Stay: up to 2 dogs stay free when you stay the night at Hotel Palomar Chicago- http://www.hotelpalomar-chicago.com/
Explore: 5 great places to explore with your pooch http://www.bringfido.com/attraction/tours/state/illinois/
Eat: http://www.harrycarays.com/harry-carays-tavern/ Licensed outdoor patio is dog friendly
Stay: https://www.frenchlick.com/ French Lick Resort
Explore: Indiana Railway Museum and Train ride – http://www.dogfriendly.com/server/travel/uscities/guides/us/FOLDERin/usonlinein74trainin.shtml
, 20 miles of the wide open to explore. Enjoy many special themed tours as well. Take a grand tour through the mountains, forest and tunnels for an exploration of fun with your pet. Make sure to call ahead to make sure they are not already booked.
Eat: https://www.frenchlick.com/ You’ll find every and any type of food that the whole family will enjoy.
Stay: Feel like you’re at home with this amazing vacation rental right off the Mississippi River https://www.airbnb.com/rooms/5903448?irclid=3Tu1hiSLYxDwSbHVpnR4ky9SUkSSrqThuXRg1A0&ircid=4273&sharedid=&af=48966681&iratid=9627&irgwc=1&c=IR_fido_255204_dubuque–ia–us
Eat: http://www.grapeescapegalena.com/ near Dubuque in Galena, IL
Stay: Mission Point Resort http://www.missionpoint.com/
Explore: http://www.bringfido.com/attraction/121/ Lake Michigan Shoreline
Eat: http://www.bringfido.com/restaurant/16328/ Grill’N & Chill’n Waterfront Cafe
Explore: http://www.museumofthedog.org/ Museum of the dog, American Kennel Club Museum
Fun, old time photos done with your dogs http://www.bustersoldtimephotos.com/
Eat: http://www.stonehausfarms.com/ Enjoy a fine glass of wine with your furry best friend
Stay: Speckled Hen Inn : http://www.travelwisconsin.com/bed-breakfasts/speckled-hen-inn-199433
50 acre estate for families, couples and business travelers to enjoy a little bit of heaven together.
Explore: Lake Kegonsa State Park – beaches, camping, hiking and more …
Eat: Bad Dog Frida – hot spot for dog gone good treats, dog artwork and more
Stay: Baker’s Sunset Bay Resort – http://www.travelwisconsin.com/resorts-lodges/bakers-sunset-bay-resort-199725
Right off of Lake Delton with indoor and outdoor pools, beaches, nightly bonfires and outdoor fireplaces, free breakfast and minutes away from the casino and outdoor activities.
Explore: Dells Boat Tours
Eat: Dairy Queen – not only are they popular here for your pups, they will have your back anywhere you go for a cold snack for you and them.