Gilberts Vacations from $257

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Your Gilberts Vacation

Unforgettable adventures await when you book a vacation package to Gilberts. Whether you're a foodie, history enthusiast or just a traveler who loves discovering new places, there's something for everyone in this awesome city. Love to explore your surroundings? Santas Village, Randall Oaks Golf Club and Brunswick Zone XL are some of the top places to visit during your trip to Gilberts. Check out Expedia's wide range of travel options and begin planning your ultimate vacation to Gilberts now.

The Latest Gilberts Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Jan 28 - Jan 31

    Hotel Felix River North/Magnificent Mile + Flight

    Downtown Chicago
    3 nights
    4.0 star property
    8.4/10 - Very good (3,177 reviews)
    "I stayed for a night before transferring to the main hotel while there for chicago marathon. Room was a little small but I was okay with given the price. Just know the standard rooms can be a little tight so don't be afraid to upgrade if you have lots of luggage."
    Reviewed November 10, 2026
    Roundtrip • Atlanta (ATL) - Chicago (ORD)
    ATL - ORD • Nonstop MDW - ATL • Nonstop
    $349
    $257
    per traveler
    found 1 day ago
    Hotel Felix River North/Magnificent Mile
  • Jan 23 - Jan 27

    Level Chicago Fulton Market + Flight

    Downtown Chicago
    4 nights
    4.0 star property
    9.2/10 - Wonderful (607 reviews)
    "Very safe clean and and welcoming."
    Reviewed November 10, 2026
    Roundtrip • Atlanta (ATL) - Chicago (ORD)
    ATL - ORD • Nonstop ORD - ATL • Nonstop
    $911
    $575
    per traveler
    found 23 hours ago
    Level Chicago Fulton Market
  • Jan 28 - Jan 31

    Pendry Chicago + Flight

    Downtown Chicago
    3 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
    Roundtrip • Atlanta (ATL) - Chicago (ORD)
    ATL - ORD • Nonstop MDW - ATL • Nonstop
    $704
    $483
    per traveler
    found 1 day ago
    Pendry Chicago
  • Dec 18 - Dec 21

    Hotel Riu Plaza Chicago + Flight

    Downtown Chicago
    3 nights
    4.0 star property
    9.4/10 - Exceptional (5,674 reviews)
    "Really enjoyed my stay! In a walkable location to many attractions. Breakfast was great."
    Reviewed November 10, 2026
    Roundtrip • Atlanta (ATL) - Chicago (ORD)
    ATL - MDW • Nonstop ORD - ATL • Nonstop
    $755
    $550
    per traveler
    found 2 days ago
    Hotel Riu Plaza Chicago
  • Jan 21 - Jan 23

    Sheraton Grand Chicago Riverwalk + Flight

    Downtown Chicago
    2 nights
    4.0 star property
    8.6/10 - Excellent (1,885 reviews)
    Roundtrip • Dallas (DFW) - Chicago (ORD)
    DFW - ORD • Nonstop MDW - DFW • Nonstop
    $445
    $328
    per traveler
    found 1 day ago
    Sheraton Grand Chicago Riverwalk

Where to stay near Gilberts

Gilberts, Illinois, offers a charming blend of family-friendly activities and scenic beauty. Explore the welcoming Gilberts city center, enjoy outdoor adventures in nearby South Elgin, and discover the unique neighborhoods within the Gilberts districts for a memorable vacation experience.

Sleepy Hollow

Discover Sleepy Hollow, a charming destination perfectly suited for families and weekend getaway travelers who will appreciate its blend of outdoor activities and urban experiences. With attractions like Santa's Village, NOW Arena, and the Schaumburg Convention Center, there’s plenty to explore. Located about 4 miles from Gilberts, Sleepy Hollow offers easy access to shopping and local parks, making it a smart choice for your next vacation stay.

Pingree Grove

Experience the charm of Pingree Grove, an excellent hub for families and weekend getaway travelers eager to explore nearby attractions such as Santa's Village, a delightful amusement park, and Goebbert's Farm, perfect for outdoor fun. With its proximity to urban parks and a national state park, visitors can enjoy a variety of recreational activities year-round. Located about 4 miles from Gilberts, Pingree Grove is an ideal choice for your next stay, offering a blend of relaxation and adventure.

West Dundee

If you are a family traveler, look no further than West Dundee, which features a delightful mix of entertainment and outdoor experiences. With attractions like Santa's Village theme park and the NOW Arena for exciting events, there's something for everyone to enjoy. You can also explore local parks and a shopping mall center nearby. West Dundee is about a 5-mile drive from Gilberts, making it an ideal spot for your stay while you explore the area. It's a smart choice for your vacation accommodation.

Huntley

Immerse yourself in Huntley, where family travelers can easily access a variety of attractions and recreational areas. This vibrant city offers delightful experiences, from the scenic Crystal Lake Park to the fun-filled Santa's Village and the relaxing Main Beach. With a range of shopping options nearby, Huntley ensures a fulfilling stay. Located about 5 miles by car from Gilberts, it provides a smart choice for your next hotel booking, combining comfort with convenience.

Algonquin

Travelers seeking a vibrant mix of outdoor adventures and urban experiences will find Algonquin to be the ideal base for their vacation, featuring attractions like Santa's Village, the historic village hall, and the scenic Three Oaks Recreation Area. With a variety of shopping options and leisurely activities, Algonquin is perfect for families and weekend getaways. Located about 8 miles by car from Gilberts, it offers an easy transit experience, making Algonquin a smart choice for your stay.

Gilberts 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.

Frequently Asked Questions

How much does a Gilberts vacation package cost?

You'll find cheap prices from $257 on Expedia for your Gilberts getaway. However, factors like the season, choice of hotel and length of stay will determine how much your vacation to Gilberts costs.

What are the cheapest months to go to Gilberts?

If you're looking to snag a cheap Gilberts vacation package, consider traveling in December, January and February. You're likely to find better rates on accommodations and flights during these quieter months — ideal for budget-conscious travelers.

How many days is enough for Gilberts?

The ideal duration of your Gilberts vacation depends on what you'd like to see. Generally, a few days to a week will give you plenty of time to go to all the top sights and discover some hidden gems along the way.

How to find the best Gilberts package deals?

Finding a cheap Gilberts package deal is a breeze with Expedia. Once you've entered your trip dates and destination under our "Packages" tab, set your budget, add a few filters and browse what's available. You can customize your search by "Amenities," "Property type," "Traveler experience" and more. Order the results by "Price: low to high" to view the most pocket-friendly Gilberts package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are generally lower.

Is it cheaper to book a Gilberts vacation as a package?

An Expedia vacation package could score you significant savings when compared to booking flights and accommodations separately. Better still, you can personalize your Gilberts trip to match your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.

When to book a vacation package to Gilberts?

Land fantastic discounts by booking your flights ahead of time with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for an impromptu Gilberts break.

Does Expedia offer Book Now, Pay Later Gilberts vacation packages?

Set off on your dream escape to Gilberts with help from our Book Now, Pay Later vacations. There's no need to scrimp and save or wait for the next payday — we've partnered with online lender Affirm to offer you financial flexibility. Our vacation packages with payment plans mean you can spread the cost across 3, 6 or 12 months. With no hidden or late payment fees, you can easily stick to your budget and snag great deals before they sell out.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.