Best Dog Friendly Weekend Getaways Near Me – Greatest but the Midwest isn’t about Chicago and our coldest beer, thickest pizza or the lake. The adventure is there and there is plenty to explore in the neighboring towns and cities! Pack your bags, get ready to party, and take one of these awesome weekend getaways from the dogs of Chicago.
Chicago is known for its “yes and” improvisation rule. But the Indiana Dunes is where you say “yes sand.” Just 35 miles outside of the city, it’s already a perfect day trip for dogs from Chicago. You and your dog will love exploring the park’s trails, beaches and beaches.
Best Dog Friendly Weekend Getaways Near Me
Many amenities, shops and restaurants in the city allowed for entertainment. Taltree Arboretum and the European Market are also worth a visit. Check out the official guide to the hiking-friendly Indiana Dunes here.
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Don’t hunt for your waterfalls. Rovers and stick to the style you’re used to. Just kidding – chasing the waterfalls (after the rain) at this beautiful (and free) state park! Less than 100 miles outside of Chicago, Starved Rock has 18 canyons, jagged sandstone cliffs, local breweries with wineries and fun dog patios, and a rich cultural history. Fall is the best option to hit the trails for the appropriate sensations.
From local shops to beautiful parks and trails, Amish County in northern Indiana has many Amish-friendly things to do. Try Shipshewana Trading Place, where puppies are welcome, to browse the Midwest’s largest flea market near you. Just a warning: after a weekend of learning about the Amish way of life, you won’t easily go back to the hustle and bustle of the city.
Wisconsin is the perfect place to spend tons of “bad” vacations with your dog! Many restaurants allow dogs on their patios and many welcome them as friendly guests. These cute puppies get along just like people, so you two can relax and rejuvenate together. If you’re feeling less R&R and more outdoors, head to Big Foot Beach State Park near Lake Geneva.
Puppa is here for beer and there’s no better place than Rome. Extremely pet friendly, you had a hard time convincing Fido to come back to Chicago with you. Stay for a while at one of the many pet-friendly hotels, but the Kimpton Journeyman boutique is amazing—gorgeous river views, no extra pet fees, and a groomer to keep him comfortable.
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Stroll the dog-friendly Riverwalk to learn about Milwaukee’s history and see rotating art. Of course, you should drink beer. Check out the Black Husky Brewing Company called B.Y.O.F. Bring whatever you need for your faith or food.
About 3 hours from Chicago, Indianapolis has several dog-friendly breweries, restaurants, and patio restaurants. Metazoa Brewing Co., a personal favorite of Sidewalk Dog. Boasting a dog park and donating 5% of its profits to animal welfare and wildlife organizations. You’ll sip a side of Puppy or Ruh Roh Ale, then visit Three Dog Bakery on Mass Ave. And choose puppy-approved treats.
Mass. Dogs will love the cultural walking trail that connects Ave. Along with five other indie culture zones. When you visit Broad Ripple, watch your dog park before dining on the patio of the Broad Ripple Brewpub, an English-style pub with a large patio and delicious vegan food.
End your tour with a stay at the Bottle Factory Hotel, a luxury hotel inside an old Coca-Cola bottling factory with a rich history.
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What are the dog’s favorite escape genres? Check it out in the comments below! Don’t forget to #tag us on a weekend getaway for you and your pup!
Sidewalk Dog’s mission is to help dog parents spend more time with their dogs by finding and sharing activities they can do and places they can go.
The most dog friendly site on the internet. Your walking dog is the source of everything, dog. More than 25,000 dogs are believed worldwide. There’s something about January that makes me want to sit down with my calendar and plan a bunch of trips for the coming year. It’s so cold and dark outside that it’s incredibly satisfying to wrap up your laptop and plan some adventures.
Although we took a hiatus from our extensive travels due to the pandemic, we loved the Seattle area and its wonderful (and dog-friendly) weekend getaways. After ten years in NYC and Chicago, it’s been fun to come back and rediscover my old favorite vacation spots and see all the new glamping sites, quaint boutiques, and unique Airbnbs that have popped up here. Most of all, I loved seeing how well the friendly dogs were accommodating. I’m even happier when Dave and Lizzie go on vacation with us.
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We’ve been talking a lot about planning getaways this month, so I thought I’d give you a list of cool dog-friendly trips in the Pacific Northwest that I’m hoping to hit in 2022. I dug through all the fine print and interlaced the exact design of each selection. Read on for 23 dog-friendly hotels, boutique restaurants, resorts, glamping sites, cabins, lodges, cabins and cabins. 👇🏻🐶
I’m dying to plan a trip to this lovely restaurant and event space near picturesque Harbor Friday, which has several “dock-friendly” booths. How amazing is that picture? Plus, we love the amazing hikes and views from San Juan Island. Dog information is listed below each stall description here.
Take your best friend to one of our conveniently located magical wine villages. Sagecliff has been organizing weekend projects in advance since 2015 and it never fails. Hiking, wine tasting and sweeping views of the Columbia River Gorge make this a private dream. Learn about her puppy tips here.
Captain Whidbey is at the top of my “Getaway bucket list” for 2022. With recent appearances in publications like Vogue, this beautifully restored historic inn has been popping up on my Instagram feed and I can’t wait to take a trip. Click on the reservation system to see rooms marked as family friendly (like Filson movies).
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Walla Walla is one of the best wine regions in the country with over 120 wineries, so I honestly can’t think of a better place to spend a few days. I booked this modern hotel in the center of town some time ago and it looks like a perfect campsite for a weekend in the snow or a weekend of wine. Or both! A few pet friendly rooms are available upon request. Details are given here.
We’ve blogged in the past about how much we love Tiny Houses at Getaway and we’re eyeing a new location in the Skagit Valley. They stay warm and dry and are perfect for escaping nature. How amazing is the signature window next to the bed? Dogs are allowed in individual rentals here.
Honestly, Coho Oceanfront stole my heart with their fire pit. Although this cottage on the Oregon coast is a bit far from Seattle, its elegant modern interior and soaring views of the Pacific Ocean are worth a try. Dogs under 25 pounds are welcome in select rooms – more here.
My New Year’s resolution is to have a dream apartment in St. Petersburg as soon as possible. Petersburg must stay. Edward – That would be easy, he’s only half an hour out of town. This unique historic nursery has been renovated into a luxurious retreat and chicken stand on 326 acres directly bordering Lake Washington. Plus, they unwind after a day of exploring their space at Cedar + Elm or a meal in the Pacific Northwest. Details about dogs here.
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We had a perfect retreat on Vashon in January 2020—wrote about it here—and the memories stayed with me for the first few months of the shutdown. This standard square footage offers amenities such as private patios, fireplaces, and sofa beds. Plus, the campsites are the perfect base for exploring Vashon Island’s beautiful beaches and hiking trails. Nine of the sixteen cabins are dog-friendly, select “Pet Fees” on the gate-minimum book here.
For a long time I dreamed of staying on this famous board on Insta page and I decided to make it happen this year. Tye River Cabin Company offers three different beautiful A-break cabins located in the heart of the National Forest. Baker-Snoqualmie, and get all three tickets for one fee. A word to the wise though – it can be hard to get a book as each of their amazing Insta posts get thousands of likes. Pet information is listed under each information box.
We spent a blessed Easter weekend in Semiamou in 2019, and I was looking for an opportunity to return to her beautiful and remote beach that Lizzie loved to explore. Just steps from the Canadian border, this relaxing resort is perfect
