Winter WI Ultimate Guide: Things to Do [2025]

July 16, 2025

By Brian Dohrn | Dohrn Travels | Winter WI

Welcome to Winter, WI

Tucked in the heart of Sawyer County’s Northwoods, the village of Winter, Wisconsin is the kind of place where mornings start with mist rising off the lake and end with crackling fires and stargazing skies.

Roughly 40 minutes southeast of Hayward, this quiet town is surrounded by rolling woodlands, hidden lakes, and the winding flow of Northwoods rivers.

I enjoy visiting Winter, WI—it’s peaceful, uncrowded, and the fishing is great. The locals are friendly and welcoming, and it’s one of my favorite places to unwind and reset. From casting a line to relaxing in a rustic tavern, Winter has a way of slowing you down and letting you soak it all in.

Whether you’re tearing up the trails, floating a quiet river, or enjoying a starry cabin night—Winter delivers the full Northwoods escape.

Now let’s dive into what makes Winter, WI worth the trip.

Quick Glance: Winter sits amid the Chippewa Flowage, Tuscobia State Trail, Flambeau River State Forest, and Chequamegon–Nicolet National Forest—offering endless room to roam in every season.

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Jump to:

Why Visit Winter WI
Best Things to Do in Winter WI
Eat, Drink & Shop Local Around Winter WI
Map: Where to Eat, Drink & Stay in Winter WI
Where to Stay in Winter WI
Getting to Winter WI
Best Time to Visit Winter WI
Quick Travel Tips for Winter WI
Final Thoughts on Visiting Winter WI

Why Visit Winter WI

Uncrowded everything: Even in peak summer, you can find glassy lakes and empty trails.
Gateway location: Right on Hwy 70 and the Tuscobia State Trail, with quick access to Hayward, Park Falls, and Ladysmith.
Four distinct seasons: From spring fishing opener to sunny lake days, to fiery fall color drives, to snow-covered trails perfect for sledding and skiing.
Authentic Northwoods vibes: Friday fish fries, burgers, pizza, Old Fashioneds, Bloody Marys, campfires, and a laid-back pace that invites you to slow down and stay awhile.
Star-studded skies: With little light pollution, the night skies around Winter light up with constellations, shooting stars, and clear views of the Milky Way

With all that in mind, let’s explore the top things to do in Winter.

Best Things to Do in Winter WI

Ready to explore it for yourself? Here’s a breakdown of the best things to see and do in Winter, Wisconsin, no matter the season.

Explore the Parks & Trails Around Winter WI

Tuscobia State Trail

What it is: A 74‑mile converted rail corridor stretching from Park Falls to Rice Lake. It slices right through Winter, making Winter a great hub.
Best for: ATV/UTV (May–Oct), Snowmobiles (Dec–Mar).
Why go: Ever-changing scenery, plus plenty of tavern pit‑stops for burgers, cheese curds, and a cold Spotted Cow, and great photo ops.

Pro Tip: Use the Trail Treker app offline to navigate and locate pit stops.

Chequamegon–Nicolet National Forest

What it’s about: Spanning 1.5 million acres across northern Wisconsin, this sprawling forest offers hiking, paddling, wildlife watching, scenic byways, ATV trails, and camping.
Year-round use: Summer is perfect for camping, paddling, and trail riding; fall brings stunning foliage; winter offers snowmobiling and cross-country skiing.
Don’t miss: Black Lake Recreation Area & forest backroads perfect for Sunday drives.

Flambeau River State Forest

Paddler’s Paradise: Explore over 75 miles of the North and South Forks—North Fork offers mild Class I–III waters ideal for scenic, relaxed paddling and fishing, while the South Fork delivers challenging Class I–V rapids for whitewater enthusiasts.
Camping: Choose from two developed campgrounds (Lake of the Pines & Connors Lake) with reservable sites and full facilities or opt for one of the 14 rustic canoe sites along the river—including a yurt for accessible, cozy stays.
Trails & Recreation Galore: Hike and bike 14 miles of terrain, ride 38 miles of ATV trails, and enjoy wintertime fun on 55 miles of snowmobile trails and 14 miles of groomed cross-country ski trails.

Ojibwa Park

Riverside Relaxation: Located along the Chippewa River, this scenic park is perfect for picnicking, fishing, or simply enjoying a peaceful view of the water.
Family-Friendly Amenities: The park features a playground, covered picnic shelter, and plenty of green space for games or gatherings.
On-Site Camping: Offers a small, quiet campground with electric hookups—perfect for an overnight stay or weekend getaway.
Easy Trail Access: Connects directly to the nearby Tuscobia State Trail—making it a great pit stop during a ride through the Northwoods.

Barker Lake Golf Course

Historic Roots: Designed by gangster Joe Soltis in the 1920s, this 9-hole course is vintage Northwoods with scenic views and a historic clubhouse.
What makes it special: One of Wisconsin’s oldest golf courses, designed with natural hazards and tree-lined fairways that offer both challenge and tranquility.
Bonus: After your round of golf, check out the vintage clubhouse or walk down to the lake for a peaceful post-game view.

600+ Miles of Snow & Dirt Trails

Love to ride? Sawyer County is a premier trail destination with over 600 miles of interconnected ATV, UTV, and snowmobile routes that link Winter, WI to nearby towns like Hayward, Birchwood, Cable, and beyond.
Well-marked and regularly groomed, these trails wind through forests, cross rustic bridges, and lead past welcoming taverns—ideal for year-round rides.

After you’ve explored the land, it’s time to hit the water.

Pro Tip: Always check the trail status before heading out. Click here for 👉 Sawyer County Trail Conditions.

🛻 Rent an ATV Near Winter, WI

Want to explore the Northwoods but don’t have your own ride? Book a side-by-side rental just 40 minutes away in Hayward. It’s a great way to hit the trails around Cable and beyond without the hassle of hauling gear.

Embrace the Water & Outdoors in Winter WI

Once you’ve wandered the forests and trails, it’s time to dive into the rivers and lakes that define the outdoor experience here.

Flambeau River State Forest — Flambeau River

Paddle or Tube the Rivers

Few things beat floating peacefully down a Northwoods river on a sunny day. If you’re looking to relax, grab an inner tube and launch onto the Chippewa River from The Wannigan Resort. Float through scenic backcountry while soaking up the sun as bald eagles soar overhead.

If you’re after a little more adventure, Big Bear Recreational Rentals offers canoe and kayak rentals plus shuttle service for trips down the Flambeau River—great for both seasoned paddlers and curious beginners.

Fish Year-Round

From dock fishing to trolling open water—or setting tip-ups on the ice in winter—angling around Winter is always in season.

Top spots include Lake Winter, Barker Lake, Black Dan Lake, and the legendary Chippewa Flowage. Anglers can reel in muskies, walleyes, crappies, perch, and more. Local bait shops have everything you need—sucker minnows in the fall, waxies and jigs in winter.

New to fishing? Check out my Beginner Fishing Setup Guide for gear tips, bait ideas, and confidence boosters.

🎣 Want to Book a Guided Fishing Trip?

Whether you’re after trophy musky or a relaxing day on the lake, a local guide can make all the difference.

PIN IT

For a glimpse into the past, these small-town museums tell Winter’s story.

Dive into History & Culture in Winter WI

Of course, Winter isn’t just about the outdoors. The area also has a fascinating story to tell—rooted in railroads, logging, and community spirit.

Winter WI Depot Museum

Step back in time at the Winter Depot Museum, located in a beautifully restored 1905 Omaha rail depot. This small but rich museum highlights the legacy of the Tuscobia rail line, which helped shape the region before being transformed into today’s popular multi-use recreational trail.

Managed by the Friends of the Tuscobia Trail, the museum also functions as a visitor center. Inside, you’ll find historic photographs, maps, and logging-era memorabilia—and you can even pick up current trail maps and local tips.

Sawyer County Historical Society Museum

If you’re up for a scenic 45-minute drive northwest to Hayward, make time for the Sawyer County Historical Society Museum. Housed in a former Department of Natural Resources building, it dives deep into the area’s logging, railroading, fishing, and Ojibwe heritage.

Exhibits rotate regularly, and the museum also includes a research library for anyone looking to dig deeper into local history.

Want to go for a short road trip? Check out these regional attractions.

Attractions Near Winter WI

Looking to expand your adventure? These nearby attractions are all within about an hour’s drive and offer even more ways to experience the region.

Freshwater Fishing Hall of Fame

Just 45 minutes northwest of Winter WI in Hayward, this fun and quirky spot is home to a massive four-story muskie sculpture you can actually walk inside!
Great for families, selfie-takers, and fishing fans alike. Inside, you’ll find angler memorabilia, record-breaking fish displays, and a healthy dose of Wisconsin pride.

Smith Lake County Park

Tucked near Park Falls, this peaceful park centers around a small, calm lake—perfect for kayaking, swimming with the kids, or relaxing on the shore with a picnic.

Elk Viewing in Clam Lake

Just 35 minutes northeast of Winter WI, Clam Lake is home to Wisconsin’s reintroduced elk herd.
Your best shot at seeing them? Drive the scenic routes near dusk or visit the Elk Information Kiosk on Highway 77 for local updates and sighting tips.

Copper Falls State Park

One of Wisconsin’s most beautiful state parks and well worth the 60-minute drive to Mellen.
Follow the Doughboys Nature Trail to see Copper and Brownstone Falls thundering through deep lava rock gorges. It’s a hiker’s dream with epic overlooks, cool shade, and lots of photo ops.

Planning more Wisconsin adventures? Check out my post on 7 State Parks to Visit This Weekend

Looking for more than just sights and trails? Winter’s events bring the community to life.

Seasonal Events & Festivals in Winter WI

If you time your visit right, Winter’s calendar is packed with small-town festivals, holiday markets, and lively local traditions worth experiencing.

Season	Event	Highlights
Winter (November)	Homespun Holidays Craft Show	Local artisans, handmade gifts, baked goods, and holiday décor.
Spring (May)	Spring Fling Arts & Craft Fair	Crafters, food vendors, rhubarb pie contest, flea market, classic car show, and pancake breakfast.
Summer (July)	July Jubilee	Parade, live music, food & craft vendors, games, pie social.
Summer (Aug)	Ojibwa Canoe & Kayak Race	Multiple classes & family-friendly games in Ojibwa Community Park.

Pro Tip: Check 👉 Winter Area Chamber of Commerce Facebook page for event updates.

Of course, no trip is complete without great food.

Eat, Drink & Shop Local Around Winter WI

All that activity is bound to work up an appetite. Luckily, Winter delivers when it comes to food, drinks, and local charm.

Downtown Winter, Wisconsin. — Downtown Winter, Wisconsin

Classic Northwoods Dining

Patti’s on 70 – A longtime local favorite serving up hearty breakfasts, rotating homemade soups, juicy cheeseburgers, and a classic Friday night fish fry. Their signature Bloody Mary is a must-try.
Julie’s Trailside Tavern – Just steps from the Tuscobia State Trail, this tavern is a go-to spot for burgers, Friday fish fries, and a friendly Northwoods crowd.
Bottoms Up Sports Bar & Grill – Pool tables, outdoor seating, and a welcoming bar menu featuring pizza, wings, and burgers. A perfect stop for trail riders looking to fuel up.
Lakewood Café – Cozy café known for generous portions and all-day breakfast. Try their skillet meals and homemade pancakes before hitting the trails.
Flambeau Forest Inn – A rustic hideaway where Friday fish fry meets brandy Old Fashioned in a wood-paneled dining room surrounded by forest charm.
RayJay’s Pizza – Family-friendly with big flavor. Known for crispy-edge pizzas, saucy chicken, and hearty portions.
Chippewa Inn – One of the area’s premier supper clubs. Expect white-tablecloth service, prime rib, and reservations recommended on weekends.
The Wannigan Resort – Riverside bar & grill with tubing access on the Chippewa River. Great for a cold drink, casual meal, or launching a float trip.
Trap N’ Fish Lodge – Their restaurant is known for satisfying portions, Northwoods-style comfort food, and great hospitality—perfect for anglers or snowmobilers looking for convenience and comfort.
Big Bear Lodge – Their full-service bar and grill offers satisfying meals like burgers and wings in a welcoming Northwoods setting. A great place to grab a bite after a paddle or snowmobile ride.
The Loretta Steakhouse – A down-to-earth steakhouse known for generous cuts, timeless supper club fare, and a well-stocked bar. Great spot for a satisfying dinner after a day on the trail.
Robin’s Nest Café – A cozy breakfast spot loved for its fresh coffee, generous portions, and made-from-scratch morning meals. Pancakes, omelets, and local hospitality make this a go-to start to your day.
Rusty Hook Saloon and Smokehouse – This lively, down-home spot features smoky BBQ, stacked sandwiches, and refreshing pours in a lively, trail-friendly hangout.

Dinners With Onsite Lodging

Musky Tale Resort – Dig into Wisconsin staples like burgers, fried fish, and cheese curds—served with lake views and a laid-back lodge vibe.
Johnson’s Resort – The on-site bar and grill serves up comforting Northwoods favorites in a laid-back, lakeside setting—perfect for winding down after a day outdoors.
Treeland Resorts – Their lakefront restaurant and bar are a great place to grab a bite after a day on the water.
R & R Bayview – This laid-back lakefront spot serves up homestyle meals, fish fry classics, and cold drinks—perfect for kicking back with friends.
The Rustic Lodge – Inviting bar & grill with juicy burgers, handcrafted cocktails, and views of the surrounding waters—perfect after a long day outdoors.
Deerfoot Bar & Grill – A welcoming stop with a cozy bar and lakeside patio grilling up thick burgers and Friday night fish fry favorites, best enjoyed on the lakeside patio.
The Landing Resort – Lakeside dining with a warm, casual atmosphere. Their restaurant serves hearty pub-style meals, including burgers, fish fry, and comfort food favorites—perfect for wrapping up a day outdoors.
Bucktail Lodge – A welcoming Northwoods bar and grill dishing out homestyle favorites and good conversation in a cozy, rustic atmosphere.
Oxbo Resort – Friendly Northwoods bar and grill serving up pub-style meals and cold drinks in a relaxed setting. A favorite stop for snowmobilers and trail riders looking to unwind.
Eagle Lodge Resort & Campground – Set on the shore of Blaisdell Lake, this Northwoods hangout is known for its famous Old Fashioneds, hot pizza, and cold beer.

Where to Grab a Drink

Blind Pig Saloon – Laid-back and packed with personality. Mixing up exceptional Old Fashioneds and Bloody Marys, great for a casual drink and conversation.
Johansen’s Corner – A classic roadside tavern with cold beer, strong pours, and a laid-back setting. Don’t be surprised if you end up chatting with the regulars.
moxi Lounge – A more modern, cozy cocktail lounge with an elevated drink menu and stylish cabin atmosphere. Perfect for a date night or relaxed evening with friends.
Big Musky Resort – Lakeside watering hole with relaxed vibes and killer views. Enjoy a cold one on the deck after a day of fishing or paddling.
9 Mile Tavern – Laid-back rustic cabin style bar that’s popular with the paddlers, ATV and snowmobile crowd.
Buckwheats Resort – Fun and friendly Northwoods tavern known for ice-cold drinks, laid-back vibes. Don’t forget to snap a photo with the giant wiener—it’s a favorite stop for riders and paddlers.
Sisko’s Pine Point Resort – Famous for its Bloody Mary, crispy frozen pizza, and friendly cabin-style bar.

☕ Morning Vibes: Coffee with a View

One of my favorite ways to start the day up north? A steaming mug of Peet’s Coffee by the lake.

Great flavor, easy to brew, and perfect for chilly mornings on the porch.

Local Shops

Winter Cooperative – The Winter Co-Op is a community-based grocery and hardware store right in the heart of town. Stock up on snacks, essentials, tools, or local staples while supporting a business run by and for the local community.
Winter Greenhouse – More than just a greenhouse—it’s a destination. With vibrant seasonal displays, native plants, and garden art, this place is a haven for plant lovers. Don’t miss their annual events and stunning garden paths.
River Stop Phillips 66 – Your one-stop convenience stop for gas, groceries, snacks, beer, bait, ice, pizza, sandwiches, and more.

Map: Where to Eat, Drink & Stay in Winter WI

Here’s where to stay for a comfortable night’s rest.

Where to Stay in Winter WI

After a day of eating, exploring, and adventuring, you’ll want a comfortable place to kick back. Winter has you covered with rustic resorts, cozy cabins, and everything in between.

Winter Northern Lights Motel – Simple, clean, and affordable with snowmobile trail access right outside your door. Ideal for those spending full days out adventuring and wanting a dependable base to rest.
The Rustic Lodge – Campsites along the Brunet River with hookups, Lake Winter access, playground, and on-site bar & grill.
Bucktail Lodge – Four-season cabins on Barker Lake with a full bar, restaurant, fishing, and direct access to ATV and snowmobile trail #12.
Eagle Lodge Resort – Cabins and campsites along scenic Blaisdell Lake. Enjoy sunset views, lake breezes, and on-site dining and drinks. A relaxing stay with all the Northwoods vibes.
Winter Nights Cottages – Cozy and quiet, these cottages offer the perfect rustic escape for couples, or solo travelers looking to disconnect and unwind.
Big Bear Cabins – Cabin rentals plus gear and kayak rentals right on site. Great for groups, families, or friends looking for an easy way to enjoy the outdoors.
Legacy Lodge – Historic Northwoods lodge with cabins, a private beach, and access to canoes, kayaks, and a 9-hole golf course across the road.
Trap-N-Fish Motel – No-frills lodging with everything you need to clean up, crash, and head back out on the trails or river. Friendly staff and close to dining.
moxi Lodge – A stylish, newly renovated lodge offering a modern Northwoods vibe with rustic touches. Located near ATV and snowmobile trails, it’s a comfortable and convenient base for year-round adventure
VRBO Options – From trailside tiny homes to spacious lakefront cabins there’s something for every budget and group size.
Campgrounds: Pitch a tent or park your RV at scenic locations in Flambeau River Forest, Ojibwa Park, Chequamegon–Nicolet National Forest or Draper School Campground—great for travelers who want to sleep under the stars and wake up to the sound of birds.
Chippewa Flowage Resorts – If you’re looking to stay near the legendary Chippewa Flowage, you’ll find no shortage of resort options ranging from cozy cabins to full-service lodges.

🛏️ Need a Place to Stay in Winter, WI?

Compare top options and book your Northwoods escape:

Wondering how to get here?

Getting to Winter WI

Now that you know where to stay, let’s talk about how to get here—whether you’re driving in or riding the trails.

The sign for Winter, Wisconsin on WIS70. — The sign for Winter, Wisconsin on WIS70

By Car:

2 hours from Duluth, MN
3 hours from Minneapolis-St. Paul, MN
3.5 hours from Green Bay, WI or Rochester, MN
4.25 hours from Madison, WI

Need a rental car? Compare rates with DiscoverCars or Rentalcars.com.

By ATV/UTV or Snowmobile:

Reach Winter WI right from the trail! The Tuscobia State Trail and a network of connecting routes make it easy to ride in year-round—whether you’re sledding in or rolling on an ATV.

Every season offers something special—here’s a quick breakdown

Best Time to Visit Winter WI

Still deciding when to make your trip? Here’s a look at what each season in Winter has to offer.

Season	Weather	Best For	Crowd Level
Spring (Apr–May)	40–60°F; occasional snow	Fish opener, wildflowers, fewer bugs, quiet hiking & ATV rides	Low
Summer (Jun–Aug)	70–85°F; humid	Lake life, tubing, kayaking, fishing, ATV/UTV riding, festivals	Moderate
Fall (Sep–Oct)	50–70°F; vibrant foliage	Scenic drives, hunting, cranberry marsh tours, fall colors	Moderate–Low
Winter (Dec–Feb)	0–30°F; heavy snow	Snowmobiling, ice fishing, cozy cabin getaways, winter trails	High for sledders

Before you pack, here are a few final tips to make your trip smoother

Quick Travel Tips for Winter WI

No matter when you visit, these quick tips will help make your Winter trip even smoother and more enjoyable.

Pack bug spray — Check out my 👉 Insect Repellent Guide before you pack.
Check trail conditions — Visit Sawyer County Alliance before riding your sled or ATV/UTV to ensure trails are open and safe.
Know the rules — Before casting a line, check out the Wisconsin DNR Fishing Regulations to see limits, seasons, and special rules for local lakes and rivers.
Carry cash — Many taverns and small shops prefer cash, especially in remote areas.
Respect speed limits — A lot of ATV/snowmobile routes pass near homes or run alongside residential driveways.
Pack layers — Weather in the Northwoods can shift quickly, even in summer.
Plan ahead — Book lodging early during busy seasons.

🗺️ Plan Your Next Adventure

These trusted sites can help you book lodging, gear, and local experiences—wherever you’re headed:

🏨 Find a Place to Stay

🚗 Rent a Car

🧭 Book Tours & Explore

Booking through these links supports Dohrn Travels — at no extra cost to you!

So, why visit Winter WI?

Final Thoughts on Visiting Winter WI

With all that in mind, here’s why Winter, Wisconsin is one of my favorite hidden gems—and why it might become one of yours too.

Winter might fly under the radar—but that’s exactly its charm. Start your day on the lake, spend the afternoon exploring trails, and wind down with an Old Fashioned by the fire.

Whether you’re here for a full vacation or just passing through on a Northwoods road trip, Winter offers the perfect mix of adventure, small-town charm, and peaceful moments. Slow down, stay awhile, and let the rhythm of the woods remind you what it means to really relax.

Love discovering off-the-beaten-path Midwest gems? Don’t miss my guide to Things to Do in Trempealeau, WI.