Deals on vacations and trips to Sheridan

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Sheridan 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 $369, price is now $221 per person
$221
per person
Feb 13 - Feb 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,227, price is now $723 per person
$723
per person
Mar 6 - Mar 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $732, price is now $431 per person
$431
per person
Mar 6 - Mar 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $613, price is now $373 per person
$373
per person
Mar 5 - Mar 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
This aparthotel features a 24-hour gym and a seasonal outdoor pool. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. Enjoy the a rooftop terrace and perks like free WiFi.
Waldorf Astoria Chicago

Waldorf Astoria Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $822, price is now $522 per person
$522
per person
Feb 13 - Feb 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
A full-service spa, a gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the indoor pool and perks like a free area shuttle.

Top Sheridan hotels deals

Grand Bear Resort at Starved Rock

Grand Bear Resort at Starved Rock

3 out of 5
2643 IL-178 Utica IL
$116 nightly
The price is $129 total per night
$129 total
Jan 7 - Jan 8, 2026
Total with taxes and fees
Free water park access, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. There's fun for all ages with a lazy river and mini golf, and families will appreciate the picnic area. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and WiFi in public areas.
Holiday Inn Aurora North - Naperville by IHG

Holiday Inn Aurora North - Naperville by IHG

3 out of 5
2424 Sullivan Rd Aurora IL
Free Cancellation
$91 nightly
The price is $99 total per night
$99 total
Dec 21 - Dec 22
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, express check-out, and dry cleaning are also offered.
Best Western Oswego Hotel

Best Western Oswego Hotel

2.5 out of 5
2055 Wiesbrook Dr Oswego IL
Free Cancellation
Reserve now, pay when you stay
$75 nightly
The price is $82 total per night
$82 total
Dec 17 - Dec 18
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the 24-hour business center and free internet in public areas. There's a 24-hour gym on site, and laundry facilities and concierge services are also offered.
Breakfast included
Parking included
Holiday Inn Express & Suites Yorkville by IHG

Holiday Inn Express & Suites Yorkville by IHG

2.5 out of 5
577 E KENDALL DRIVE Yorkville IL
Free Cancellation
$90 nightly
The price is $97 total per night
$97 total
Jan 11 - Jan 12, 2026
Total with taxes and fees
A full-service spa and a hot tub are featured at this smoke-free hotel. Enjoy the gym and free perks like continental breakfast and free self parking. Staff at the 24-hour front desk can provide around-the-clock assistance.
Days Inn by Wyndham Oglesby/ Starved Rock

Days Inn by Wyndham Oglesby/ Starved Rock

2 out of 5
120 N Lewis Ave Oglesby IL
Free Cancellation
Reserve now, pay when you stay
$71 nightly
The price is $79 total per night
$79 total
Dec 14 - Dec 15
Total with taxes and fees
An indoor pool, free self parking, and laundry facilities are featured at this hotel. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A picnic area and a safe deposit box are also provided.
Pool
Breakfast included
Hampton Inn Yorkville

Hampton Inn Yorkville

2.5 out of 5
310 East Countryside Parkway Yorkville IL
Free Cancellation
Reserve now, pay when you stay
$99 nightly
The price is $108 total per night
$108 total
Dec 21 - Dec 22
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 self-serve breakfast and free self parking.
Pool
Breakfast included
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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.

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Frequently asked questions

How much are vacation packages to Sheridan?
Travelocity has great package deals to Sheridan, as well as flights and hotels, starting at just $221. With the cash you save, you could purchase some cool tours or possibly even tack on a few extra days to your adventure.
How long should my Sheridan vacation be?
If you need some guidance, most visitors spend approximately 3 nights in Sheridan. But to discover the true spirit of this place, stay a little longer. That way you can tick off more attractions and really soak up the local vibe.
Where can I get the best vacation package deals for Sheridan?
For the best package deal to Sheridan, no one compares to Travelocity. Take your pick from as many as 400 air carriers and 1,000,000 worldwide properties to create your dream trip — the choice is all yours!
Why should I book my Sheridan vacation package with Travelocity?
Travel is all about making fantastic new memories and leaving all your stresses behind — which is why we have a team of customer service experts on hand around-the-clock should you need them. On top of that, our Price Match Guarantee ensures you'll always get the best price available on our impressive range of getaway packages. So what are you waiting for? There's no time like the present to lock in that vacation you've always dreamed of.
Can I save money on my Sheridan car rental if I book it with hotels and flights?
You certainly can — bundle your hotel, flight and car into a Sheridan vacation package and you can save a ton. With so much to see and do in the Sheridan area, that rental car will make exploring a breeze. Once you've settled into the driver's seat, crank up the music and head toward Wrigley Field, a renowned attraction around 60 mi from Sheridan.
Which airport is best for Sheridan?
Many visitors fly into O'Hare Intl. Airport (ORD), 50 mi northeast of downtown Sheridan. Others prefer Midway Intl. Airport (MDW) (50 mi away from central Sheridan) or Rockford, IL (RFD-Greater Rockford) (50 mi away from central Sheridan).
Where should I stay when visiting Sheridan?
Many people opt to check in to the Holiday Inn Club Vacations Fox River Resort At Sheridan. It's a terrific base for your Sheridan vacation.

Photos of local treasures

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