Sycamore Vacations from $571

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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.
The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

3.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $877, price is now $571 per person
$571
per person
Sep 2 - Sep 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.4/10 Very Good! (3,950 reviews)
The Whitehall is “my Go To” when I am traveling solo, or with a girlfriend! Location is best in the city, for high end shopping and restaurants! Lake Michigan and Oak Street Beach are a “stones throw” away. This is one of the Real Classic Hotels. It is a bit dated, yet; all of my needs are met, with awesome beds, crisp clean linens, luggage racks, a safe for your valuables, along with marble bathrooms, really Hot Showers! The staff is always polite and helpful. The rooms are spacious and views can be awesome!😎 As a 25 year Chicagoan, whom no longer lives here, I Love 💕 this place… 👏 👏 👏

Reviewed on Jun 26, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,343, price is now $825 per person
$825
per person
Sep 2 - Sep 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (4,518 reviews)
The Hotel is well located. The staff is friendly and helpfull.Very clean facility, nice roof top bar/restaurant. Breakfast is oustanding. Overall great experience.

Reviewed on Jun 27, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,277, price is now $809 per person
$809
per person
Sep 2 - Sep 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (504 reviews)
Upscale amazing stay in trendy neighborhood in Chcago. Walking distance to coffee shops, great restaurants. The amenities were beyond what I expected/ great lap pool, hot tubs, sauna steam room and amazing gym with enough equipment to do a full strength training workout. We will stay here again!

Reviewed on Jun 25, 2026

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,219, price is now $775 per person
$775
per person
Sep 13 - Sep 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (1,034 reviews)
Really plan ahead when it comes to parking. You’ll get ticketed for just trying to put your things in your vehicle.

Reviewed on Jun 19, 2026

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,083, price is now $708 per person
$708
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (1,134 reviews)
Hotel is phenomenal and location is beyond.

Reviewed on Jun 26, 2026

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Stay near popular Sycamore attractions

Snowy Covered Bridge and Sycamores

Old Mill Park

Escape to Old Mill Park's peaceful trails along the Kishwaukee River, a local sanctuary for nature lovers. Spot native wildlife while strolling the well-maintained paths through this tranquil riverside retreat.
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
$79 nightly
The price is $88 total per night from Jun 30 to Jul 1
$88 total
Jun 30 - Jul 1
Total with taxes and fees
8.2/10 Very Good! (431 reviews)
"Provide healthier and more grab and go breakfast options."

Reviewed on Jun 27, 2026

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
$88 nightly
The price is $97 total per night from Jul 19 to Jul 20
$97 total
Jul 19 - Jul 20
Total with taxes and fees
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
$69 nightly
The price is $77 total per night from Jul 28 to Jul 29
$77 total
Jul 28 - Jul 29
Total with taxes and fees
7.8/10 Good! (654 reviews)
"Very clean"

Reviewed on Jun 13, 2026

Motel 6 Sycamore, IL
See all 79 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

How much does a Sycamore vacation package cost?
You'll find cheap prices from $571 on Expedia for your Sycamore getaway. However, a range of factors like your choice of hotel, the season and length of stay will influence how much your vacation to Sycamore costs.
What are the cheapest months to go to Sycamore?
You're likely to find reduced prices and better availability in July, November and December. Take a look at our cheap Sycamore vacation packages and you could get some excellent off-season deals.
How many days is enough for Sycamore?
Generally, a handful of days is enough to visit the top attractions during your Sycamore vacation. However, if you want to have more time to kick back or go on day tours, think about extending your itinerary.
How to find the best Sycamore package deals?
Use Expedia's filters to find some of the best Sycamore package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your break for midweek, or look for Sycamore package deals in the off-season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book a Sycamore vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll generally get a better deal than booking each component separately. And you'll still enjoy the flexibility to create a tailored Sycamore vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Sycamore?
If you're planning an impromptu Sycamore adventure, check out our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can find awesome deals on your flights and hotels by booking well in advance.
Does Expedia offer Book Now, Pay Later Sycamore vacation packages?
If you're anything like us, you love traveling the world but don't love the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the cost of your Sycamore trip over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure great vacation packages with payment plans as soon as you see them.

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