As one of the favorite sports bars in the Chicago area, fans of O’Toole’s know its pet-friendly enclosed patio is the perfect place to catch the big game and enjoy a meal with Fido. Sit next to a firepit and savor classic pub fare like O’Toole’s famous chicken wings, Reuben egg rolls, wraps, shepherd’s pie or one of its many varieties of burgers. There’s even a dog menu so you can treat your pup to a delicious meal and dessert!

There’s plenty of room for the whole pack at this four-bedroom home within walking distance to all the shops and restaurants in downtown Libertyville.

Your pup will love Lena’s Wood-Fired Pizza & Tap for its doggie menu and heated outdoor patio. The eatery is perfect for a cold or rainy day. Spoil your pooch with a full meal of beef and rice and top it off with pupsicles and apples for dessert. The human menu has many Italian starters, wood-fired pizzas, pastas and salads for lunch and dinner, and French toast, omelets and more available for weekend brunch. Pair your meal with a glass of wine and don’t pass up the homemade cannoli and tiramisu!

Stay warm and cozy at Lorien Hotel and Spa and when Fido needs to burn off energy, let him run at nearby Chinquapin Park Off Leash Area.

Don’t let Midwest winters keep you and your pup cooped up. The enclosed and heated pet-friendly patio at Petite Chou Bistro & Champagne Bar should be on Fido’s list to visit this winter. Serving classic bistro fare for breakfast, lunch, dinner and weekend brunch, this Indy favorite is James Beard Foundation semifinalist, Martha Hoover's version of the iconic French neighborhood restaurant. Offerings include hearty omeletes, steak frites, mussels frites, and crisp salads tossed in Dijon vinaigrette. Your pup will be begging you to share a couple of duck fat fries with him!

Once Fido’s belly is full, head to your room at Ironworks Hotel. If you need more indoor activities to enjoy the next day, take your pup shopping at the dog-friendly stores of The Fashion Mall at Keystone.

Enjoy a casual evening out chowing down on tacos and sipping cervesas in the enclosed outdoor seating area at Willy Taco Feed & Seed in Greenville, SC. Fido’s paws will stay toasty warm under the overhead heaters at this eatery where menu highlights include chips and queso, brisket nachos, burrito bowls, and a variety of creative taco creations. Pair your meal with a tequila flight, Mexican ashtray beer or margarita.

After dinner, walk to Midtown & McAdoo, a charming bungalow with a fenced backyard for Fido to explore off leash.

Waldmann Brewery, located inside the oldest surviving saloon in the Twin Cities, features a heated pet-friendly Biergarten where you can bring your pup while you drink house-made lagers and dine on European-American pub fare. Soft pretzels, charcuterie, spatzle and schnitzel are popular orders, but the real star is Waldmann’s wursts. Order a platter to share with man’s best friend as you cuddle around the outdoor fire pit.

Continue your St. Paul brewery tour inside the taproom of appropriately named Bad Weather Brewing Company, nearby, then rest up at this cozy guest house.

Situated on the banks of the Rideau River in Ottawa, ON, The Bridge Public House sounds like a chilly place to enjoy dinner outside during winter. However, its two covered patios are cozy spots to enjoy lunch, dinner and brunch with Fido year-round, and private fire pits on the lawn can be rented throughout winter. Sample favorites like Brussels sprouts, Koreatown chicken, fish and chips, or a cheeseburger while you and your pup admire the view. Save room for the pear cobbler or a couple of scoops of vanilla ice cream for dessert.

Upon check-in at Alt Hotel Ottawa, Fido will be greeted with treats, bowls and a bed to use during his stay.

Your pooch can join you while you dine on the covered and heated patio at feast & floret in Upstate New York. The quaint eatery features Italian-inspired fare like meatballs, butternut squash arancini, pasta dishes, chicken Milanese and beef short ribs. You’ll stay toasty surrounded by heaters while you feast with Fido for lunch or dinner, but patio seating is limited, so reservations are recommended.

After dinner, enjoy a warm and cozy stay at this one-bedroom apartment in the heart of downtown Hudson.

You’ll have a good meal out in the heated, dog-friendly beer garden with your canine companion at München Haus. Gather around the outdoor fire pit, or belly up to the outdoor bar. This Bavarian-style restaurant in Leavenworth, WA, serves sausages and brats cooked on an open grill with a variety of toppings including apple cider sauerkraut, jalapenos, relish and 14 varieties of mustard! Sides include Bavarian pretzels, German potato salad, and chili con carne. Pair your sausage with an Arnold Palmer or a refreshing local beer from Icicle Brewing Company.

Continue your Bavarian-themed vacation this winter by staying at Obertal Inn, just a few blocks from München Haus, and enjoy daily walks at Waterfront Park.