Kelly O'Connell
She/HerBased in Chicago, IL
English
Kelly O'Connell
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My Story
Curated City Escapes for Travelers Who Want to Live Like Locals
Travel Style
Hi, I’m Kelly—a travel advisor who believes the best way to experience a city is to live in it for a few days: not just visit, but feel like a local. I specialize in urban getaways that go deeper than the tourist map. Whether it’s waking up in a design-forward boutique hotel, discovering the café you’ll think about for months, or ending the day at a spa with skyline views, I help travelers uncover the real character of a city. As a solo traveler and city dweller myself, I focus on planning upscale, immersive experiences for women who want to wander smartly, safely, and stylishly. From hidden wine bars to the best neighborhood for a morning walk, I’ll help you find the places that feel like they were made for you. Let’s plan your next city escape!
Reviews (2)
Sharon O.
7 months ago
Great job in finding us rooms that didn’t overlook the main atrium - which could be loud at times.
Sean O.
10 months ago
A frictionless experience, with great perks.
Sharon O.
7 months ago
Great job in finding us rooms that didn’t overlook the main atrium - which could be loud at times.
Sean O.
10 months ago
A frictionless experience, with great perks.
