Dog Friendly Vacations Near Chicago – When you travel, you naturally want to take your boyfriend to see new places together. Dog parents are often drawn to the idea of traveling with their beloved pets, and dog holidays are easier than many think.
I am a freelance travel photographer and writer, and since adopting my rescue dog, Quigley, almost 6 years ago, we have traveled the world together, including 34 states and six countries! Our dog vacations range from camping in the desert to enjoying a cocktail at the Waldorf Astoria and pretty much everything in between.
Dog Friendly Vacations Near Chicago
Traveling with Quigley is one of my greatest joys, and I hope these tips help you experience the same joy with your pet. From the Northeast to the Midwest, no matter where you want to go in the United States, there are plenty of dog-friendly vacations to enjoy with your four-legged friend.
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The Northeast is a region of contrasts. From the rugged countryside of Maine to the exciting art scene of New York, the diversity of the area has long attracted travelers of all styles.
Boston is a destination that truly has it all. Quigley and I lived in the city for several years and together we explored every nook and cranny, moving effortlessly from the busy downtown to the pine trees, large parks, and charming colonial neighborhoods. The area is beautiful in all seasons, but summer and fall make this region shine for dog lovers because Bostonians know how to appreciate the sun.
Feeling patriotic? Many of the country’s most notable historic sites are located along the Freedom Trail, a brick path that guides visitors past historical sites that tell the story of the American Revolution. The route passes through Boston Common, which includes an off-leash dog park for socialization. Nearby, tourists can visit other historic sites such as Acorn Street in Acon Hill, one of the most photographed streets in the United States, or the Public Garden, home to the Make Way for Ducklings sculptures that show Mrs. Mallard taking her family away. she. ducklings
Boston is known for its outdoor festivals, both cultural and themed, such as the annual Dog Carnival, which is literally a celebration of dogs!
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Need to get away from the hustle and bustle of the big city? Dress your pooch in the cutest life jacket and hop aboard one of the many ferries to Provincetown, an extremely dog-friendly town. There are miles of accessible dog runs where Quigley first swam in the ocean.
For more sophisticated pooches and older couples, P-Town has a dog park with an art gallery. Explore the quirky dining and retail options at your leisure, with over 20 restaurants and countless shops that are happy to welcome your pet.
If you are looking for a fishing guide, visitors will find many options in the area. Nashoba Valley Winery is one of many orchards that allow dogs to come and pick apples. Those who want to (metaphorically) lose themselves among the colorful trees for a few hours can visit one of the many natural areas, for example the Blue Hills.
New York City has it all: sights, great food, parks, shopping, and art, just to name a few highlights. Those who enjoy walking around the city and seeing the sights will be happy to know that the streets of New York are dog friendly.
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Grab your camera and visit the city’s main attractions. Classics like Thesda Terrace, Grand Central Station, the New York Public Library, and DUMBO (a pet-friendly neighborhood in Brooklyn) are just a few of the dog-friendly spots to pose and explore with your pooch. If your dogs are craving some off-leash time, New York City offers plenty of dog parks.
A trip to New York wouldn’t be complete without a visit to the shops. Luckily, your dog can join in on the shopping spree! go with Bloomingdale’s, Saks Fifth Avenue, rgdorf’s and Barneys, all of which have been known to welcome well-groomed dogs on leashes, though you have to call ahead to confirm. If your dog is small and you’re ready to transport him, you can visit Macy’s in Herald Square and ride the original wooden escalator together. Most of the boutiques are also dog-friendly, and some Nordstrom locations even have personalized dog biscuits on hand for the great dog shoppers.
New York is a food lover’s delight, including dogs! However, the city is very strict about allowing dogs in restaurants, with the exception of Boris & Horton, the city’s first Department of Health approved dog bar! But don’t worry; There are plenty of outdoor patios throughout the city for food lovers, and many taverns and breweries are pet-friendly indoors.
Visiting at Christmas? Dress your pooch in a classic pup jacket like the Canada Pooch Premium Jacket and head downtown for some holiday shopping together. Then enjoy hot chocolate and a marionette next to the Rockefeller tree.
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Coastal wilderness meets small-town charm in Bar Harbor, Maine. Business owners along Main Street are taking their love of dogs to the next level, with establishments like Coffee Hounds (who insist on showing you photos of your dogs online) and Bark Harbor (pet store and barkeria). Stewman’s, a local seafood favorite, proudly welcomes dogs aboard with enthusiastic signs.
Just a 15-minute drive from downtown brings visitors to beautiful Acadia National Park. It has 158 miles of hiking trails and 45 miles of carriage roads where leashed pets can explore with their active parents.
For a relaxing experience, head to the Jordan Pond House for its famous popovers and homemade tea, followed by a leisurely stroll around the pond. Afterwards, drive to the top of nearby Cadillac Mountain to watch the sunset.
Southern hospitality attracts travelers from all over the world. Rich in history and rooted in charm, the South is an idyllic vacation spot. From wild deserts to the birthplace of jazz and all the incredible food in between, the South is a dog-friendly traveler’s paradise.
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Located in the high desert of far West Texas, Marfa is a 3-hour drive from one of the nearest airports, making it a destination for those who love an epic road trip. (Here are tips for traveling by car with your dog.) Marfa is known as the Mecca of art tourism, and visitors love the historic architecture, excellent dining options, and artisan shops. In addition, mystery visit lovers can experience a special light phenomenon known as the Marfa Lights. To top it off, most attractions and accommodations welcome dogs of all shapes and sizes.
Pet parents have many housing options and each has its own unique look. Glampers can enjoy a vintage caravan, teepee or bring their own tent/caravan at the iconic El Cosmico. Common areas include an outdoor kitchen and showers, a garden with hammocks (where Quigley and I spent many hours reading and napping), and a cozy cottage. Those who want to be pampered while enjoying the art scene can check into the Saint George Hotel.
Dog parents swear by the delicious food from Marfa Burrito, Pizza Foundation, FoodShark and The Capri. before or after your meal, the first place to relax and meet the locals is Planet Marfa, a hacienda-style garden with a dance floor and sunken teepee.
John, the owner, is known for taking groups to see the mysterious lights on his Planetbus. Always the consummate host, John kept Quigley happy for hours as he exchanged personal stories.
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New Orleans is the city where I spent much of my youth and I couldn’t wait to get back with my four-legged rock! The city has no shortage of inspiration, colors, music and historical details are on every corner. The city is walkable, beautiful and a world-class experience. Travel + Leisure named New Orleans the “#1 food city in the United States,” and you’ll be saying the same thing if you don’t have a mouth full.
We’d be remiss if we didn’t immediately recommend a stop (or four) at Café du Monde. Dogs can join their parents on the patio, but my personal recommendation is to get a takeout order. Enjoy coffee and juices just steps from the cafe while watching street performers dance, sing and juggle in front of the iconic Jackson Square. If you prefer a more sophisticated spectacle with your meal, Broussard is a jazzy three-course brunch.
For a simple, classic New Orleans meal, you can’t go wrong with a po’ boy. Quigley loved the small bites at Johnny’s Po-Boys, the oldest restaurant in New Orleans. Dogs are not allowed, so we recommend taking a picnic by the river with you. The nearby Woldenrg Park has plenty of seating, large lawns and excellent views of the river.
New Orleans also has a spooky history, and the city will allow you and your pet to playfully participate in some spooky fun. After dark, the city offers a spooky series of walks, and some groups, like French Quarter Phantoms or Witches Brew, allow dogs to participate.
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