Sep 30, 2026

3 Thrilling Costco Vacations You Can Take in the Fall and Save $4K+

If you've been eyeing a vacation but eyeing your bank account even harder, Costco Travel has three luxury packages this fall that deliver actual savings. Booking now means you hit the sweet spot — low enough prices to matter, but before the Christmas rush drives everything up.

What makes these deals stand out? They're not stripped-down budget offerings. Costco packages include real perks: free breakfast credits, waived resort fees, complimentary parking and more.

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Whether you want mountains, beaches or a domestic destination, there's a strong option worth considering.

Whistler: Fairmont Chateau Whistler

Whistler is a famous ski resort in Canada, known for its year-round adventure culture. If you want to take a ski trip, check out this Costco vacation deal. The luxury mountain resort is located at the base of Blackcomb Mountain and offers easy access to Whistler Village, hiking and other outdoor activities.

Currently, a five-day stay (from October 1 to October 5) in the Fairmont Chateau Whistler costs around $1,700 for two people. Complimentary daily self-parking, shuttle service, valet service for skis, sporting equipment rental and yoga classes are also included in your stay.

If you wait until Christmas season (from December 20 to December 25) to take the same trip, be prepared to pay over $6,000 for the same 4.5-star hotel experience.

Maui: Hotel Wailea, Relais & Chateaux

Maui is another location that’s generally cheaper in fall than during peak winter months. Plus, weather in Maui during these months is typically warm and beach-friendly, with daytime temperatures in the 80s.

Costco’s Hotel Wailea package is currently offering an amazing deal. You get five nights for the price of four, a daily $100 breakfast credit per room and a welcome bottle of Champagne valued at $120. If you’re a couple looking for a quieter Maui vacation, this adults-only resort is worth considering.

A five-day stay in this beautiful five-star hotel (from October 10 to October 15) costs $8,300 for two people. But if you wait until winter break, expect to pay close to $10,000.

San Antonio: Hyatt Regency Hill Country Resort

If you don’t want to go outside the country, another vacation deal to look into is Costco’s Hyatt Regency Hill Country Resort package. September and October are also relatively affordable months in San Antonio overall, so you’re saving money just by taking advantage of the low season.

Costco’s offer includes daily breakfast for two, valued at $55 per day, as well as a waived mandatory daily resort fee, valued at $60 per day. And if you book a five-day stay from October 1 to October 2026, you’ll pay $1,983 for the 4-star resort experience. But if you wait until the holiday season to book the same trip (from December 26 to December 31), your total will be closer to $2,400.

The Bottom Line

The deals are solid, the hotels are legitimate and the window is closing. Once October hits and travelers start eyeing holidays, these Costco packages will either vanish or jump in price. Fall isn't just cheaper. It's the only time these rates actually make sense. Book now, pack later and skip the crowds before the rush catches up.

This article was provided by MoneyLion.com for informational purposes only and should not be construed as financial, legal or tax advice.

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Written by

Jamela Adam

Edited by

Ashleigh Ray