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Home / Trips / Upcoming

Lake Geneva Santa Cruise, 2M Holiday Lights & Speakeasy Getaway

Nov 27, 2026 to Nov 29, 2026

Full trip pageAdd to calendar (.ics)

Essentials

  • Destination: Lake Geneva, Wisconsin (Geneva Lake Shore Path, Grand Geneva Resort, and Maxwell Mansion 1856).
  • Optimal Travel Dates: 2026-11-27 to 2026-11-29 (opening weekend of the Lake Geneva Santa Cruise and Grand Geneva's 2M holiday light displays).
  • Travel Party: 2 adults (4 dogs remain home in Cudahy with dedicated Rover care).
  • Target Budget Range: $644 to $809 per person ($1,288 to $1,618 total party cost).
  • Hotel Starting Point: Maxwell Mansion 1856 (421 Baker St, Lake Geneva, WI 53147).
  • 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, Mansion Check-In & Santa Cruise

  • 11:00 AM to 02:30 PM Drive from Wausau to Lake Geneva (407 Grant St, Wausau, WI 54403)
  • 02:30 PM to 04:30 PM Maxwell Mansion Check-In (421 Baker St, Lake Geneva, WI 53147) Maxwell Mansion 1856
  • 04:45 PM to 06:30 PM Santa Cruise & Shoreline Lights (812 Wrigley Dr, Lake Geneva, WI 53147) Riviera Docks
  • 06:30 PM to 08:30 PM Wood-Fired Pizza on the Lake (831 Wrigley Dr, Lake Geneva, WI 53147) Oakfire Pizzeria
  • 08:30 PM to 10:30 PM Underground Speakeasy Nightcap Maxwell Mansion 1856

Day 2: Saturday, Nov 28, 2026: Shore Path Walk, Grand Geneva 2M Lights & Fine Bistro

  • 08:30 AM to 09:45 AM Farm-to-Table Breakfast (525 Broad St, Lake Geneva, WI 53147) Simple Cafe
  • 10:00 AM to 01:00 PM Geneva Lake Shore Path & Boutiques (812 Wrigley Dr, Lake Geneva, WI 53147) Riviera Beach
  • 01:00 PM to 02:45 PM Midday Rest at Mansion
  • 03:00 PM to 05:15 PM Grand Geneva 2M Lights & Trolley Tour (7036 Grand Geneva Way, Lake Geneva, WI 53147) Grand Geneva Resort
  • 05:45 PM to 08:00 PM Romantic Dinner at Sopra Bistro (724 W Main St, Lake Geneva, WI 53147) Sopra Bistro
  • 08:15 PM to 10:00 PM Apothecary Bar Lounge Maxwell Mansion 1856

Day 3: Sunday, Nov 29, 2026: State Park Trails, Church Brewery & Return Drive

  • 09:00 AM to 10:30 AM Leisurely Morning & Checkout Maxwell Mansion 1856
  • 10:45 AM to 12:30 PM Big Foot Beach State Park Walk (1550 S Lake Shore Dr, Lake Geneva, WI 53147) Big Foot Beach State Park
  • 12:45 PM to 02:15 PM Craft Beer at Topsy Turvy Brewery (727 E Geneva St, Lake Geneva, WI 53147) Topsy Turvy Brewery
  • 02:15 PM to 03:30 PM Return Drive to Milwaukee Area (5300 S Howell Ave, Milwaukee, WI 53207) Milwaukee Mitchell International Airport

Costs

Expense Category / Line ItemProvider / VenueExact Unit Price / RateTotal Cost RangeVerified Booking / Info Link
Historic Mansion Lodging (2 Nights)Maxwell Mansion 1856$245 / night$490 to $490Maxwell Mansion Booking
Travel Fuel (Personal Vehicle)Wisconsin Fuel Stations$4 / gallon (approx 14 gal)$55 to $55Wisconsin Gas Averages
State Park AdmissionBig Foot Beach State Park DNR$13 / day pass$13 to $13DNR Park Permits
Dining & Artisan MealsSimple Cafe, Oakfire Pizzeria, Sopra Bistro$80 to $125 / person / day$320 to $500Sopra Bistro
Speakeasy Cocktails & BreweryMaxwell Mansion 1856 & Topsy Turvy Brewery$40 to $60 / person$80 to $120Topsy Turvy Brewery
Santa Cruise & Trolley LightsLake Geneva Cruise Line & Grand Geneva Resort$35 to $50 / person$70 to $100Lake Geneva Cruise Line
Home Pet Care (4 Dogs in Cudahy)Rover.com Cudahy Pet Sitting Search$130 to $170 / night$260 to $340Rover Cudahy Pet Sitting
TOTAL (All-In Vacation Expenses for Party of 2)Mansion + Fuel + Park + Dining + Cocktails + Cruise + Rover$644 to $809 / person$1,288 to $1,618 totalVISIT Lake Geneva

Ross Rondeau

Principal Enterprise Architect & Systems Strategist. Helping organizations build scalable, compliant, and cost-effective technology platforms.

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