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Local Getaways
Find the best hotels within 350 miles for a spontaneous adventure.
Cincinnati
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Chicago
Niagara Falls, ON
Unavailable
3 Rooms Left
Solid
DAILY DROP
LEVEL Chicago - Old Town
$152
89%
|
–
Downtown
was on HT
$299
Stay fit in the fitness center, or head outside for bocce ball or a game of hoops on the rooftop basketball court.
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Unavailable
3 Rooms Left
Solid
DEAL
ACME Hotel Company Chicago
$113
93%
|
–
River North
was on HT
$147
Playful-meets-industrial-chic design with bold, colorful and artistic accents.
Unavailable
Solid
DEAL
River Hotel
$121
85%
|
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Loop
was on HT
$207
Excellent authentic Italian resto onsite with fab deep dish pizza (natch).
Unavailable
1 Room Left
Solid
The Chicago Hotel Collection - Magnificent Mile
$69
84%
|
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Magnificent Mile
was on HT
$137
Modern design and bohemian-chic flair flow throughout this vibrant atmosphere.
Unavailable
Solid
Holiday Inn Express & Suites CHICAGO - OAK FOREST
$109
–
North Side
Unavailable
Basic
DEAL
St. Clair Hotel - Magnificent Mile
$114
81%
|
–
Downtown
was on HT
$227
Modern interiors within a cool old building, ideally situated in the heart of the city, steps from the Magnificent Mile.
Unavailable
Solid
DEAL
Aloft Chicago Mag Mile
$149
91%
|
–
Downtown
was on HT
$159
Stellar Mag Mile location puts the city's best eateries and endless shopping on your doorstep.
Unavailable
Solid
DEAL
Club Quarters Hotel Wacker at Michigan, Chicago
$121
85%
|
–
Loop
Magnificent Mile’s within a half-mile (read: minimal toting of your shopping spoils required).
Unavailable
Basic
DEAL
Hampton Inn Chicago Orland Park
$118
89%
|
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West Side
Unavailable
1 Room Left
Basic
DEAL
Level Chicago - River North
$198
93%
|
–
Downtown
You’ll find chic galleries, buzz-worthy restaurants and vibrant nightlife in this hub for arts and entertainment.
Unavailable
1 Room Left
Charming
DEAL
Wicker Park Inn
$153
94%
|
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Wicker Park
was on HT
$179
Drops ya in the heart of a vibrant, trendier-than-thou ‘hood teaming with vintage shopping, cool eateries & hoppin’ nightlife.
Unavailable
Solid
The Royal Sonesta Chicago River North
$180
94%
|
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River North
Sophisticated and chic, with just enough quirk to keep things cool.
Unavailable
Hip
The Allegro Royal Sonesta Hotel Chicago Loop
$179
90%
|
–
Loop
A historic gem in the heart of Chicago’s downtown Theatre District, this boutique haven boasts lavish theatrics all its own with its elegant hobnobbing and glamour.
Unavailable
1 Room Left
Luxe
DEAL
Pendry Chicago
$294
96%
|
–
Loop
Bar Pendry's a loungey spot for a late-night glass of wine. Pro tip: seasonal rooftop bar's a must-do in the warmer months.
Unavailable
Hip
21c Museum Hotel Chicago
$161
95%
|
–
Downtown
was on HT
$178
This boutique hotel also houses its very own art museum filled with 21st-century pieces from emerging artists.
Unavailable
Luxe
Viceroy Chicago
$375
97%
|
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Gold Coast
was on HT
$395
It's shimmery and glittering. Makes sense for the Gold Coast locale.
Unavailable
2 Rooms Left
Solid
Hilton Garden Inn Chicago McCormick Place
$178
95%
|
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Loop
Polished flair throughout, with soaring ceilings and designery touches. Adjacent to the new Wintrust Arena, if that’s where you’re headed.
Unavailable
Hip
Ambassador Chicago
$189
92%
|
–
Gold Coast
Sleek, modern and eclectic design welcomes the beautiful people. Now you can be one of them!
Unavailable
3 Rooms Left
Solid
DEAL
LEVEL Chicago - Old Town
$174
89%
|
–
Downtown
was on HT
$299
Stay fit in the fitness center, or head outside for bocce ball or a game of hoops on the rooftop basketball court.
Unavailable
2 Rooms Left
Solid
DEAL
Level Chicago - Fulton Market
$293
85%
|
–
Downtown
was on HT
$470
The outdoor pool takes vacay vibes to new heights.
Unavailable
Charming
Hotel Chicago West Loop
$153
81%
|
–
West Loop
Fitness room is open 24/7, if all that museum-ing wasn’t enough of a workout for you.
Unavailable
3 Rooms Left
Hip
The Hoxton, Chicago
$405
95%
|
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West Loop
was on HT
$449
This hip London-based brand transformed 3 meatpacking warehouses into a stylish new hotel inspired by the local architecture and galleries.
Unavailable
Basic
Majestic Hotel
$153
84%
|
–
Lakeview
was on HT
$175
On a quiet residential street, providing a relaxing respite in the bustling city.
Unavailable
3 Rooms Left
Charming
The Buckingham Hotel
$267
91%
|
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Loop
was on HT
$383
Right at the Chicago Stock Exchange in the Financial District. Good thing hard work here gets you serious pampering.
Unavailable
Solid
Holiday Inn Express Chicago Magnificent Mile
$149
80%
|
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North Side
was on HT
$179
Free WiFi, so you can brag about your cool trip in real time.
Unavailable
Luxe
The Ritz-Carlton, Chicago
$625
95%
|
–
Magnificent Mile
Can’t-be-beat address on the Magnificent Mile (!).
Unavailable
Luxe
Loews Chicago Hotel
$459
96%
|
–
Magnificent Mile
Head to the rooftop lounge for killer drinks and views (especially if it’s a Navy Pier fireworks night!).
Unavailable
Basic
Holiday Inn Hotel & Suites Chicago Downtown
$161
82%
|
–
Loop
was on HT
$190
Hit nearby Lou Mitchell’s for breakfast. It’s a Chicago institution and the starting point of Route 66.
Unavailable
Luxe
The Blackstone, Autograph Collection
$309
89%
|
–
Loop
was on HT
$319
There’s a reason it’s been voted one of the best hotels in the city – everything is top-notch, from the views, artwork & modern décor to the nostalgic cocktails.
Unavailable
1 Room Left
Charming
The Guesthouse Hotel
$269
95%
|
–
Andersonville
Apartment-style living at its finest with updated amenities and space galore.
Unavailable
Solid
Courtyard by Marriott Chicago at Medical District / UIC
$199
92%
|
–
Downtown
Spot-on location for all things medical campus – near UIC Chicago and Rush. PS: Little Italy dining nearby too(!).
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