Chestertown, NY
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Top public and private dog hiking trails in Chestertown, New York

Rent safe and private dog hiking trails all around the world. Sniffspot's private dog hiking trails are the best way to exercise your dog. We have the best variety and the best priced dog hiking trails anywhere!

16 spots found

Top public and private dog hiking trails in Chestertown, New York

16 spots found

Rent safe and private dog hiking trails all around the world. Sniffspot's private dog hiking trails are the best way to exercise your dog. We have the best variety and the best priced dog hiking trails anywhere!

Private dog park

5.00(2)

Jonathan's 5 Acre Unfenced Private Dog Park In Chestertown

Unfenced
5 acres

Recently logged 160 acres please enjoy the trails and check back in the future for updates

Digging area

Fertilizer-free

Trash can

Farm animal sightings

My dogs loved running through the woods at this spot. The perfect location ... more

4 credits dog / hour
Chestertown, NY
Jonathan's 5 Acre Unfenced Private Dog Park In Chestertown | Sniffspot
-
invoice
ChestertownNew York
5.02
Sniffspotsupport@sniffspot.comUnited States
David AdamsFounder

Private dog park

5.00(7)

Dirt Road Doggy Delight (w Loo for YOU, too!)

Unfenced
18 acres

We've got you covered! A doggy/pet parent haven on a quiet dirt road. 18 acres of beautiful mowed paths in fields surrounded by woods. A deck to relax on, and a fire pit with some wood. Pristine and toxin-free. There's an outhouse (the loo!) for pet owners. Ample parking, and some solar lights at night. There's poo bags, and a rain shelter. Your dog won't be the only one who wants to come back!

Fertilizer-free

Pesticide-free

Small dog friendly

Dog drinking water

Absolutely loved it! Will be back more

14 credits dog / hour
Argyle, NY
Dirt Road Doggy Delight (w Loo for YOU, too!) | Sniffspot
-
invoice
ArgyleNew York
5.07
Sniffspotsupport@sniffspot.comUnited States
David AdamsFounder

Private dog park

5.00(22)

Craig's 34 Acre Unfenced Private Dog Park In Bridport

Unfenced
34 acres

Very rural property of 34 acres. Half hay field and garden/orchard and half mixed hardwood forest (mainly maple, oak, beech). Forest is on Hemenway hill and hike-able on the access roads. We love being in the woods with our dogs. So much to explore!

Woods

Trail

Scenic view

Hill

Appreciated freedom to roam in the woods and solitude. Craig was lovely and... more

10 credits dog / hour
Bridport, VT
Craig's 34 Acre Unfenced Private Dog Park In Bridport | Sniffspot
-
invoice
BridportVermont
5.022
Sniffspotsupport@sniffspot.comUnited States
David AdamsFounder

Private dog park

5.00(3)

Oak Meadow Farm In Shoreham

Unfenced
20 acres

Private farm in Shoreham Vt. Approximately 3 miles from both VT route 22a and VT route 30, so perfect for those traveling through. Very quiet and secluded. Both unfenced and fenced-in options available with notice. Payment arranged via owner when booking. Venmo, Zelle, cash accepted.

Water - hose

Fertilizer-free

Pesticide-free

Small dog friendly

What an amazing property, the host is super nice! The property is huge, and... more

10 credits dog / hour
Shoreham, VT
Oak Meadow Farm In Shoreham | Sniffspot
-
invoice
ShorehamVermont
5.03
Sniffspotsupport@sniffspot.comUnited States
David AdamsFounder
Top spot

Private dog park

4.99(511)

Historic Farm: Dog Unlimited

Partially Fenced
425 acres

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

Accessible

Off street parking

Lake or pond

Field

Quiet and lots of space for the dogs to run! more

12 credits dog / hour
Greenwich, NY
Historic Farm: Dog Unlimited | Sniffspot
-
invoice
GreenwichNew York
5.0511
Sniffspotsupport@sniffspot.comUnited States
David AdamsFounder

Public dog park

Hudson Pointe Nature Preserve

7.5 acres

Hudson Pointe Nature Preserve in Queensbury, New York, offers a beautiful trail for dogs and their owners to enjoy. The park is open from 6:30 AM to 7:30 PM every day of the week. For more information, visit the website recreation.queensbury.net or contact the park at 518-761-8216 or via email at recreation@queensbury.net.

Park hours: 6:30 AM–7:30 PM 7 days per Week

Trail

No fee info
Queensbury, NY
Hudson Pointe Nature Preserve | Sniffspot
-
invoice
QueensburyNew York
Sniffspotsupport@sniffspot.comUnited States
David AdamsFounder

Private dog park

4.93(15)

Lakeside Meadows in Putnam Station

Unfenced
249 acres

Let your dog run wild and play on our hay meadows in Putnam Station NY. Spot is woman owned and operated, features seclusion and great visibility for a safe, rural experience (please see the map included in the listing). Wide open meadows are beautiful and convenient to NY 22 on a quiet country road. Easy, paved access from the Eastern shores Lake George NY, near Fort Ticonderoga, and the Western Shore of Lake Champlain. Dog owner DOES NOT need to clean up pet waste at our spot ;D Your pet's poo is a beneficial deterrent against crop damage and helps keep deer from hiding their fawns in the meadow. You should have leash, voice, or buzz collar control (we have collars available) to protect from escape into the wilderness or out onto the road. Please contact us a day in advance if you would like to borrow buzz collar system or GPS (so we can make sure everything is fully charged). Our town is VERY strict on DCO enforcement - no loose dogs on the road or neighboring properties EVER please, they would probably send you a ticket in the mail! :P If you anticipate having trouble with keeping your dog close upon entering/leaving the meadows please bring your car well within the steel gate to park before letting pooches out onto the meadows - there is a magnificent view toward the end of the access road and space to turn around in dry weather. Water features are available through streams and small ponds at various locations in the woods, also along the lake there are some ponds, for those who want a longer adventure. Pets may dig anywhere along the wooded edge of the meadows, please no digging in the grassland.

Digging area

Fertilizer-free

Pesticide-free

Small dog friendly

Another trek up to the viewpoint for Christmas! more

10 credits dog / hour
Putnam Station, NY
Lakeside Meadows in Putnam Station | Sniffspot
-
invoice
Putnam StationNew York
4.915
Sniffspotsupport@sniffspot.comUnited States
David AdamsFounder

Private dog park

4.86(49)

Eva's 40 Acre Unfenced Private Dog Park In New Haven

Unfenced
40 acres

Give your dog the gift of freedom on 40 private acres in New Haven/Monkton. This spot has it all — shady woodlands, a peaceful pond, open meadows, and trails that climb up to a ridge with sweeping views of the valley and farmlands below. Whether your pup loves splashing, sniffing, scrambling over mossy ledges, or just stretching their legs in wide-open space, this is the perfect place to let them explore off leash. With no other dogs or people during your booking, you’ll have the entire property to yourselves for a safe, stress-free adventure. Located just minutes from Vergennes and Middlebury, this hidden retreat feels a world away — quiet, scenic, and full of seasonal beauty.

Fertilizer-free

Digging area

Pesticide-free

Off street parking

Fun sniff spot with various options for dogs. A field to romp or adventure ... more

4 credits dog / hour
New Haven, VT
Eva's 40 Acre Unfenced Private Dog Park In New Haven | Sniffspot
-
invoice
New HavenVermont
4.949
Sniffspotsupport@sniffspot.comUnited States
David AdamsFounder

Private dog park

5.00(1)

A&S trails,field,and stream.

Unfenced
25 acres

Nice wooded trails connect to an wide open field with plenty of room for your pups to run and play in. The trails continue on ending at a nice stream to cool your paws in.

Digging area

Field

Mud

Long grass

Beautiful! Great location to run dogs off leash if you have control. Our tw... more

10 credits dog / hour
Wells, VT
A&S trails,field,and stream. | Sniffspot
-
invoice
WellsVermont
5.01
Sniffspotsupport@sniffspot.comUnited States
David AdamsFounder

Private dog park

5.00(36)

5+ Acre Farm & Field Pup Paradise

Unfenced
5 acres

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.

Fertilizer-free

Pesticide-free

Small dog friendly

Water - hose

As it was the first Sniffspot my dog and I have been to, I was pleasantly s... more

10 credits dog / hour
Schuylerville, NY
5+ Acre Farm & Field Pup Paradise | Sniffspot
-
invoice
SchuylervilleNew York
5.036
Sniffspotsupport@sniffspot.comUnited States
David AdamsFounder

Private dog park

5.00(1)

Moriah Magic

Unfenced
6.4 acres

Enjoy the beautiful Adirondack mountains on our private 6.4 acres! Tromp around wild and free, swim, wade, and play! Trails abound with some beautiful old growth trees and the most crystal clear stream with deep spots. Wander up and down hills or explore the inner sanctum of birch trees and bathe in nature's glorious pristine setting.

Dog treats

Digging area

Fertilizer-free

Pesticide-free

Thank you so much for accommodating us at the very last minute and for your... more

4 credits dog / hour
Moriah, NY
Moriah Magic | Sniffspot
-
invoice
MoriahNew York
5.01
Sniffspotsupport@sniffspot.comUnited States
David AdamsFounder

Private dog park

5.00(2)

Jordan's 18 Acre Unfenced Private Dog Park In Greenwich

Unfenced
18 acres

Dog first aid kit

Dog toys

Pesticide-free

Water - hose

Great piece of land to explore and walk around with the dogs. It’s a nice c... more

10 credits dog / hour
Greenwich, NY
Jordan's 18 Acre Unfenced Private Dog Park In Greenwich | Sniffspot
-
invoice
GreenwichNew York
5.02
Sniffspotsupport@sniffspot.comUnited States
David AdamsFounder

Private dog park

Jordan's 5 Acre Unfenced Private Dog Park In Greenwich

Unfenced
5 acres

Fertilizer-free

Chairs

Dog drinking water

Trash can

4 credits dog / hour
Greenwich, NY
Jordan's 5 Acre Unfenced Private Dog Park In Greenwich | Sniffspot
-
invoice
GreenwichNew York
Sniffspotsupport@sniffspot.comUnited States
David AdamsFounder

Private dog park

Michael's Private Dog Park In Granville

Unfenced
5 acres

Digging area

Fertilizer-free

Pesticide-free

Small dog friendly

10 credits dog / hour
Granville, NY
Michael's Private Dog Park In Granville | Sniffspot
-
invoice
GranvilleNew York
Sniffspotsupport@sniffspot.comUnited States
David AdamsFounder

Private dog park

4.50(8)

Toast's Private Dog Beach & Fields

Unfenced
15 acres

Welcome to a Toast’s 15 Acre Unfenced Field & Private Beach Oasis in Clarendon-a dog lover’s paradise where your furry friend can explore and enjoy nature to their heart’s content. Our sprawling 15-acre property features open, unfenced fields that provide ample space for your dog to run, play, and exercise freely. Whether your pup loves to sprint across wide-open spaces or engage in playful frolics, they will find endless joy here. One of the highlights of Toast’s Oasis is our private sandy beach, which is designed to cater to dogs of all sizes and swimming abilities. The beach features both shallow and deep ends, making it perfect for a leisurely paddle or an exhilarating swim. Your dog can cool off in the water, dig in the sand, or simply lounge by the shore while enjoying the serene environment. To reach the fields and beach, you and your dog will embark on a short but adventurous hike through a 4-wheeler trail. This scenic trail adds an extra layer of excitement to your visit, with natural sights and sounds that will captivate your dog's senses. The hike is manageable and will only enhance the overall experience for both you and your adventurous pup. Come and experience the freedom, fun, and relaxation that Toast’s Oasis has to offer. It’s the perfect escape for dogs who love to explore and owners who love to see their furry friends happy. **there is a 1/2 mile walk/hike through a wooded trail to get to the beach. If you are unable to do that, this Sniffspot is NOT for you** Check us out on instagram! @toastsbeach.vt.sniffspot

Digging area

Off street parking

Bug spray

Lake or pond

We had a great time! It was a little buggy (I should have applied the suppl... more

12 credits dog / hour
Clarendon, VT
Toast's Private Dog Beach & Fields | Sniffspot
-
invoice
ClarendonVermont
4.58
Sniffspotsupport@sniffspot.comUnited States
David AdamsFounder

Private dog park

5.00(1)

Rachel's Private Dog Spot In Broadalbin

Unfenced
10 acres

We have some tiny trails through a field, and a huge wide open space as well. You're welcome to explore any of the property.

Fertilizer-free

Pesticide-free

Small dog friendly

Trash can

Host was friendly & pointed out trails to check out. We came when the trail... more

6 credits dog / hour
Broadalbin, NY
Rachel's Private Dog Spot In Broadalbin | Sniffspot
-
invoice
BroadalbinNew York
5.01
Sniffspotsupport@sniffspot.comUnited States
David AdamsFounder

As seen on

Why rent a private dog hiking trails in Chestertown, New York?

FeaturesSniffspotPublic park
Designed for private play
Rentable by the hour
Off leash options
Very large and/or fully fenced options
PricingAvg 10-20 credits per visit - learn moreFree

How do Chestertown's private dog hiking trails work?

Private rentals by the hour

Our hosts are locals that are renting their yards and private land to dog owners

Trust and safety first

Spots are designed for safety and both hosts and guests are reviewed after each visit

Designed for private play

Only the people and dogs in your booking are allowed in the spot during your visit

Reactive dogs welcome

Many of the spots we list are designed with sensitive dogs in mind

Credit-based membership

Buy monthly or annual bundles of credits to reserve any of our 32,000+ private spots
Learn more!

Frequently asked questions about Chestertown dog hiking trails

What amenities do Chestertown dog hiking trails typically include?

Chestertown dog hiking trails feature amenities designed for natural exploration and varied terrain: wooded trails, open meadows, and varied natural terrain, secure fencing options, water stations, waste disposal, and often extras like toys, shade structures, or parking. Unlike public parks with generic setups, Chestertown hosts customize their spaces. Browse 16 listings to compare—from bare essentials to luxury amenities perfect for your dog's needs.

How much does it cost to use Chestertown dog hiking trails?

Sniffspot runs on a membership model with monthly and annual plans that include credits toward Chestertown dog park bookings. Members get discounted rates at participating Chestertown spots, and new users can start with a 7-day free trial. There are no surprise booking fee. Your credits cover the reservation. Browse Chestertown dog hiking trails listings to see individual spot pricing, and check your membership dashboard to see how many credits you have available.

How clean are private dog hiking trails in Chestertown compared to public parks?

Significantly cleaner. Public dog parks in Chestertown see dozens of dogs daily with sporadic city maintenance. Private dog hiking trails have dedicated hosts who maintain their own spaces—cleanliness directly affects their reviews and bookings. Many Chestertown hosts provide fresh poop bags, sanitized water stations, and regular grounds cleaning. With only one booking at a time, waste accumulation is minimal.

Can I book Chestertown dog hiking trails on short notice?

Usually yes! Many Chestertown dog hiking trails offer same-day or next-day availability with instant booking. Unlike public parks that might be crowded unpredictably, Chestertown private dog hiking trails let you reserve exactly when needed: early morning before work, midday breaks, evening exercise. Real-time availability shows on each listing—perfect for last-minute training or when routines get disrupted.

What's the best time to visit dog hiking trails in Chestertown?

Any time works since bookings are private! Unlike public dog parks in Chestertown that are crowded during peak hours (mornings, evenings, weekends), you don't worry about timing. Book when it fits YOUR schedule—midday when it's quiet, dawn for cool weather, late evening for convenience. Many Chestertown dog hiking trails have lighting for after-dark visits. This flexibility is perfect for shift workers or dogs with special needs.

Do Chestertown dog hiking trails allow multiple dogs?

Yes! Most Chestertown dog hiking trails welcome multiple dogs from the same household. Some hosts set limits (check listings), but generally you can bring your whole pack. This is perfect for multi-dog households in Chestertown where some dogs are selective—they can play together privately without outside interference. Great for sibling bonding or families with mixed ages/temperaments.

Can I use Chestertown dog hiking trails for special events?

Many Chestertown dog hiking trails welcome doggy birthday parties, training workshops, breed meetups, or group playdates. Private bookings mean your event won't be interrupted. Coordinate with Chestertown hosts about capacity, amenities (parking, shade, water), and any restrictions. Some even provide party extras. Check individual Chestertown dog hiking trail listings for event policies.

How do Chestertown dog hiking trails accommodate dogs with special needs?

Chestertown dog hiking trails are excellent for special needs dogs because you can filter for specific requirements: flat terrain for mobility issues, secure fencing for blind/deaf dogs, quiet locations for anxious dogs, small spaces for seniors, or maximum privacy for reactive dogs. Read reviews from other Chestertown special-needs dog owners, and contact hosts with questions. The private setting means you can adapt the experience to your dog's unique requirements.

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