In Southampton

Hi! I’m Joanne, and this is my dog Nifty’s favorite place in the world—so I thought I’d share it. We have 15 private acres with woods, open fields, and river access, and it’s been such a gift for my dog to have a safe space to run freely. I know not every dog thrives at dog parks, so I wanted to create a peaceful alternative. This space is especially loved by dogs who need a little extra room or prefer a quieter environment. Near the cabin, there’s a cozy seating area where you can relax under the trees while your dog enjoys the space. We’re so happy to share this space with you and your pup! It’s meant to feel simple, calm, and restorative—for both of you.

Laurel Woods: 2 miles of trails through 40 acres of forest

Over 2 miles of forested trails through private woods across 40 acres, abutting private conservation land on two sides. Perfect for privacy and either leashed or unleashed walks. Ideal for dogs who like to romp in the woods! Property includes streams, wetlands, hills, and clearings. Contact in advance for specific trails permissible to access and other rules, including where to park. Property is posted No Hunting but we still recommend wearing orange during hunting season for safety.

Charlotte's Run - 6 Fenced Acres!

Enjoy time at Charlotte's Run, affectionately called the (Foster) Puppy Farm, where many of the dogs rescued by our 501(c)3 animal welfare nonprofit, Mr. Bones & Co., rehabilitate and decompress before finding forever homes. Booking this Sniffspot helps us save lives and continue our rescue work. Enjoy the wooded trails, gentle rolling fields, swimmable pond and Catskill Mountain views. We encourage and welcome reactive dogs who need the place to themselves, and their humans who love them. Our farm is a safe place for everybody, and every dog. To learn more about our organization, see @MrBonesandCo on Instagram.

55 Acre Unfenced Private Dog Retreat In Selkirk

55 acres of beautiful nature scenes. There are creeks and caves. Private parking.

Room to Roam on Garfield Road

Bodemloze Geuren - 100 sniffable acres

*******WARNING******* HUNTING SEASON BOW 10/1-11/14 RIFLE 11/15-12/7 PLEASE wear bright colors and have something on dogs! There are orange bandanas in Tupperware bin creekside. Bottomless Smells. 100 acre farm. Lots of space for your doggos and you to roam. It is a rustic magical place. Parking is far from the street down a gravel driveway. Safe for your pup and you to get out of the car. You can park anywhere. If you feel comfortable you can drive down to the lower field to get even further away from the road. I live down the street while I am fixing up the old house. So, there maybe someone at work in the house. Once you park, the best walking is down to the creek. Go to the lower field and look for the opening in the woods. 150yards from field is the creek. On a hot day, wear good creek shoes and walk up and down creek. If you cross the creek there is a great trail that circles around to the Powerline. Warnings: 1. there are lots of deer! 2. There are old barns. Do Not enter any of the buildings! They are very dangerous!!!! I have rescued reactive dogs. I want to create a safe space for your dogs and you to enjoy this great property.

Historic Farm: Dog Unlimited

Historic family farm in gorgeous Washington County. Large, private experience with wooded trails, open fields and endless areas to explore and sniff. Your dog with never be happier. Enjoy 10% your total purchase at our Farmstore, located at 364 State Rt 29, Greenwich NY 12834. We have grocery items, snacks, drinks, local meats and cheeses, baked goods and most importantly, 🇺🇸 Made goodies for your favorite companion. Please show proof of complete booking. Some exclusions apply. $5 off first visit with promo code Michel81

Mutter's Field Accessible Trail

Mutter's Field Accessible Trail in Easthampton, Massachusetts is a small dog friendly park with amenities including chairs, tables, and a trail. The park is open 24 hours a day, 7 days a week and can be accessed at 405-417 East St. Visitors can find more information on the park's website pctland.org or by calling 413-529-9594.

Park hours: Open 24 hours 7 days per Week

Bagg Brook Heritage Trail

The Bagg Brook Heritage Trail in West Springfield, Massachusetts is an unfenced dog park located at the Morgan Road Pavilion. It is small dog friendly and provides amenities such as drinking water for dogs, tables, a field to play in, and a walking trail for owners and their furry friends to enjoy.

Gina's 12 Acre Partially Fenced Private Dog Park In Torrington

Melissa's 10 Acre Partially Fenced Private Dog Park In Alcove

Alcove Kennels offers a premier dog-friendly getaway, boasting 10 acres of land, a fenced-in turf area for safe off-leash fun, picturesque walking trails, and a doggy pool and trampoline for your canine companion to enjoy.

NEW! Dog Resort & Trails for Hourly Rent

Welcome to Pawadise! Our dog resort features two fully-fenced acres, and 8 acres of nature trails that connect to miles and miles of public trails in Winchester. At the end of the public trails there are large open fields. Our fenced play yard contains tunnels, climbing rocks and playgrounds, a bone-shaped dog pool, and more! 200+ toys to play with, featuring rubber balls, flirt poles and tug toys. The area is lit by ambient hanging lights at night, and has an optional fire pit. We have a trainer on-site for any training training sessions you'd like to add-on. We can help you hit the trails with confidence with some off-leash and recall training. We also offer group hikes and daycare services.

Susan's Private Dog Park In Guilford

65’ x 120’ indoor arena. Outdoor arena, fields, woods trail, and stream.

Jordan's 18 Acre Unfenced Private Dog Park In Greenwich

Octavia's 10 Acre Unfenced Private Dog Park In Hudson

We have 10 acres of field, two areas for off leash fun!! One is a field that has some pathways cut through and the other is an open horse field that’s not currently in use. There is also a small pond that our lab loves to swim in.

5+ Acre Farm & Field Pup Paradise

Our 9-acre property has over 5 acres of mowed land, with several trails and pathways as well. While the area is unfenced, it is far away from the road and downslope, so the road is not visible/accessible from the property.

Flynn Farm: 20 Acre Unfenced Farm Southwick

Park at southern most point of farm south of house where there lies a large pile of logs. Walk along tree line into open fields lined by forests. Pond near first field walking north below house. May use all fields that lie between the public road & the first long line of forest. PROHIBITED is accessing the back field & forest accessed by the dirt road. 20 acres open field in front to venture. Text upon arrival as I have a passive dog. Thanks DF

Jordan's 5 Acre Unfenced Private Dog Park In Greenwich

Valerie's Private Dog Park In Mechanicville