Best Dog Friendly Weekend Getaways – The best. But the Midwest is more than Chicago and great breweries, thin crust pizza and lake views. There is adventure here and you can feel it in the surrounding towns and villages. Pack your bags, get your vehicle ready, and head out on this amazing weekend getaway from Chicago for dogs.
Chicago is known for improvisation and the “yes and” rule. But Indiana Dunes is where you say, “Yes, sand!” Just 55 miles from the city, it’s a perfect day trip for Chicago dogs. You and your dog Duna will enjoy exploring the park’s trails, lake shores and beaches.
Best Dog Friendly Weekend Getaways
There are many pet-friendly accommodation options, shops and restaurants throughout the city. Taltree Arboretum and the European Market are also worth a sniff. Check out the official guide to Indiana’s dune-friendly places here.
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Do not run waterfalls. Use Rover and expert lies. Kidding aside, the waterfalls (after a heavy rain) run at this gorgeous (and free) state park. Less than 100 miles from Chicago, Starved Rock is filled with 18 canyons, beautiful sandstone cliffs, fun local wineries and breweries with dog-friendly patios, and a rich cultural history. Fall is the perfect time to hit the trails for some drool-worthy scenery.
From local shops to beautiful parks and trails, Amish Country in northern Indiana offers plenty of activities to enjoy with your pet. Visit Shipshewana Trading Place. Leashed puppies are welcome, and you can browse the Midwest’s largest flea market right next to you. Please be careful. After a weekend of learning about the Amish way of life, it can be hard to return to the hustle and bustle of the big city.
Wisconsin is the perfect place to take lots of “cheesy” vacation photos with your dog. Most restaurants allow dogs on their patios, and many wonderful B&Bs also welcome dogs. This resort attracts pups as much as its people, so you two can relax and rejuvenate together. For more outdoor fun than R&R, enjoy a hike at Big Foot Beach State Park, located right on Lake Geneva.
Papper is here for beer. There is no better place than Milwaukee. Very pet friendly, it can be hard to convince Fido to come back to Chicago with you. Why not stay for a while in one of our many pet friendly hotels? However, the Kimpton Journeyman Boutique Hotel offers amazing river views, no additional pet fees, and a rental car for your convenience.
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Stroll the dog-friendly Riverwalk, learn about Milwaukee’s history, and view art in progress. And of course you have to buy beer. Check out Black Husky Brewing Company, B.Y.O.F. Bring your own Fido (or food, whatever you need).
Indianapolis, about a three-hour drive from Chicago, is home to many dog-friendly breweries, shops and restaurants. A Sidewalk Dog favorite, Metazoa Brewing Co has a dog park and donates 5% of its profits to animal and wildlife groups. After the Puppy Slumber Party or Lou Loo Ale, head to Three Dog Bakery on Mass Avenue to pick up some puppy-approved treats.
Walk your dog on the Cultural Trail that connects Mass Avenue to five other cultural neighborhoods in Indy. When you arrive in Broad Ripple, soak up the smell of the dog park and then dine on the patio at the Broad Ripple Brewpub. Broad Ripple Brewpub is a British style pub with a large terrace and excellent vegan food.
The Bottleworks Hotel is a luxury hotel located in a former Coca-Cola bottling factory.
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Where is your pup’s favorite weekend spot Let us know in the comments below? Don’t forget a weekend getaway # # for you and your pup.
Sidewalk Dog’s mission is to help dog parents spend more time with their pups by helping them find and share activities and places to go with their pups.
The most popular site on the internet for dogs. Sidewalk Dog is your source for all things dog related. Trusted by over 250,000 dog lovers worldwide. As January approaches, it’s tempting to sit down at the calendar and start planning next year’s trips. It’s so cold and dark outside that curling up in a ball with a laptop and planning an adventure makes me extremely satisfied.
While the pandemic has canceled extensive international travel, we’re enjoying re-discovering the Seattle area and its amazing (and dog-friendly!) weekend getaways. After 10 years of living in New York and Chicago, it’s fun to go back and rediscover old vacation destinations or the innovative glamping sites, boutique hotels, and unique Airbnbs that appear here to see. And best of all, it was so fun to see so many of them embrace the choice to stay with the dogs. I’m so excited to take Dave and Lizzie on vacation.
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We’ve got a bunch of vacations planned this month, so we thought we’d check out our list of great dog-friendly Pacific Northwest vacations we’ve been on look in 2022. I dug into the fine print and linked directly to it. principles of each election. Discover 23 dog-friendly Seattle area inns, boutique hotels, resorts, glamping sites, cabins, airfields, treehouses and cabins. 👇🏻🐶
We would love to plan a visit to this stunning pub and event venue near beautiful Friday Harbour. There are several “dog friendly” cottages. How amazing is this picture? Plus I love the great walks and views from San Juan Island. Information about the dogs is listed under each cabin description here.
Grab your best friends and experience the magic of wine country at one of our favorite resorts in the area. We have been spending weekends at Sagecliff since 2015 and it never disappoints. Enjoy a dream vacation with hiking, wine tasting, and stunning views of the Columbia River Gorge. Here we explain Dietz’s puppy policy.
Captain Whidbey is at the top of my 2022 holiday list Recently featured in publications such as Vogue, this beautifully restored historic pub is a frequent feature on my Instagram feed and I would like to make a trip there. . Click on our booking system to find out which rooms (like the Filson Cabin!) are designated as pet friendly.
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Walla Walla is one of the top wine regions in the country with over 120 wineries and I honestly can’t think of a better place to spend a few days. I’ve had this modern hotel on my bookmarks for a while as it looks like it would make a great base camp for a snow or wine weekend. Or both! A small number of pet friendly rooms are available upon request. Details can be found here.
We’ve blogged in the past about how much we love Tiny House Getaway and are looking for a new place in the Skagit Valley. A great way to escape to nature while staying warm and dry. And how amazing is that branded window next to the bed Dogs welcome for a fee? Click here for details.
To be honest, Coho Oceanfront won me over with its outdoor fire pits. This Oregon Coast cabin is a short drive from Seattle, but the modern interior and gorgeous views of the Pacific make up for it. Dogs up to 25 pounds are welcome in some rooms. Click here for more information.
My New Year’s resolution is to live in a dream cabin in St. Edward. It should be easy because it’s only 30 minutes away from the city. This historic conference has been renovated as an elegant luxury retreat surrounded by 326 acres of trails on the shores of Lake Washington. Plus, unwind after a day of exploring with a trip to the spa or Pacific Northwest dining at Cedar + Elm. Click here for dog details.
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We had a perfect weekend at The Lodges on Vashon in January 2020 and blogged about it here, but these memories got me through the first few months of lockdown. These advanced 570-square-foot units feature amenities such as private patios, fireplaces, soaking tubs, and more. Plus, it’s a base camp for exploring the beaches and hiking on beautiful Vashon Island. Nine of the 16 houses allow dogs. Just select “Pet Fees” on the booking page. Click here for details.
I’ve long dreamed of living in this Insta-famous A-frame. And I want to make it happen this year. Tie River Cabin Company offers three different A-frame cabins tucked away in the heart of the Mount Baker-Snoqualmie National Forest, and all three accept pets for a fee. However, a word to the wise. Every great Instagram post has thousands of likes, so it can be hard to get a spot. Pet information is listed under each stateroom information.
In 2019 we spent a happy Easter weekend in Semiahmoo. I was looking for an opportunity to return to the beautiful countryside and secret beaches that Lizzie loved to explore. Just steps from the Canadian border, this relaxing resort is ideally located.
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