Hotels in Westchester

Sofitel Chicago Water Tower
Sofitel Chicago Water Tower
20 E Chestnut St, Chicago
4.5 out of 5.0
4.6 out of 5 (138 reviews)

Located 1 block from Rush Street nightclubs, Oak Street shopping, and the Magnificent Mile, this 32-story Gold Coast hotel is 2 blocks from the John Hancock ...

$270

$270
Hampton Inn Chicago/Westchester (Oak Brook)
Hampton Inn Chicago/Westchester (Oak Brook)
2222 Enterprise Drive, Westchester
2.5 out of 5.0
4.3 out of 5 (22 reviews)

Situated in the business district, this hotel is within 3 mi (5 km) of Oak Brook Golf Course, York Woods County Forest Preserve, and Oakbrook Center Mall. Drury ...

$105

$105
Club Quarters Hotel, Central Loop
Club Quarters Hotel, Central Loop
111 West Adams Street, Chicago
4.0 out of 5.0
4.1 out of 5 (561 reviews)

Club Quarters is a club-like hotel in the center of the Loop, Chicago’s central business district. A short walk to Symphony Center, the Art Institute, Board ...

$122

$122
The Palmer House Hilton
The Palmer House Hilton
17 E Monroe St, Chicago
4.0 out of 5.0
4.1 out of 5 (732 reviews)

This 1925 Beaux Arts-style Chicago hotel is steps from Millennium Park, 2 blocks from Macy's and the Art Institute, and 1 mile from Lake Michigan, Magnificent ...

$178

$178
Hyatt Regency Chicago
Hyatt Regency Chicago
151 East Wacker Dr, Chicago
4.0 out of 5.0
4.1 out of 5 (749 reviews)

This Magnificent Mile hotel is located among Chicago's world-class shopping, restaurants and attractions. The Navy Pier, Millennium Park and Art Institute are ...

$199

$199
Wyndham Grand Chicago Riverfront
Wyndham Grand Chicago Riverfront
71 E Wacker Dr, Chicago
4.0 out of 5.0
4.2 out of 5 (252 reviews)

This 39-story Chicago hotel is across the river from Magnificent Mile shopping, six blocks from Lake Michigan, and a half-mile from the Loop's theater district ...

$209

$209
Millennium Knickerbocker
Millennium Knickerbocker
163 East Walton Place, Chicago
4.0 out of 5.0
4.1 out of 5 (227 reviews)

This 1927 landmark Chicago hotel is a half block from Michigan Avenue/Magnificent Mile shopping, two blocks from Oak Street shopping and Water Tower Place. Lake ...

$190

$190
Congress Plaza Hotel
Congress Plaza Hotel
520 South Michigan Avenue, Chicago
3.0 out of 5.0
3.4 out of 5 (1,228 reviews)

Built in 1893, this downtown Chicago hotel offers a convenient location across from Grant Park and close to Lake Michigan.

$138

$138
MileNorth Hotel
MileNorth Hotel
166 E Superior Street, Chicago
4.0 out of 5.0
4.3 out of 5 (460 reviews)

Located in Gold Coast, this boutique hotel is steps from Northwestern Memorial Hospital and Chicago Water Tower. John Hancock Center and Tribune Tower are also ...

$151

$151
The Whitehall Hotel
The Whitehall Hotel
105 E Delaware Pl, Chicago
4.0 out of 5.0
3.8 out of 5 (1,128 reviews)

Built in 1927, this Chicago hotel is one block from Michigan Avenue shopping and Rush Street restaurants and nightlife; Lake Michigan is within five blocks.

$172

$172
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Recently Booked Hotels in Westchester

Hampton Inn Chicago/Westchester (Oak Brook)
2.5 out of 5.0
Last booking: 45 minutes ago
Where to shop in Westchester

Nordstrom Rack Chicago Avenue, Water Tower Place and Nordstrom Rack Chicago Avenue all make it easy to look your best or pick up gifts while in Westchester. Apple Store and Material Possessions Chicago offer up their home goods and gadgets, respectively, for locals and travelers alike.


Nightlife in Westchester

Spice up your trip with a foray into Westchester's nightlife scene. The staff at Brehon Pub, A Touch of the Past and The Green Door Tavern open their doors to patrons looking for a cold brew or mixed drink. Ample sports coverage or dancing may not be hard to find, either.


Arts and culture in Westchester

Put a little culture on your itinerary in Westchester. The exhibits at The Art Institute of Chicago, The Field Museum and Graue Mill & Museum are good places to soak it in and do some people watching.

You can also learn a thing or two while exploring Westchester — just dive into the books at Newberry Library and Barnes & Noble. The knowledge-filled halls and campus of Roosevelt University - Chicago Campus, Auditorium Theatre of Roosevelt University and Moody Bible Institute may be worthy of a tour.


Where to stay in Westchester

Whether you want to stay in the heart of all the action, or would prefer a quiet corner of Westchester, there's a neighborhood for that — check out West Town and Central.


Outdoor activities in Westchester

Feel a little wind on your face while picnicking or simply enjoying a sunny afternoon at Millennium Park. Red Gate Woods, too, shows off Westchester's natural side.

At Brookfield Zoo, all kinds of weird and wonderful animals await to photobomb your snapshots.


Getting to Westchester

The most direct path to Westchesteris through O'Hare International Airport and Chicago Midway International Airport.


Best times to visit Westchester

A great deal is just as easy to find in Westchester as a great hotel. You can save 35% on your Orbitz hotel just by traveling in January. It's not the only time of the year that's easy on the wallet: February offers average savings of 34%, March offers average savings of 23%, and Orbitz features great hotel deals 365 days a year.


Where to eat in Westchester

Few experiences are as satisfying as a good, hearty meal. Luckily, that's easy to find in Westchester — just grab a table at Billy Goat Tavern, Pump Room, Sixteen and The Purple Pig and tuck in.


Outdoor activities in Westchester

Feel a little wind on your face while picnicking or simply enjoying a sunny afternoon at Millennium Park. Red Gate Woods, too, shows off Westchester's natural side.

At Brookfield Zoo, all kinds of weird and wonderful animals await to photobomb your snapshots.


Arts and culture in Westchester

Put a little culture on your itinerary in Westchester. The exhibits at The Art Institute of Chicago, The Field Museum and Graue Mill & Museum are good places to soak it in and do some people watching.

You can also learn a thing or two while exploring Westchester — just dive into the books at Newberry Library and Barnes & Noble. The knowledge-filled halls and campus of Roosevelt University - Chicago Campus, Auditorium Theatre of Roosevelt University and Moody Bible Institute may be worthy of a tour.


* Prices reflect the lowest "base rate" found over the next 30 days. Rates are subject to change and may not include taxes and fees, hotel service charges, extra person charges, or incidentals, such as room service. All rates are displayed in USD unless otherwise noted. Converted rates are provided for your convenience. They are based on today's exchange rate, but the hotel will charge you in the local currency.