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Evanston Vacations

Pack those stellar shades. We have Evanston vacation deals for you!

If there’s one thing you should spend in this busy world, it’s your vacation days. We know it’s easy to hang onto them, but Hotwire votes for putting them to use. It’s time to let an adventure lead you away from the daily grind. Stock up on what really matters on your trip to Evanston – great memories and a tall tale or two.

Hotwire can help you find your travel bliss with Evanston vacation packages. Bundling your hotel, car and flight means more unexpected fun with the money you saved. We’ll cover the bases; now it’s time for you to get up and go!

Pack everything you want – then take half of it out

We mean it. It’s far too easy to over-pack. We recommend picking your essentials and washing them along the way. Then you’ll have room for that goofy souvenir you know you want – or for some new outfits from that cute boutique you discover.

Bring comfortable walking shoes on your trip to Evanston

No one should have to endure walking tours in dress shoes or high heels. No one.

Bring photocopies of your passport or license

You flew home from a great Evanston vacation but your most important documents stayed behind. We’ve heard that story before and recommend keeping an extra copy on hand – just in case. Hey, at least it wasn’t a family member.

Don’t underestimate the power of earplugs

Among crying babies, rowdy crowds and honking horns, take our word for it. One pair can save you from the zombie-like state of a sleepless night.

Always carry some cash

You’ll be ready for anything from an evil ATM to lost credit cards. Holding a little extra cash in your wallet and carry-on means you can breathe easy if anything unexpected pops up.

Explore like a local

Guidebooks and maps are great for getting an overview of the place, but to really dig in, go where the locals go. Pick up a newspaper or city magazine to see what restaurants and neighborhoods are hot. Check events listings and go see a band or attend a street festival. Or ask your friends for recommendations. You’d be surprised who in your circle knows Evanston well.

Evanston Flight + Hotel packages

Top Hotel Deals

See all 708 Hotels in Evanston
Holiday Inn Chicago North-Evanston

Holiday Inn Chicago North-Evanston

1501 Sherman Ave, Evanston
3.5 out of 5.0

With the beaches of Lake Michigan and the Northwestern University campus 4 blocks away, guests of this North Shore hotel can stroll amid ivy-covered buildings ...

$75

$75
Hyatt House Chicago/Evanston

Hyatt House Chicago/Evanston

1515 Chicago Avenue, Evanston
4.0 out of 5.0

Located in the heart of Evanston, this hotel is 0.9 mi (1.5 km) from Northwestern University and within 6 mi (10 km) of Loyola University Chicago and Skokie ...

$113

$113
Hilton Orrington / Evanston

Hilton Orrington / Evanston

1710 Orrington Ave, Evanston
4.5 out of 5.0

This historic hotel is a cosmopolitan oasis of urban chic and set in a prime Evanston area, 3 blocks from Lake Michigan and 20 miles from Chicago's O'Hare ...

$120

$120
Hilton Garden Inn Chicago North Shore/Evanston

Hilton Garden Inn Chicago North Shore/Evanston

1818 Maple Ave, Evanston
3.5 out of 5.0

Located in the heart of Evanston, this hotel is 0.9 mi (1.5 km) from Northwestern University and within 6 mi (10 km) of Loyola University Chicago and Skokie ...

$107

$107
The Homestead Evanston

The Homestead Evanston

1625 Hinman Ave, Evanston
3.5 out of 5.0

Situated near the airport, this hotel is 0.9 mi (1.5 km) from Northwestern University and within 6 mi (10 km) of Loyola University Chicago and Skokie Theatre. ...

$127

$127
Margarita European Inn, an Ascend Hotel Collection Member

Margarita European Inn, an Ascend Hotel Collection Member

1566 Oak Avenue, Evanston
3.0 out of 5.0

Situated in Evanston, this hotel is within 2 mi (3 km) of Mary and Leigh Block Museum of Art, Northwestern University, and Grosse Point Lighthouse. Ryan Field ...

$110

$110
Central Loop Hotel

Central Loop Hotel

111 West Adams Street, Chicago
4.5 out of 5.0

Situated in the heart of "the Loop," the contemporary Central Loop Hotel is steps from all of Chicago’s major business and cultural destinations such as Chicago ...

$76

$76
River Hotel

River Hotel

75 East Wacker Drive, Chicago
4.5 out of 5.0

Located in The Loop, this hotel is within a 10-minute walk of Chicago Theatre, Wrigley Building, and Tribune Tower. Ford Center for the Performing Arts Oriental ...

$68

$68
The Whitehall Hotel

The Whitehall Hotel

105 E Delaware Pl, Chicago
4.0 out of 5.0

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.

$72

$72
Wyndham Grand Chicago Riverfront

Wyndham Grand Chicago Riverfront

71 E Wacker Dr, Chicago
4.5 out of 5.0

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 ...

$87

$87