Bend, Oregon Bachelor Party – Winter Adventure

Day 1: Arrival & Downtown Exploration

Morning: Fly into Redmond Municipal Airport and take a shuttle to your downtown Bend condo, where you can drop off luggage and enjoy a quick coffee at Thump Coffee.

Afternoon: Stroll through the Old Mill District, checking out boutique shops and sampling local brews at Deschutes Brewery while the group plays a friendly trivia game.

Evening: Dine at 10 Barrel Brewing Co. followed by a bar‑hop along the lively Fifth Street Public House corridor, ending the night with a nightcap at The Alibi.

Day 2: Snow Sports & Après‑Ski

Morning: Head to Mt. Bachelor for a full day of skiing or snowboarding; rent gear at the base lodge and hit the powder‑filled runs.

Afternoon: Take a break at the Summit Bar & Grill for lunch with panoramic mountain views, then continue carving the slopes or try the terrain park for some tricks.

Evening: Return to downtown for a hearty dinner at Jackpot Bar & Grill, then unwind with a private hot‑tub session at your condo and a late‑night game of cards.

Day 3: Relaxation & Departure

Morning: Recover with a soothing visit to The Spa at The Oxford for a couples‑style massage and sauna session.

Afternoon: Explore the scenic Riverbend Trail on snowshoes, stopping at the Riverfront Park for photo ops and hot cocoa.

Evening: Celebrate the final night with a private dinner at Zig Zag Café, followed by a toast to the groom at The Loose Goose before heading to the airport.

Time and Cost Estimates

• Thump Coffee – 0.5 hr – $10 per person
• Old Mill District Shopping – 2 hr – $50 per person
• Deschutes Brewery Tour – 1.5 hr – $25 per person
• 10 Barrel Brewing Co. Dinner – 2 hr – $40 per person
• Mt. Bachelor Lift Ticket – 6 hr – $110 per person
• Gear Rental (Ski/Board) – 6 hr – $45 per person
• Summit Bar & Grill Lunch – 1 hr – $30 per person
• Jackpot Bar & Grill Dinner – 2 hr – $45 per person
• Private Hot‑Tub Rental – 2 hr – $80 total
• The Spa at The Oxford – 2 hr – $150 per person
• Snowshoe Rental (Riverbend Trail) – 3 hr – $25 per person
• Zig Zag Café Dinner – 2 hr – $55 per person
• The Loose Goose Drinks – 2 hr – $35 per person
• Accommodation (3 nights, condo) – – $450 total (splits 9 per person)

Total Estimated Cost per Person: $1,135

Tips

If you have extra days, consider a day trip to the nearby Smith Rock State Park for winter climbing or add a guided ice‑fishing excursion on the Deschutes River. To shorten the trip, skip the spa day and replace the snowshoe hike with a relaxed brunch at Backporch Coffee Roasters, allowing more time for departure logistics.