Winston IS your travel agency not an aggregator, not a middleman. We negotiate bulk rates with airlines, hotels, and rental companies, then pass savings directly to you. Your competitors pay retail. You don't.
Three steps from zero to enterprise-grade travel management for your business.
We aggregate booking volume across our entire client network to negotiate corporate contracts with airlines, hotel chains, and fleet operators. The bigger our book, the better the rate.
Winston marks up from wholesale to our client rate but the spread still leaves you 2035% below retail. We capture margin without making travel more expensive for you than doing it yourself.
Search, book, and manage all travel from your Winston portal. Receipts auto-tag to projects, approvals route to managers, and itineraries sync automatically to your calendar.
Winston Travel compounds over time. Every new client makes every existing client's rates better.
The more Winston manages across your portfolio payroll, payments, travel the more negotiating power we carry. Every product strengthens every other product.
Corporate airline contracts unlock at $1M/yr in bookings. We're already there collectively. You book 10 flights. You get a Fortune 500 rate.
Every quarter we renegotiate based on current volume. Clients who stay longer tend to pay less not because of loyalty discounts, but because the math compounds.
From solo executive trips to 200-person offsite retreats Winston handles it all.
Domestic and international bookings with flexible dates, seat upgrades, and automated rebooking on delays. AI concierge watches your route for better prices after booking.
Concierge+Corporate rates at 10,000+ properties globally. Filter by star rating, proximity to meeting, and amenities. Last-minute holds available for Estate clients.
Concierge+Fleet pricing across all major rental brands. Electric vehicle options, executive cars, and 12-passenger vans for group travel. No blackout dates.
Concierge+Company retreats, board meetings, client summits. We handle block bookings, room blocks, and group transfers one invoice, one manager.
Estate OnlyCancellation protection, medical coverage abroad, lost luggage reimbursement, and trip interruption. Bundled automatically on Estate bookings.
Estate Included24/7 AI that watches your itinerary, alerts on better pricing, handles cancellations and rebookings, and briefs you before every trip.
Estate OnlyTravel is an add-on for Concierge and fully included for Estate clients.
| Feature | Basic Basic | Concierge +$99/mo | Estate Included |
|---|---|---|---|
| Winston Travel access | Add-on | ||
| Flight booking (self-service) | |||
| Hotel booking | |||
| Car rental booking | |||
| Group travel & block bookings | |||
| AI concierge (24/7) | |||
| Priority pricing (pre-retail) | Priority | ||
| Cancellation protection | Add-on | Included | |
| Travel insurance | Add-on | Included | |
| Expense tagging & project codes | |||
| Approval workflows & budget caps |
Join Winston and unlock corporate travel pricing from day one. No minimum spend. No annual commitment on Basic. Just better rates.