Winnie
Winnie: A free, India-focused planner for conversational itineraries, routing, costs, and maps. Ranked #96 of 160 in AI Travel Planners by our editors (3.0/10); pricing: Free plan; best for india-focused conversational trip planning.
At a glance
- Editor score3.0 / 10
- PricingFree plan
- Best forIndia-focused conversational trip planning
- Free planYes
- Paid fromFree
- Facts checked21 Sep 2026
Where it wins
- India-specific routing, permits, and seasonal guidance
- Day-by-day multi-city itineraries with maps and INR cost details
- Links to IRCTC, MakeMyTrip, Skyscanner, and other travel services
Where it doesn't
- Web access only
- Focused exclusively on trips within India
- No collaborative planning feature
Our verdict on Winnie
Winnie is a web-based AI travel planner built specifically for trips within India. It creates day-by-day, multi-city itineraries covering destinations, transport, accommodations, activities, meals, estimated INR costs, maps, and travel guidance. Its chat interface supports follow-up questions and itinerary refinement, making it suitable for travelers who want to shape a trip through conversation rather than assemble each element separately. Guest access is available for the first plan, while signing in enables saving, sharing, and printing itineraries.
The pricing model is straightforward: Winnie has one free plan priced at zero. The Free plan includes India trip planning, guest mode for the first plan, chat-based refinement, and the ability to save, share, and print after signing in. The core experience also includes map views, shareable trip links, printable itineraries, and external booking links for flights, trains, hotels, and other travel services. There are no paid tiers to compare, so the product is easier to evaluate for travelers who want planning functionality without a subscription structure.
Its strongest fit comes from the India-specific travel scope and service connections. Winnie includes guidance for routing, permits, and seasons, then links out to services such as IRCTC, MakeMyTrip, Skyscanner, Booking.com, Airbnb, Google Flights, and RedBus. That combination can help travelers move from an initial idea to a more actionable itinerary with transport and booking options in view. The trade-off is focus: Winnie is designed for India rather than international trip planning, runs on the web, and does not include collaborative planning. Choose it for conversational India itineraries with cost and map context; choose an alternative if shared planning or broader destination coverage matters more.
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Winnie pricing
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Winnie fact sheet
| Free plan | Yes |
|---|---|
| Paid from | Free |
| Trip length limit | Not verified |
| Mobile app | Not verified |
| Map view | Yes |
| Booking links | Yes |
| Calendar export | Not verified |
| Collaborative planning | No |
| Deployment | Cloud |
| Platforms | Web |
| Support | |
| Built for | Solo, Small business (editorial estimate) |
| Integrations | 7 integrations: IRCTC, MakeMyTrip, Skyscanner, Booking.com, Airbnb, Google Flights … |
| Pricing | Free plan (source) |
| Website | trywinnie.com |
| Facts checked | 21 Sep 2026 |
Winnie integrations
Winnie lists 7 integrations on its own site.
- IRCTC
- MakeMyTrip
- Skyscanner
- Booking.com
- Airbnb
- Google Flights
- RedBus
Alternatives to Winnie
- MindtripA full-service AI trip planner that combines recommendations, collaboration, maps and booking.8.9
- TREKA broad free planner for detailed trips, shared planning, and self-hosted control.8.8
- LaylaA flexible AI planner that combines live travel search, booking partners, and expert help.7.9
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Reviewed by iTechGuides Editors · Editorial team · Updated Oct 2026
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