A storefront with a black awning labeled "BOOKMAN'S ALLEY."
Photo by Tara Jabbari
Open Photo by Tara Jabbari

Downtown Evanston Holidays from £806

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The Latest Downtown Evanston Holiday Packages

Price found within the past 48 hours. Click for updated prices.
  • 27 Dec - 31 Dec

    Swissotel - Chicago + Flight

    Downtown Chicago
    4 nights
    4.5 star property
    9.0/10 - Wonderful (3,583 reviews)
    "Good property in a prime location"
    Reviewed November 12, 2026
    Return • Dublin (DUB) - Chicago (ORD)
    DUB - ORD • Direct ORD - DUB • Direct
    £957
    £806
    per traveller
    found 2 hours ago
    Swissotel - Chicago
  • 27 Dec - 31 Dec

    Trump International Hotel & Tower Chicago + Flight

    Downtown Chicago
    4 nights
    5.0 star property
    9.6/10 - Exceptional (2,073 reviews)
    "i love it"
    Reviewed November 10, 2026
    Return • Dublin (DUB) - Chicago (ORD)
    DUB - ORD • Direct ORD - DUB • Direct
    £1,543
    £1,215
    per traveller
    found 2 hours ago
    Trump International Hotel & Tower Chicago
  • 27 Dec - 31 Dec

    The Peninsula Chicago + Flight

    Downtown Chicago
    4 nights
    5.0 star property
    9.8/10 - Exceptional (1,000 reviews)
    Return • Dublin (DUB) - Chicago (ORD)
    DUB - ORD • Direct ORD - DUB • Direct
    £1,858
    £1,513
    per traveller
    found 2 hours ago
    The Peninsula Chicago
  • 27 Dec - 31 Dec

    Pendry Chicago + Flight

    Downtown Chicago
    4 nights
    4.5 star property
    9.2/10 - Wonderful (1,164 reviews)
    "The building and hotel are gorgeous, the staff were so kind and friendly, the carbon suite was clean and had an exceptional view, and the in room dining was delicious. Amazing experience, def will be back."
    Reviewed November 8, 2026
    Return • Dublin (DUB) - Chicago (ORD)
    DUB - ORD • Direct ORD - DUB • Direct
    £1,085
    £886
    per traveller
    found 2 hours ago
    Pendry Chicago
  • 27 Dec - 31 Dec

    L7 CHICAGO by LOTTE HOTELS + Flight

    Downtown Chicago
    4 nights
    4.5 star property
    9.6/10 - Exceptional (5,238 reviews)
    "Great location, friendly and helpful staff, clean rooms. Great stay for our family of 4 to see some sporting and tour Chicago."
    Reviewed November 13, 2026
    Return • Dublin (DUB) - Chicago (ORD)
    DUB - ORD • Direct ORD - DUB • Direct
    £1,032
    £855
    per traveller
    found 2 hours ago
    L7 CHICAGO by LOTTE HOTELS

Where to stay in Downtown Evanston

Find the best Downtown Evanston areas for the activities you enjoy most.

Downtown Chicago

The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.

Magnificent Mile

Shopaholics need look no further this glittering street packed with boutique and luxury shops, famous department stores and cafes.

The Loop

Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.

River North

Known for its fantastic nightlife, stunning river views and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city.

Lincoln Park

Both a neighborhood and a park, this northern Chicago area has gorgeous scenery, residential streets lined with stately homes and extensive shopping and dining.

Discover the most popular places to visit in Downtown Evanston

What to do near Downtown Evanston

Downtown Evanston Hotel Deals

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.