Deals on vacations and trips to Sycamore

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Sycamore flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $827, price is now $459 per person
$459
per person
Mar 25 - Mar 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center, express check-in, and valet parking. Limo/town car service, WiFi in public areas, and express check-out are also on offer.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $913, price is now $470 per person
$470
per person
Mar 25 - Mar 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
This hotel features 2 bars/lounges and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy a meal from the restaurant and free buffet breakfast each morning.
The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,000, price is now $565 per person
$565
per person
Mar 25 - Mar 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. A coffee shop, a snack bar/deli, and luggage storage are also on offer.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,545, price is now $876 per person
$876
per person
Mar 25 - Mar 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and in-room childcare. Enjoy the gym and perks like free WiFi.
Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $969, price is now $556 per person
$556
per person
Mar 25 - Mar 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Enjoy the a rooftop terrace and perks like free WiFi. Valet parking, a coffee shop, and a terrace are also offered.

Top Sycamore hotels deals

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
Free Cancellation
$84 nightly
The price is $93 total per night
$93 total
Jan 19 - Jan 20
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like full breakfast and free self parking.
Pool
Breakfast included
Motel 6 Sycamore, IL

Motel 6 Sycamore, IL

2 out of 5
1860 Dekalb Ave Sycamore IL
Free Cancellation
Reserve now, pay when you stay
$69 nightly
The price is $77 total per night
$77 total
Jan 14 - Jan 15
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A snack bar/deli is provided and the front desk is staffed around-the-clock.
Pet friendly
Parking included
Best Western Sycamore Inn

Best Western Sycamore Inn

2.5 out of 5
1935 Dekalb Ave Sycamore IL
Free Cancellation
Reserve now, pay when you stay
$86 nightly
The price is $96 total per night
$96 total
Jan 20 - Jan 21
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
Quality Inn Sycamore - DeKalb

Quality Inn Sycamore - DeKalb

2.5 out of 5
1475 South Peace Rd Sycamore IL
Free Cancellation
Reserve now, pay when you stay
$63 nightly
The price is $70 total per night
$70 total
Jan 26 - Jan 27
Total with taxes and fees
A full-service spa and an indoor pool are featured at this smoke-free hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and free perks like buffet breakfast and free self parking.
Pool
Hot Tub
Charming 2-bedroom house with WiFi, AC in adorable Sycamore

Charming 2-bedroom house with WiFi, AC in adorable Sycamore

Sycamore IL
Get rates
This vacation home features laundry facilities.
Kitchen
Washer
Spacious 3 bedroom condo with King Master Suite in Sycamore

Spacious 3 bedroom condo with King Master Suite in Sycamore

Sycamore IL
Get rates
This condo features laundry facilities.
Kitchen
Washer
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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.

Popular places to visit

Kindred Hospital Sycamore

Though Kindred Hospital Sycamore might be what brings you to town, perhaps you'll have a chance to explore more of Sycamore while you are here.

Kindred Hospital Sycamore

Old Mill Park

Old Mill Park is just one of the places to see in Sycamore, so why not enjoy the other things to explore during your travels? While in this family-friendly area, you can enjoy the restaurants.

Old Mill Park

Sycamore Public Library

Sycamore Public Library is just one of the places to see in Sycamore, so why not enjoy the other things to explore during your travels? While in this family-friendly area, you can enjoy the restaurants.

Sycamore Public Library

Frequently asked questions

How much are vacation packages to Sycamore?
Your travel dreams can come to life in Sycamore from just $459. Our packages include flights and hotels, so you'll find booking is a cinch. The only thing you'll need to focus on is what amazing attraction you'll head to first.
How long should my Sycamore vacation be?
Many visitors choose to spend around 2 nights in Sycamore. But that's only a guide. Whether you opt to stay for a couple of days or a couple of weeks, you'll enjoy exploring all the amazing things that this place has to offer.
Where can I get the best vacation package deals for Sycamore?
For a fun and affordable package deal to Sycamore, nothing compares to Travelocity. Take your pick of 400 airlines and 1,000,000 properties worldwide to create the ideal adventure — you're spoiled for choice!
Why should I purchase my Sycamore vacation bundle via Travelocity?
From our 24/7 customer support to our range of enticing destinations, we're dedicated to fulfilling your travel dreams. All you need to do is to click and book — our Price Match Guarantee will make sure you get the cheapest price.
Will I save money on my Sycamore car rental if I combine it with my hotel or flight?
Bundling your flight, hotel and car into a Sycamore vacation package is an excellent way to score an incredible deal. Plus, having your own car rental gives you the freedom to find your way to all those big-name sights you'd like to see. Sitting 55 mi away from Sycamore, Wrigley Field is one place that should be on your to-do list. Fill up the tank and make a day trip of it.
Which airport is best for Sycamore?
O'Hare Intl. Airport (ORD) (40 mi away from the downtown area), Midway Intl. Airport (MDW) (50 mi away from central Sycamore) and Rockford, IL (RFD-Greater Rockford) (25 mi away from central Sycamore) are the top options for Sycamore.
Where should I stay when visiting Sycamore?
Many people hit the hay at the Country Inn & Suites by Radisson, Sycamore, IL. It's sure to be a good base for your Sycamore getaway.

Photos of local treasures

Browse Sycamore vacation photos for more inspiration