Highland is a moderately populated town located around 30 miles away from the center of Chicago. If you're looking for something dog-friendly to do here, you can visit more than five local parks with your leashed canine buddy.
If you're passing through Highland and you need a place where your dog will be allowed to lodge with you, sadly, you don't have much choice, other than the local AirBnB rentals. You can, however, drive 11 miles to Merrillville and choose from ruffly 10 accommodations that are pet-friendly. The same applies to dog-friendly restaurants, bars, and cafes. Merrillville has more than 5 places that you can explore with your pooch, or you can just head to the Windy City for a full day of dog-friendly fun.
You won't need to travel out of town to find quality vet care, though. Highland has its own veterinary hospital, clinic, and an emergency service in case you need them!
If you want to take your canine buddy for a nice walk, paw on over to the Erie Lackawanna Trail, a paved 16-mile trail going through several cities. Doggies are allowed on the trail as long as they are leashed and well-behaved. You can also check out the Carlson Oxhow Park Trail, which is around 3 miles away from Highland. This trail is fairly easy and it's both family-friendly and dog-friendly.