Sycamore Vacations from $266

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Your Sycamore Vacation

Our vacation packages to Sycamore offer endless opportunities to uncover new sights, sounds and tastes. And with all the planning worked out, you can relax and enjoy your city adventure without a worry in the world. Like to venture out and explore? Northern Illinois University, Huskie Stadium and Ellwood House Museum are among the top-rated places to visit during your trip to Sycamore. Your ultimate Sycamore vacation is just clicks away. Search hotels, flights and more on Expedia for an adventure that's tailored to suit your travel style.

The Latest Sycamore vacation packages

Price found within the past 48 hours. Click for updated prices.
Le Méridien Essex Chicago

Le Méridien Essex Chicago

4 out of 5
Downtown Chicago
Price was $380, price is now $266 per person
$266
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (1,005 reviews)
Wonderful staff!! Welcoming, friendly, and very helpful. We ended up arriving 2 hours before check-in, but staff had no problem helping us out and letting us get our room early. Valet staff hepful when we needed to get an item from the car, James was so awesome helping with luggage and to our room. Housekeeping checked in to see if we were happy with the room, which was very clean!! Each contact we had with staff was a positive one. Lobby was small but cute and eclectic. Wish there was a microwave in the room, but not a deal killer..! Stayed on a Thursday night, seemed like a lot of people checking in and busy, but it was quiet and we slept well. location isn’t overly close to shops, but if you cross Michigan Ave, Grant Park area is right there. You could walk to Art Institute, but I would say wear some good shoes! All in all, would stay again!

Reviewed on Nov 14, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was $1,303, price is now $822 per person
$822
per person
Jan 23 - Jan 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (5,555 reviews)
Nice location

Reviewed on Nov 14, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was $947, price is now $615 per person
$615
per person
Jan 23 - Jan 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (591 reviews)

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

4 out of 5
Downtown Chicago
Price was $412, price is now $276 per person
$276
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.6/10 Excellent! (1,009 reviews)
A

Reviewed on Nov 12, 2026

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was $633, price is now $437 per person
$437
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (1,161 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 on Nov 8, 2026

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Stay near popular Sycamore attractions

A red brick building with a dome and columns, labeled "Public Library."

Sycamore Public Library

This historic Carnegie library has served Sycamore since 1905, preserving local heritage while offering modern resources. Explore the local history section to connect with the community's rich past.
See properties

Sycamore Hotel Deals

Best Western Sycamore Inn

Best Western Sycamore Inn

2.5 out of 5
1935 Dekalb Ave Sycamore IL
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $103 total per night from Dec 6 to Dec 7
$103 total
Dec 6 - Dec 7
Total with taxes and fees
Best Western Sycamore Inn
Country Inn & Suites by Radisson, Sycamore, IL

Country Inn & Suites by Radisson, Sycamore, IL

2.5 out of 5
1450 South Peace Road Sycamore IL
Fully refundable
$105 nightly
The price is $117 total per night from Dec 9 to Dec 10
$117 total
Dec 9 - Dec 10
Total with taxes and fees
8.4/10 Very Good! (1,000 reviews)
"I stayed in the king size bedroom with my significant other and we thought the room was to the standards. It was clean is perfect. staff was nice and kind breakfast was very decent and delicious but unfortunately for other stuff to do their pool was closed for three months due to maintenance and ..."

Reviewed on Nov 9, 2026

Country Inn & Suites by Radisson, Sycamore, IL
Motel 6 Sycamore, IL

Motel 6 Sycamore, IL

2 out of 5
1860 Dekalb Ave Sycamore IL
Fully refundableReserve now, pay when you stay
$71 nightly
The price is $79 total per night from Nov 17 to Nov 18
$79 total
Nov 17 - Nov 18
Total with taxes and fees
Motel 6 Sycamore, IL
See all 77 properties in Sycamore
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.

Find the Best Sycamore Vacation Packages

Sycamore Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Rockford, IL (RFD-Greater Rockford)
Population
17,700
Max Temp Winter
30ºF
Max Temp Summer
80ºF
Top Sights
Ellwood House Museum, Star Worlds Arcade and Northern Illinois University

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Frequently asked questions

What's included in a Sycamore vacation package?
A Sycamore vacation package lets you combine round-trip flights, hotel stays, and rental cars. Many hotels in Sycamore offer free breakfast, a convenient perk for starting your day. Travelers often fly into Chicago O'Hare International Airport (ORD) for their trip to Sycamore.

Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.
How can I save money on a Sycamore vacation package?
When you bundle, you can save up to 30%*. To save money on a Sycamore package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.
What's the best vacation package for Sycamore?
For families, a Sycamore vacation package built around a stay at Best Western Sycamore Inn (rated 8.1 out of 10) is a strong choice. This hotel offers family rooms and an indoor pool, with travelers often praising its great facilities and modern rooms.

Travelers seeking value can consider a package with a stay at Motel 6 Sycamore, IL. This pet-friendly option is noted by travelers for its great value and quiet atmosphere, making it a practical base for exploring the area.

Couples looking for comfort might prefer a package featuring Quality Inn Sycamore - DeKalb. This hotel includes family rooms, an indoor pool, a hot tub, and a spa, with travelers highlighting the clean rooms and nice hot tub.
Is Sycamore better suited for a beach vacation or a cultural trip?
Sycamore is primarily a cultural and urban destination, offering a rich history and local events rather than beach activities. The city is known for its family-friendly attractions, cultural sites, and outdoor activities.

Visitors on a Sycamore vacation can explore the Sycamore Historic District, which features architecturally interesting properties, or experience the annual Sycamore Pumpkin Festival. The Egyptian Theater also provides entertainment options. For outdoor enthusiasts, parks and recreational areas are available.
What are the top things to do in Sycamore?
A Sycamore vacation offers a mix of entertainment, outdoor recreation, and cultural experiences:

Browse and book things to do in Sycamore on Expedia.
Do you need to rent a car in Sycamore, or is public transport enough?
For a Sycamore vacation package, renting a car is recommended for maximum flexibility, especially if you plan to explore beyond the immediate city center. While DeKalb Public Transit offers bus service connecting Sycamore to downtown DeKalb and other destinations, a car provides the freedom to visit attractions at your own pace.

Sycamore vacation packages with flights can easily include a car rental to enhance your travel experience, allowing you to reach parks, golf courses, and other points of interest conveniently.
Are Sycamore vacation package hotels conveniently located?
Sycamore vacation package hotels are generally well-located, with many properties offering convenient access to the city center.

For example, Country Inn & Suites by Radisson, Sycamore, IL and Quality Inn Sycamore - DeKalb are both about a 10-minute walk from central Sycamore. Best Western Sycamore Inn is also close, situated about 1 mile from the heart of Sycamore.

This central positioning makes it easy to explore local attractions and amenities during your stay.
Are there vacation package hotels in Sycamore within walking distance of restaurants and shops?
Sycamore vacation package hotels in the central area often place you within walking distance of local restaurants and shops.

For instance, Country Inn & Suites by Radisson, Sycamore, IL and Quality Inn Sycamore - DeKalb are both conveniently located about a 10-minute walk from central Sycamore, where you can find dining and retail options.

When choosing your package, review the hotel's specific location on a map to confirm proximity to your preferred amenities.
Can I change or cancel my Sycamore vacation package if my plans change?
Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.
Do One Key members get extra savings when booking Sycamore vacation packages?
Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.
Does Expedia offer Book Now, Pay Later Sycamore vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Sycamore vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.
How do I find last-minute vacation packages to Sycamore?
To find last-minute vacation packages to Sycamore, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.
How does free cancellation work on Sycamore vacation packages?
Free cancellation on a Sycamore vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.
Is it cheaper to book a Sycamore vacation as a package or separately?
Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Sycamore getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
Why should I book my Sycamore vacation package with Expedia?
Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

Explore a world of travel with Expedia

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