Exact travel dates are not set yet; the dates shown are the planning window.
Essentials
- Destination: Door County peninsula, Wisconsin (Sturgeon Bay, Fish Creek, and the Door County Wine Trail).
- Optimal Travel Dates: 2026-12-22 to 2027-01-02 (peaceful quiet season, Sturgeon Bay Cherry Drop, Sister Bay Goat Drop, and fireside wine tastings).
- Travel Party: 2 adults (4 dogs stay home with dedicated Rover care in Cudahy).
- Target Budget Range: $648 to $813 per person ($1,296 to $1,626 total party cost).
- Hotel Starting Point: Homestead Suites, 4006 Main St, Fish Creek, WI 54212.
- Hotel Pet Policy: $0 hotel pet fee (dogs stay home in Cudahy).
- Home Pet Care (If Pets Stay Home): Rover.com Cudahy Pet Sitting Search estimates $130 to $170 per night ($260 to $340 total for 2 nights).
Day by Day
Day 1: Southern Peninsula Wineries, Winter Arrivals & Fish Creek
- 10:30 AM to 1:30 PM Drive to Algoma & Historic Cellars Von Stiehl Winery
- 1:45 PM to 3:15 PM Sturgeon Bay Waterfront Sturgeon Bay Visitor Center
- 3:30 PM to 5:00 PM Carlsville Wine Corridor Door Peninsula Winery
- 5:15 PM to 6:00 PM Fish Creek Check-In Homestead Suites
- 6:30 PM to 8:30 PM Dinner & Sunset Wild Tomato Wood-Fired Pizza
Day 2: Park Bluffs, New Year's Eve Celebrations & Northern Wineries
- 8:30 AM to 9:30 AM Breakfast in Fish Creek
- 10:00 AM to 12:30 PM Peninsula State Park & Eagle Tower Peninsula State Park
- 1:00 PM to 2:30 PM Lautenbach's Orchard Country Lautenbach's Orchard Country Winery & Market
- 3:00 PM to 4:45 PM Stone's Throw Winery & Ephraim Stone's Throw Winery
- 5:30 PM to 8:00 PM Fine Dining Dinner Barringer's Restaurant
- 8:30 PM to 12:30 AM New Year's Eve Celebrations
Day 3: Egg Harbor Wineries, Cave Point Ice Walk & Return Drive
- 9:00 AM to 10:00 AM Checkout & Village Morning
- 10:15 AM to 11:15 AM Harbor Ridge Winery Harbor Ridge Winery
- 11:30 AM to 12:30 PM Anchored Roots Vineyard Anchored Roots Vineyard & Winery
- 12:45 PM to 2:00 PM Lunch at Casey's BBQ Casey's BBQ & Smokehouse
- 2:15 PM to 3:45 PM Cave Point Ice Walk Cave Point County Park
- 3:45 PM to 7:15 PM Return Drive to Cudahy
Costs
| Expense Category / Line Item | Provider / Venue | Exact Unit Price / Rate | Total Cost Range | Verified Booking / Info Link |
|---|---|---|---|---|
| Lodging (2 Nights) | Homestead Suites | $215 / night | $430 to $430 | Homestead Suites Booking |
| Travel Fuel (Personal Vehicle) | Wisconsin Fuel Stations | $4 / gallon (approx 18 gal) | $70 to $70 | Wisconsin Gas Averages |
| State Park Admission | Peninsula State Park DNR | $13 / day pass | $26 to $26 | DNR Park Permits |
| Wine Trail Tastings (7 Wineries) | Door County Wine Trail Wineries | $15 / flight per winery | $210 to $280 | Door County Wine Trail |
| Dining & Artisan Meals | Wild Tomato, Barringer's, Casey's BBQ | $75 to $120 / person / day | $300 to $480 | Wild Tomato |
| Home Pet Care (4 Dogs in Cudahy) | Rover.com Cudahy Pet Sitting Search | $130 to $170 / night | $260 to $340 | Rover Cudahy Pet Sitting |
| TOTAL (All-In Vacation Expenses for Party of 2) | Lodging + Fuel + Parks + 7 Wineries + Dining + Rover Care | $648 to $813 / person | $1,296 to $1,626 total | Sturgeon Bay Visitor Center |