Once you’ve chosen Whitefish for your getaway with your sweetheart, you won’t be short on activities to fill your time. From dancing the night away to enjoying a quiet meal at one of the town’s most popular restaurants, there’s plenty of hot spot fun to be had in the beautiful Montana landscape. While you plan your agenda of fun, pack it with romance and relaxation, but you’ll also want to allow yourself the treat of some of Whitefish’s best date night hot spots.

Book Our Valentine’s Day Rentals Here!


Casey’s is one of the ultimate places in Whitefish for a good time after the sun goes down. When the season is right, the rooftop bar, known as the Skybar, is available. You’ll catch the beautiful Montana sunset from any seat. Year-round you and your sweetheart can enjoy the main bar, with a full menu of beers on tap, cocktails, liquors and more. While you listen to live music or your favorite songs played by the DJ, enjoy food like wings, burgers, and vegetarian selections. Get out on the dance floor to move to the music, light show, and feel the confetti rain down on you from the confetti cannon. Extended hours on Friday and Saturday night are until 12:30 a.m. Tables are socially distanced, and the venue is limited to 50% capacity. Please wear a mask to enter and whenever you are not seated at a table.

Abruzzo Italian Kitchen

If you’re looking for authentic Italian cuisine in a cozy atmosphere on your trip to Whitefish, check out Abruzzo Italian Kitchen for some of the best Whitefish dining. A popular place good for a quiet date night. They make all of their pizzas and pastas from scratch by hand. You’ll enjoy Italian favorites like lasagna, spaghetti & meatballs, and seafood pasta. If pizza is what you crave, they have several kinds of wood fired pizzas to choose from, including traditional pepperoni, mushroom bianca, topped with mixed mushrooms, fontina, mozzarella, sage, olive oil, and garlic, the margherita, and more. Ask about gluten-free pizza options. The restaurant is currently operating at 50% capacity for dine-in service, with only six guests at a table. Please wear a mask when entering the facility and any other time you are not at your table.

Unleashed Winery

A great way to start date night, Unleashed Winery offers a variety of red, white, and sweet wine, made right on the premises. Many of the wines carry dog-themed names, a nod to the owner’s roots as an animal care technician and life-long dog lover. Take part in a wine tasting event complete with locally sourced appetizers to pair with the wines or purchase a bottle or two for home-cooked meals at your rental. In addition to tastings, they often have live music from local artists. Please wear a mask when not eating or drinking.

Check Out Our Condos for Rent Here!

Latitude 48 Bistro

Latitude 48 is located in Whitefish and boasts a menu full of artful fusion of traditional and contemporary dishes. They offer tasty bites like Malaysian shrimp, Korean fried cauliflower, and New York Strip steak. If you’re in the mood for creative pizza offerings, try the “polpetta,” topped with elk meatballs, bell peppers, red sauce, mozzarella, and basil or the “fungo” topped with mushrooms, goat cheese, and truffle oil. Add one of their crisp wines or inventive cocktails for a culinary experience you won’t forget.

Whitefish Dining at the Red Room Lounge

Located in the downstairs area of Latitude 48, the Red Room Lounge is the perfect place to unwind with a drink after a busy day of skiing or enjoying a Montana summer. Go for something you know like an Old-Fashioned or try their Latitude 48, a mix of vodka, olive juice, fresh thyme, gorgonzola, prosciutto, and garlic-stuffed olives. Enjoy an extensive wine list, with offerings from Washington state, California, and Oregon, and around the world from places like Australia, France, Italy, and Germany.

Browse Our Whitefish Villas Here!

Enjoy an Intimate Getaway to Whitefish

Begin and end every fun-filled day of your stay in a vacation rental by I Love Whitefish. We offer three-bedroom units for a spacious yet intimate stay, all the way up to five-bedroom units to accommodate a couples’ trip with friends. Relax and spread out in the open floor plan living area or retreat to the comfort and privacy of your own bedroom. Many units are close to all of the hot spot fun you came to experience. Stick to your diet and prepare a home-cooked meal in the fully equipped kitchen when you’re not out enjoying an amazing meal. You can even choose a premium unit for stainless steel appliances, flat screen TVs, and decadent bathrooms.

Contact us today to start planning your Whitefish hotspot hopping getaway!

Skip to toolbar