Andersonville residential bolthole
A fireside library lounge with reclaimed Wisconsin barn wood and board games sets an unhurried, distinctly residential tone.
“Spacious, residential-style suites and a dedicated onsite team help travelers feel like they're right at home.”
What it’s good at
Notable
Lobby shelves stocked with Chicago artisan wares and afternoon tea sourced from local bakery Vanille Patisserie.
Listed
Brick-front residential suites by SGW Architecture featuring reclaimed Wisconsin barn wood and private balconies with gas grills.
Listed
Low-key communal spaces including a fireside library lounge with board games and two open-air rooftop viewing decks.
What they say
Michelin Selected
Michelin
Also in Condé Nast Traveler and AFAR.
Chicago’s Guesthouse Hotel offers one-, two-, and three-bedroom suites, each one fit for as long a stay as you’d like.
Somewhere quiet
Away from the crowds. Getting around takes intention.
Set along Clark Street on the Andersonville border, independent record shops, Swedish bakeries, and local bistros sit right outside.
The rooms
Suites offer full gourmet kitchens, deep soaking tubs, and private balconies equipped with individual gas grills.
The gym
The 24-hour gym includes a Peloton bike, rowing machine, and dedicated floor space for stretching.
In-room recovery
Guests can rent HigherDOSE infrared sauna blankets and red-light face masks for recovery sessions in their suite.
Dogs stay too.
How it began

Conceived as luxury condominiums in 2008, the property was repurposed after the housing crash into an independent all-suite hotel.
“Stay local at the Guesthouse Hotel, a great option with one- to three-bedroom suites with kitchens, living rooms, and balconies…”
Good to know
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Our shorthand
How we rate hotels.
The medals
Gold
Extremely rare. Sets the global standard.
Silver
Brilliant execution. And we’re picky.
Bronze
They did this well. You’ll notice.
Listed
A defining trait. Makes the hotel what it is.
The eight vibes
Design
Built around a vision. Even the door handles have a designer.
Luxe
Cared for at every turn. The bath is drawn before you ask.
Local
It could only be here. You wake up knowing where you are.
Social
Where the city goes out. The bar is full and the night is young.
Heritage
A building with a story. Once a palace, a monastery, a station.
Wellness
You leave feeling new. Rest, sweat, soak and sleep like a stone.
Classic
The city grew up with it. Same rituals, same regulars, same bar.
Resort
A world of its own. Something to do from breakfast to nightcap.
The scene
Lively
Where things happen: restaurants, shops, people.
Central
Well-located: walkable to some things, a short ride to more.
Quiet
Away from the crowds. Getting around takes intention.
Secluded
A place apart: the property is the destination.