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.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,427, price is now $835 per person
$835
per person
Mar 14 - Mar 21
found 1 day ago
Roundtrip flight included
Dallas (DAL) 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.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $2,339, price is now $1,368 per person
$1,368
per person
Mar 14 - Mar 21
found 1 day ago
Roundtrip flight included
Dallas (DAL) 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.
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,627, price is now $958 per person
$958
per person
Mar 14 - Mar 21
found 1 day ago
Roundtrip flight included
Dallas (DAL) 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.
The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,530, price is now $916 per person
$916
per person
Mar 14 - Mar 21
found 1 day ago
Roundtrip flight included
Dallas (DAL) 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.
Hilton Grand Vacations Club Chicago Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,579, price is now $953 per person
$953
per person
Mar 14 - Mar 21
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)
This hotel features a restaurant, a gym, and a poolside bar. Enjoy the seasonal outdoor pool and perks like free WiFi. Self parking, a 24-hour business center, and a coffee shop are also offered.

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
$115 nightly
The price is $127 total per night
$127 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.
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 30 - Dec 31
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.
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
$95 nightly
The price is $104 total per night
$104 total
Jan 4 - Jan 5, 2026
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.
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
$92 nightly
The price is $100 total per night
$100 total
Jan 5 - Jan 6, 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.
Hot Tub
Breakfast included
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 28 - Dec 29
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.
Postcard Cabins Starved Rock, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Starved Rock, Outdoor Collection by Marriott Bonvoy

2 out of 5
1879 N 2703rd Rd Ottawa IL
$159 nightly
The price is $176 total per night
$176 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
This cabin includes express check-out and a virtual front desk. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. Take advantage of the free self parking.
Kitchen
Pet friendly
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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 $835. 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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