Top public and private dog hiking trails in Chester, Massachusetts

Brit's 143 Acre Unfenced Private Dog Park In Salisbury

Mark's 40 Acre Unfenced Private Dog Park In Nassau

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. The play area is 100% fenced in, and safe for even small dogs to be off leash. 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.

Sarah's Private Dog Park In Monson

Bucolic, parklike grounds for a perfect day out with your dog. Play on the expansive lawn, go for a cooling dip in the spring-fed pond, leap over the stone walls, or explore the secluded woodland streams and trails. The location is convenient for day trips, but the scenery feels like you've discovered a perfect piece of New England nature. Don't miss out! Note: pond had been treated with animal safe due dye and may be drunk and swum in safely!

Winding Brook Farm: 15 Acre Partially Fenced Private Dog Park 💕 Every Visit Helps Rescue Animals 💕

Hi! I’m Joanne, and this is my dog Nifty’s favorite place in the world—so I thought I’d share it with other wonderful dogs and their people. 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. The property is fenced along the two “long sides” which encourages your dog to stay nearby but with lots of roaming space. The fence is NOT fully secure. Please see the section about fencing. 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. 🐾 A Space That Gives Back This Sniffspot was created not just for dogs to enjoy, but to make a difference. Net proceeds are donated to animal-focused charities supporting rescue, care, and second chances. When you book here, your pup isn’t just getting a great place to run—you’re also helping other animals find a better life. ❤️

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

Large wooded trail with lots to explore!

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.

Kirstin's 8.4 Acre Unfenced with smaller fenced in area Private Dog Park In Cromwell

The 8.4 acres has several ATV trails that make hiking easy for you and your four legged friends. If you decide to go off trail it is wooded but not heavily. There is also a large open area of just grass that give several stream access points. There are several picnic tables and large roofed area with seating and power. There are also several spigots to fill up water bottles and water bowls. Some bowls are provided and cleaned after each use if you would like to use.

Susan's Private Dog Park In Guilford

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

Bodemloze Geuren - 100 sniffable acres

***STORM UPDATE 7/12/26**** Over 100 trees fell on 07/02/2026 during the Chatham storm. We will be working hard to clear the paths or make new ones. This may take awhile. No chainsaws will be operating when dogs are booked, but there may be a tractor dragging some trees around. Thank you for your patience. 💕🐾💕 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.

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.

Mark's 40 Acre Unfenced Private Dog Park In Newfane

Wooded acres, trails and uncharted wilderness. Let your dog have a slice of heaven. Run, play, far from busy roads and there are no pesky neighbors to worry about where your dog does his business... lol. And yes, you can pet the horses and give them snacks.

Room to Roam on Garfield Road

Birge Pond Hoppers area trail head

Located in Bristol, Connecticut, the Birge Pond Hoppers area trail head offers a spacious off-leash dog park with a beautiful trail for dogs to explore. The park is unfenced, allowing for ample space and freedom for dogs to roam. Open 24 hours a day, this dog park is a great spot for dogs and their owners to enjoy the outdoors and get some exercise.

Park hours: Open 24 hours

Birge Pond/Hoppers

Birge Pond/Hoppers is a dog park located at 54 Ambler Rd in Bristol, Connecticut, United States. The park offers a trail for dogs to walk and play on. Open from 6 AM to 10 PM seven days a week, guests can enjoy the park at their convenience. For more information, visit bristolct.myrec.com or contact the park at 860-584-6160 or [email protected].

Park hours: 6 AM–10 PM 7 days per Week

55 Acre Sanctuary

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

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

Cindy's 80 Acre Unfenced Private Dog Park In Wales

David's 50 Acre Partially Fenced Private Dog Park In Stafford

50 acre closed gravel pit with roads and woods. The former air-soft club left partial combat structures remain here and there. First time check in at the shed/office. NRA certified can bring firearms (let us know in advance) Bonfires ok (let us know in advance) Camping by the river is allowed (let us know in advance)

Tony's 5 Acre Unfenced Private Dog Park In Troy

5 acre woods

We own a 6 acre property situated right along 2 running brooks with walking trails throughout. You will have private access to this as we only allow one group at a time.