Local Guides | New York City

Best Places to Take Your Dog Near Getaway Eastern Catskill

We know our furry friends love escaping the city just as much as we do. There’s nothing better than trading in sidewalks and small dog parks for trotting along hiking trails and collecting sticks.

Traveling Upstate is a journey for pet owner and pet alike, and that’s why we’ve compiled some essential reading for getting away with your pup. After all, what’s better than setting that “out of office” on, collecting your canine buddy, and venturing out into the quiet, peaceful Outpost?

We partnered with our friends at Chewy to offer you some fantastic tips for traveling with your dog.

Go on Walks in the Woods

Your dog will love it, and you will, too. Did you know that there’s scientifically proven benefits to walking over rustling leaves? Give yourself that sense of calm, and get some great exercise for your dog in the process. Don’t forget to bring snacks for you and dog treats for them.

North South Lake
~ 25 minutes from Outpost

Dogs are allowed on-leash throughout this beautiful lakeside area. Lounge near the water or follow Mary Glen’s Trail to see Artist’s Rock, Sunset Rock, Newman’s Ledge, and North Point. We recommend choosing a dog leash that fits your dog’s personality and your needs. A hands-free dog leash, for example, can help simplify hiking with your four-legged friend.

Overlook Mountain Trail
~ 40 minutes from Outpost

This moderate hike has some challenging points, but the view at the top is more than worth it. On-leash dogs are welcome throughout the whole trail. Don’t forget to bing along dog poop bags to do your part in maintaining the beautiful route.

Local Attractions

Every Getaway Outpost is dog-friendly, and there’s no real need to venture out. The cabins have everything you need and nothing you don’t. If you do find yourself hankering to get some of the local flavor of our Getaway Catskills Outpost, there are several places you can stop and enjoy along with your pup.

Mountain Top Arboretum
~ 30 minutes from Outpost

While you can’t let your pup run free through the whole arboretum, there are designated places for dogs to play. Bring along some dog treats or your pup’s favorite dog toy enjoy some greenery with your leashed pup on Maude Adams Road and the East Meadow. The Spruce Glen trails are open to all pups, leashed or not. Bringing along a dog GPS tracker can also help keep your dog safe and monitor their activity.

Olana State Historic Site
~ 30 minutes from Outpost

While dogs are not allowed inside the home and studio on the property, they are allowed on the grounds on-leash. Take your pup on a walk through this 25 acre hilltop estate and get a beautiful view of the Hudson River Valley below.


The New York Restaurant
~ 20 minutes from Outpost

This cool local spot specializes in authentic Polish cuisine. Bring along a dog travel bowl and dog water bowl to have your pup enjoy mealtime with you. Their two outdoor tables are pet-friendly, so it’s the perfect spot to sit with your pup and sample some pierogis.

Catskill Mountain Country Store
~ 40 minutes from Outpost

If you’re looking for a bite to eat, then stop by this local restaurant and store with pup-friendly outdoor seating. Serving up both breakfast and lunch, we recommend their pancakes or their old-fashioned ice cream counter.

If your dog isn’t the exploring type, then don’t worry. There’s something magical about disconnecting from technology and finding the time for unstructured play with your dog, taking in those playful moments and adorable snuggles. And of course, there’s plenty of space for sleepy pups to take a nap in our cabins, too.

Read more from our friends at Chewy and their adventure to Getaway Catskills by visiting Pet Central.

How to Getaway

Tips for the Dog-Friendly Traveler

City living isn’t always easy on our furry friends. In the stress of our day-to-day, it’s fairly common that we find ourselves craving more time to spend outside, away from our computers or inside our offices. Our pups may be feeling that same hankering.

For many of us who live in cities, our dogs have a pretty set schedule. Walks in the morning, time inside, walks in the afternoon, time inside, walks in the evening, sleep time. One of the best ways to break up that routine and let your dog enjoy a different pace with more outdoor time, is by taking that pup with you on your next great adventure.

Here are a few tips to get you started:

Take your dog on a hike

Dog Hike

There are tons of hikes near our Outposts and not too far from the cities you call home. Many of these hikes are dog friendly, so you may run into other dog friends on the trail. There’s a win-win for you both: you can enjoy some incredible views and your pup can get some needed exercise. Not only that, but it’s proven that walking with your pet helps draw you closer together, and strengthens your bond. Best yet – they’ll be all tuckered out and ready for bed by the time you get home.

Know the best way to get you there

Furry Friend

Public transportation has limits on our canine friends. We may have all seen some very adorable photos of people trying to fit their dogs in backpacks. Check the regulations around traveling with your pet, whether it’s looking at Amtrak or your local transit system. It’s important to also be mindful of where your dog is most comfortable. If they experience a lot of anxiety on the subway, you may want to consider a car rental. If a car rental isn’t for them, maybe a train might make it easier. If they tend to be a touch nervous in transit, try feeding them turkey – the tryptophan that makes us all sleepy after Thanksgiving dinner has the same effect on pups. Consider it their natural anxiety reducer.

Spend some quality time with them in nature

Dog in Cabin

Take your dog on a Getaway. All of our cabins are dog friendly and ready for you and your pup. Walk around and explore nearby trails, and cozy back in with them. We’ll provide bowls, a lead, and some treats, and you bring the canine you love.

Boston | Local Guides | Nature

Best Places to Take Your Dog Outside of Boston

We sent guest writer Laurence Holyoak on a mission, along with her pup, to discover the best places to bring your dog outside of Boston. Take some time and enjoy her report on her adventures.

Rounding up a list of the best places to bring your dog outside of Boston has been my pup’s favorite assignment of the year. We tested many areas, hiked trails, swam in ponds and mucked through swamps to bring you a list of the most beautiful parks to explore with your pooch. With foliage season around the corner, this list will not disappoint.

Callahan State Park, Framingham
~39 minute drive from Boston

This park is hands-down the most dog friendly place I have ever visited. Dogs can run off-leash to their heart’s content and they have an entire group of people working to keep it that way. The Callahan Dog Owners Group, who’s board is appropriately made up of all dogs, has made it their mission to make Callahan State Park the best multi-use park in the Massachusetts State Park System. They strive to keep a safe, clean environment for all who use it.

Callahan ticks all of my boxes for a good place to bring your dog- there is nearly 100 acres of open fields to romp, two rivers to dip into, a giant network of trails to hike and a nice pond for swimming. With over 800 acres to cover, your dog will never get bored.

There are three parking areas to enter Callahan State Park, but for the dog park, you want to use the south entrance located at 311 Millwood Street. Once you cross the field, you will see Packard Pond. Grab a trail map, because the trails are not very well marked. Over 85% of the park’s visitors will have off-leash dogs, which is something to keep in mind if your dog is not very dog-friendly.  

Great Brook Farm State Park, Carlisle
~36 minute drive from Boston

This was my favorite of all of the parks I visited. Great Brook Farm is such a perfectly serene area.. There is a main trail that leads around a large pond called the Pine Point Loop. No getting lost, no maps needed, just one big circle. There are many offshoots of this main trail, so you can explore more as you get to know the area. My dog loved running off leash and since we were off the beaten track, we had the place almost all to ourselves. A place to swim is a must for my island dog and he loved being able to take a dip whenever he wanted. I loved the diversity of walking from a pine forest, through a swamp, to a meadow, ending up at another pond. Bring a towel for your pooch, because he will come out dirty on the other end.

To find the trailhead, follow North Road once you enter the park. Bypass the main parking area a quarter-mile and look for a small parking lot on your right hand side. This is also a canoe launch. You can pick up the trail system here. The cherry on top is that there is an ice cream stand on the property.

Noanet Woodlands, Dover
~34 minute drive from Boston

The Noanet Woodlands is owned by the Trustees of the Reservation, which means there is a $5 fee for a day pass. I would recommend parking at Powisset Street and walking the Peabody Loop (blue blaze) which takes about 45 minutes. This will lead you through some beautiful wooded trails passing three ponds along the way. Be sure to detour up Noanet Peak (yellow blaze), to get a beautiful view of the Boston skyline. The trails are very well marked, but grab a trail map so you don’t get turned around. There are over 17 miles of trails to explore here, allowing you to visit again and again. I was there in the late afternoon and heard a barred owl warming up his vocal cords for that night’s performance. It is amazing to be so lost in nature when you are just outside of a major city. Dogs must be kept on a leash at all times.

Rocky Woods, Medfield
~38 minute drive from Boston

This is another Trustees of the Reservation property, which means that same $5 parking fee apply. This park is a part of the Green Dogs Program, which is an innovative approach to meeting dogs desire to have time off-leash, while sharing the space with other park users in the community. This means that there are designated trails for off-leash romping, which are usually located on the outskirts. You dog is welcome on the other trails, but must be on leash. The rules of each trail are well-marked so there is no confusion. As a person who once walked a caution dog, I can appreciate having a bit of both.

We chose to do the 1.5 mile yellow loop trail and loved crossing the narrow footbridge that cuts through Echo Pond. As my dog ran along the water’s edge, he caused a chain reaction of giant bullfrogs to jump off the bank back to the safety of the water. He thought it was the best game ever.

Sabine Woods, Groton
~54 minute drive from Boston

In Groton, MA you can find a beautiful wildlife sanctuary called Sabine Woods. After you cross the bridge, your dog can be off leash. I usually bear to the right, cross the field and walk until I reach the river. There is a trail that runs along the bank of the Nashua River. I love how the trees lean over the water, each leaf straining to get a piece of sunlight. In the spring, tree frogs will serenade you from the vernal pools just within the forest.

Throughout the sanctuary, you will find some neat statues and monuments. The park is well maintained like a nature reserve. The public access trail will eventually end at the Groton Boat House where you will have to turn back and retrace your steps. On a hot day, your dog will love running down to the banks of the river to get a drink or cool off.

Remember to be respectful and clean up after your dog. Have fun exploring.


Laurence Holyoak is a writer for Journeys and Jaunts which gives weekly inspiration for traveling with kids and dogs. She lives with her three children, two rescued dogs and two cats. Her mission is to show her kids, including her dogs, the world.

For more inspiration for traveling with your dog, visit Journeys and Jaunts here.