Destination Driftless A Trailside Retreat

Destination Driftless A Trailside Retreat Destination Driftless is located in southwestern Wisconsin in the Driftless Region.
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Enjoy time with family and friends in our century old farm home right on the Cheese County Trail.

11/11/2024
07/30/2024

Come on down to Blanchardville for our 9th Annual Cruise In!
📆 Wed. Aug 21
🕰️ 4pm
🎟️ Cash Raffle
🆓 No entry fee
🎶 “Skinny Tree and the Leaves” performing 6-8pm
✨ Event sponsored by Blanchardville Community Pride and supports the local community

Great roads and trails perfect for cruising!
07/25/2024

Great roads and trails perfect for cruising!

Cruise Lafayette County
What's your ride of choice? Motorcycle. UTV. Classic car or truck.
Whatever vehicle you choose, be sure to make frequent stops!
A. Darlington - Darlington Chamber Main Street
- Darlington Country Club

B. Shullsburg - Experience Shullsburg
- The Burg "Classic Tavern and Casual Dining"
- Grindstone Pub

C & D. Gratiot & Browntown
- Outsiders Bar and Grill - Gratiot (closed, new name & owner coming soon)
- Hawk's Mill Winery - Browntown

E. Argyle - Events and Activities around Argyle, Wisconsin
- Good Fellas Tavern
- The Corner Pub & Deli
If you're a really good planner, schedule a tasting at Blue Ash Farm.

F. Blanchardville - Blanchardville Community Pride
- Rachel & Ray's Pub & Grill
- Bistro On Main (now carrying Wollersheim wine & bourbon)

G. Belmont
- McCarville's My Turn Pub
- Rippers Bar
- Sportspage Bar & Supper Club Of Belmont LLC

Have fun, be safe and enjoy the weekend! Lafayette County Wisconsin

Exciting News! 🏡 Our vacation rental property just got a stylish upgrade with a brand new sign! 🌟 Whether you're here fo...
07/18/2024

Exciting News! 🏡 Our vacation rental property just got a stylish upgrade with a brand new sign! 🌟 Whether you're here for relaxation or adventure, our doors are open to welcome you to your perfect getaway. Book your stay today and experience the charm of Destination Driftless A Trailside Retreat☀️

The Cheese County Trail is now open!
03/29/2024

The Cheese County Trail is now open!

01/13/2024

Trails are open to snowmobiles! Book your winter getaway now! ❄️

01/04/2024

There may not be snow for snowmobiling yet, but our trails are still open for UTVs!

11/01/2023

For a trip that will transport you and your crew straight to the Swiss Alps, look no further than New Glarus in southern Wisconsin.

Visit our cozy farmhouse not far from Galena ☕️
10/08/2023

Visit our cozy farmhouse not far from Galena ☕️

With the weather about to turn colder, we've found some of the coziest communities in the Midwest that are less than a day trip away.

09/03/2023

Happy September🤩🤩
Come check out these delicious cocktails!🍹

08/25/2023

Check out this US Letter designed by Theresa Lozdoski.

Check out everything that Shullsburg has to offer on e-bikes! From E-Rental Adventure, LLC in Shullsburg, Wi. ALL RENTAL...
08/10/2023

Check out everything that Shullsburg has to offer on e-bikes! From E-Rental Adventure, LLC in Shullsburg, Wi.

ALL RENTALS ARE 30% OFF THE WHOLE MONTH OF AUGUST THROUGH LABOR DAY! ENTER THE CODE " LABORDAY " WHEN RENTING. GET OUT AND FINISH SUMMER STRONG!

EXCITING NEWS!!! READ THE PAGE BELOW TO GET CAUGHT UP ON WHAT'S NEW @ E-RENTAL ADVENTURES, LLC!

Several area towns named best US towns with fewer than 10,000 residents.
08/08/2023

Several area towns named best US towns with fewer than 10,000 residents.

America's small towns are packed with reasons to visit.

Fall is a beautiful time of year in Southwest Wisconsin!🍁 Sign-up to receive our free seasonal newsletter focusing on De...
08/06/2023

Fall is a beautiful time of year in Southwest Wisconsin!🍁 Sign-up to receive our free seasonal newsletter focusing on Destination Driftless- A Trailside Retreat and events/activities in and around the Driftless Region of Southwest Wisconsin, Galena, and Dubuque!
Click the link below to sign-up!

https://forms.gle/Fks35jwFnMhabbiHA

Hop on your motorcycle or cruise with the top down! This is a beautiful scenic drive with great stops along the way!
07/17/2023

Hop on your motorcycle or cruise with the top down! This is a beautiful scenic drive with great stops along the way!

Cruisin' the Driftless

Hop on your motorcycle or get out that Classic Car and cruise the southern most part of the Driftless area.

Here are some suggested stopping points:
A. Kieler Mall
B. The Burg "Classic Tavern and Casual Dining"
C. Good Fellas Tavern or The Corner Pub & Deli
D. Rachel & Ray's Pub & Grill
E. Tony's Tap
F. Dodger Bowl Lanes
G. Castle Rock Ridge, LLC
H. Pat and Greg's Pour House
I. Potosi Brewing Company

Enjoy!

Follow us for more cruise routes in other parts of the Driftless.

Looking for things to do throughout the year? Sign-up to receive our free seasonal newsletter focusing on Destination Dr...
07/17/2023

Looking for things to do throughout the year? Sign-up to receive our free seasonal newsletter focusing on Destination Driftless- A Trailside Retreat and events/activities in and around the Driftless Region of Southwest Wisconsin, Galena, and Dubuque!
Click the link below to sign-up!

https://forms.gle/Fks35jwFnMhabbiHA

07/13/2023

Strawberry Rhubarb is back and in cans! A fan favorite since its initial few runs, Strawberry has been a summertime staple in Wisconsin ever since. This beer is the first New Glarus fruit beer to come off our Riverside Can Line. Cheers! 🍻

There is always something to do in the driftless region!
07/07/2023

There is always something to do in the driftless region!

Rundown of Weekend Events in the Driftless Area
▪️ Friday:
11am: Growers Produce Auction - Cashton
5pm: Wine Down Friday at Wild Hills Winery w/ John Gay

▪️ Saturday:
8-Noon: Boscobel Farmers Market - Depot Park
8-Noon: Platteville Farmer's Market - City Park
8-Noon: Darlington, W Farmers Market - Festival Grounds
8-Noon: Cassville Mississippi Market - Volunteer Park
9-3pm: Ferryville Farmer's Market
10-6pm: Squirrelfest with the Tomah Squirrels Tomah Chamber & Visitors Center
Noon: Whiskey Row Saloon,LLC cruise - Avoca
Noon-10pm: The Driftless Music Festival - Viroqua
1-4pm: TKO Trio Band at Rachel & Ray's Pub & Grill - Blanchardville
1-4pm: Live music at Eagles Landing Winery w/ Curtis Goodman Music - Marquette, IA
1-5pm: Christmas in July in Argyle. Events and Activities around Argyle, Wisconsin
4pm: Live music at Whiskey Row Saloon,LLC w/ 2nd. Generation - Band - Avoca
5pm: Trivia at Wild Hills Winery - Muscoda
6pm: Healthy Hoedown at Farwell Hall - Dodgeville
Ridge & Valley Rally. Seneca Community Club

▪️ Sunday:
8am: Cruisin' WI Car Show - Blanchardville
11-2pm: The Camp Douglas Vendor & Farmer's Market
1-4pm: Live music at Twisted Raven Lounge w/ Knapp Creek - La Farge
2pm: Villa Louis Historic Site speaker series
3-6pm: Pizza in the Pavilion & live music at Hawk's Mill Winery w/ Grass Attack
6:30-8pm: Tunes at Twilight Darlington, Wisconsin w/ Frank Martin Busch and the Names. Darlington Chamber Main Street

Weekend:
Wa Du Shuda Days Festival (Fri & Sat) - New Lisbon
Farmers Appreciation Day (Sat & Sun) - Dodgeville

Address

Darlington, WI

Opening Hours

Monday 8am - 8pm
Tuesday 8am - 8pm
Wednesday 8am - 8pm
Thursday 8am - 8pm
Friday 8am - 8pm
Saturday 8am - 8pm
Sunday 8am - 8pm

Telephone

+18152899899

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