Dogcation: Montauk is for Dogs

by Rainbow Kirby, Contributing Writer

Montauk is one of the friendliest dog towns on Long Island’s East End. During our Dogcation, I watched fellow vacationers run, hike, and brunch with their furry friends. There were pups everywhere, and many of the shops had water bowls placed out front. I kind of felt bad for the cat people.

How To Get There:

By car from Manhattan, it’s a three-hour minimum drive out east with no traffic. Once you arrive, you can easily get around by foot, bicycle or taxi service. There’s many, but most memorable is Pink Tuna Taxi, (631) 668-3838.

The Long Island Rail Road is another option, especially if your dog fits in a carrier. Pink Tuna Taxi will also give your pooch a ride if they’re in a carrier.

OceansideBeachResort rkWhere To Stay:

Oceanside Beach Resort at 626 Montauk Highway.

When the owners of this resort said they were “dog-friendly,” they meant it.

Upon arrival, they greeted us in the parking lot with a bowl of water for Cosimo who was wagging his tail excitedly after a very long car ride.

Our studio-sized room was on the second floor with a wide shared balcony that overlooked the dunes and ocean. It wasn’t one of the newer rooms, but it was cozy and comfortable. There is no A/C, just the “Montauk Breeze” as the locals call it, and an overhead fan.

The resort is steps from the beach, has a huge backyard/patio area and a large in-ground pool that is fenced in. Every room has WIFI and a fridge and some have a Jacuzzi. There is also a trail for dogs adjacent to the side of the motel.

Summer Rate: From $285-$425/night (3 night minimum)

Fall/Winter Rate: $125-$245/night (no night minimum)

Dog Fee: $75

Where To Eat:

Coffee Tauk  (83 S. Elmwood Ave., (631)-668-7007)

Within a few blocks walking distance from the resort, you will find the best coffee in Montauk — and outdoor seating to share with your pooch. I did see one little pup inside, but she was in her owner’s arms.

Goldberg’s Bagels, Flagels & Deli, (128 S. Etna Ave., (631)-238-5976)

With a few picnic benches parked right out front, Goldberg’s lets you share your bagels and lox in the company of your canine.

Main Street

Almost every restaurant in downtown Montauk has outdoor seating, allowing dogs to lounge while you grab a bite. I spotted this pooch at 668 The Gig Shack, which is popularly known for their “Montaco’s” and live music.

DogatGigShack rk

What To Do:

The Beach

Our first two days in Montauk it rained continuously, so Cosimo had the entire stretch of sand to himself. For sunnier days, and from May 15 – September 30, dogs are not permitted on the beach from 9am-6pm. There are no leash laws in Montauk, so your pooch may run with abandon as long as he’s supervised.

MontaukBeach_dog rk


There are many that run adjacent to the beach and alongside S. Edison Street. Though, beware of ticks in the dunes. Pick up flea and tick spray before you hit the road, and check your pup thoroughly after coming off the path — we removed two from our dog.

Gosman’s Dock  (500 West Lake Drive, (631)-668-5330)

If you’re a seafood lover, no trip to Montauk is complete without a visit to Gosman’s. In addition to the popular restaurant, this area has a number of small shops and eateries and plenty of grassy knolls to picnic with both your lobster and your dog.

MontaukLighthouseDogMontauk Lighthouse (2000 New York 27)

Montauk Point, aka “The End” is breathtakingly scenic and historic. If your canine is a Central Park explorer, they’ll love this spot. Although dogs aren’t allowed inside the lighthouse and/or museum, there are rocky trails that lead right down to the beach, where your pup will have free rein.

There are also multiple 3-5 mile hiking trails in the surrounding Montauk Point State Park.

Doesn’t your dog deserve a Dogcation?

Dogcation: Escape to the Catskills With Your Canine

by Rainbow Kirby, Contributing Writer

When the city begins to feel claustrophobic and your dog is whining for more running room and bark to chew on, venture to the Catskills. An hour to an hour and a half outside of the city, and you’ll find more than enough trees for everyone.

How to get there: Having a car is optimal.  Zipcar is my preference for weekend getaways. Just lay down a dog seat car protector so you’re not vacuuming dog hair upon your return.

Where to stay: My pup Cosimo is a 115 lb. Cane Corso and a hotel room is not roomy enough for the three of us (boyfriend included). When it’s dogcation planning time, I search online for a cabin to rent. Check out Airbnb for a week and/or weekend rental that is affordable and pet-friendly. You can find cabins for $150-$200/night.

This is the cabin we rented in Chichester, which was set on a few acres with a stream and swimming hole in the back.  Cosimo ran through the rocks, water and woods like a toddler at the playground.


Besides the run of the property, you can take your canine for a hike up Overlook Mountain and Echo Lake.

Wear comfortable sneakers, water (or wine) and snacks. There is no food stand at the top but an amazing view. Your dog will most likely beat you to the top!


The area is rustic and you are also close (15-20 mins.) to Hunter Mountain and Woodstock, which are both must-see attractions.  For Hunter, your dog friend should stay back at the lodge, while the town of Woodstock is very dog friendly. It’s an artsy village with lots of outdoor cafes and little shops.

And yes, Cosimo and I are lobbying for a name change to — the Dogskills.