Door County Christkindlmarkt, Tree Lighting & Winter Wine Trail Getaway
Nov 27, 2026 to Nov 29, 2026
Essentials
- Destination: Door County peninsula, Wisconsin (Fish Creek, Sister Bay, Sturgeon Bay, and the Door County Wine Trail).
- Optimal Travel Dates: 2026-11-27 to 2026-11-29 (Sister Bay Door County Christkindlmarkt, Capture the Spirit Tree Lighting, and fireside winery tastings).
- Travel Party: 2 adults (4 dogs remain home in Cudahy with dedicated Rover care).
- 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 with dedicated Rover care).
- 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: Friday, Nov 27, 2026: Drive from Wausau, Carlsville Wineries & Fish Creek
- 10:00 AM to 12:45 PM Drive from Wausau to Sturgeon Bay (407 Grant St, Wausau, WI 54403)
- 12:45 PM to 02:15 PM Sturgeon Bay Waterfront Lunch Sturgeon Bay Visitor Center
- 02:30 PM to 04:45 PM Carlsville Wine Corridor (5806 Highway 42, Sturgeon Bay, WI 54235) Door Peninsula Winery
- 05:00 PM to 06:00 PM Fish Creek Check-In (4006 Main St, Fish Creek, WI 54212) Homestead Suites
- 06:30 PM to 08:30 PM Wood-Fired Pizza Dinner (4023 Hwy 42, Fish Creek, WI 54212) Wild Tomato Wood-Fired Pizza
Day 2: Saturday, Nov 28, 2026: Eagle Tower, Sister Bay Christkindlmarkt & Northern Wineries
- 08:30 AM to 09:45 AM Breakfast at White Gull Inn (4225 Main St, Fish Creek, WI 54212) The White Gull Inn
- 10:00 AM to 12:00 PM Peninsula State Park & Eagle Tower (9462 Shore Rd, Fish Creek, WI 54212) Peninsula State Park
- 12:15 PM to 02:30 PM Door County Christkindlmarkt in Sister Bay (10310 Fieldcrest Rd, Sister Bay, WI 54234) Sister Bay Christkindlmarkt
- 02:45 PM to 05:00 PM Orchard Country & Stone's Throw Wineries (9197 Highway 42, Fish Creek, WI 54212) Lautenbach's Orchard Country Winery & Market
- 06:00 PM to 08:30 PM Romantic Supper at Barringer's (1 N Spruce St, Fish Creek, WI 54212) Barringer's Restaurant
Day 3: Sunday, Nov 29, 2026: Egg Harbor Wineries, Cave Point & Return Drive
- 09:00 AM to 10:00 AM Checkout & Morning Departure Homestead Suites
- 10:15 AM to 12:30 PM Harbor Ridge & Anchored Roots Wineries (4690 Rainbows End, Egg Harbor, WI 54209) Harbor Ridge Winery
- 12:45 PM to 02:00 PM Brewpub Lunch in Egg Harbor (7795 Highway 42, Egg Harbor, WI 54209) Shipwrecked Brew Pub
- 02:15 PM to 03:45 PM Cave Point Cliff Walk (5360 Schauer Rd, Sturgeon Bay, WI 54235) Cave Point County Park
- 03:45 PM to 07:15 PM Return Drive to Milwaukee Area (5300 S Howell Ave, Milwaukee, WI 53207) Milwaukee Mitchell International Airport
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 (2 days) | $26 to $26 | DNR Park Permits |
| Wine Trail Tastings & Market | Door County Wine Trail & Sister Bay Christkindlmarkt | $15 / flight per winery | $210 to $280 | Door County Wine Trail |
| Dining & Craft Brews | Wild Tomato, Barringer's, The White Gull Inn, Shipwrecked Brew Pub | $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 + Wineries + Dining + Rover Care | $648 to $813 / person | $1,296 to $1,626 total | Sturgeon Bay Visitor Center |