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Wilson Banner Ranch

Ahhh, fresh air! Dogs love a good romp in the great outdoors, and this orchard lets them gallivant freely. (Well, as free as one can get on a six-foot leash.) Dog-friendly deets: greeting from the resident ranch dog Hooman features: events, pick-your-own apples, and a petting zoo

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BelleWood Acres

Ahhh, fresh air! Dogs love a good romp in the great outdoors, and this orchard lets them gallivant freely. (Well, as free as one can get on a six-foot leash.) Dog-friendly deets: plenty of shade Hooman features: pick-your-own apples, pumpkins, farm market, and bakery

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Masonville Orchards

Ahhh, fresh air! Dogs love a good romp in the great outdoors, and this orchard lets them gallivant freely. (Well, as free as one can get on a six-foot leash.) Dog-friendly deets: plenty of pats from pup-loving vendors Hooman features: over 200 varieties of apples, pears, and plums, a do-it-yourself cider press, and specialty preserves

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Big B’s Delicious Orchards

Ahhh, fresh air! Dogs love a good romp in the great outdoors, and this orchard lets them gallivant freely. (Well, as free as one can get on a six-foot leash.) Dog-friendly deets: greeting from the resident orchard dogs Hooman features: annual hard cider festival, camping, taproom, and pick-your-own fruit

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Third Street Apples

Ahhh, fresh air! Dogs love a good romp in the great outdoors, and this orchard lets them gallivant freely. (Well, as free as one can get on a six-foot leash.) Dog-friendly deets: greeting from the resident orchard pooch Hooman features: honey, jam, and pick-your-own apples and pumpkins

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Happy Apple Farm

Ahhh, fresh air! Dogs love a good romp in the great outdoors, and this orchard lets them gallivant freely. (Well, as free as one can get on a six-foot leash.) Dog-friendly deets: plenty of pats from pup-loving vendors Hooman features: free admission, hayrides, apple cider donuts, and an amazing variety of pick-your-own apples

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Konow’s Corn Maze

This Western-themed Octobery oasis exists just 32 miles southwest of the city and is just waiting for you and your pooch to explore. Get lost together in the corn maze, pick out the paw-fect pumpkin, or find glory at their annual Pet Contest. Note: Konow’s is open seasonally. Share all of your pup’s adventures with #SidewalkDog for the […]

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Richardson Farm

When it comes to Chicago-area pumpkin patches, Richardson Farm tops every good dog’s list. Not only does the farm feature an expansive corn maze (the world’s largest) and shaded picnic area, but they also have funnel cake, which dogs obviously love. Don’t be intimidated by the 50-mile trek outside of the city–this one is well worth the […]

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Abbey Farms

Leash up your pooch for a day of fall fun at this dog-friendly pumpkin patch in the western suburbs. While your dog is not welcome in the corn maze or on the hay rides, Fido will have a furbulous time helping you pick out the paw-fect pumpkin and relaxing in the craft beer tent with you. […]

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Glacial Ridge Winery

Glacial Ridge Winery offers not only wine but apples, apple cider, and caramel apples during apple season from the beautiful orchard on their property! Leashed, well-behaved dogs are welcome in the apple orchard!

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