Serena Vacations from $144

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The Latest Serena 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 $311, price is now $144 per person
$144
per person
Jan 29 - Feb 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (1,011 reviews)
My room was very clean. The stay was very friendly and helpful. Check-in was a breeze. Since my room was ready they even let me check in early! There are 2 restaurants in this hotel. We had drinks at the one near the lobby and we ate at the ROOF. The food was delish! The environment was fun. We were worried that it was going to be more for the 20 something crowd, but there were adults of every age there. This hotel is also just steps from The Chicago Theatre which makes it super convenient when seeing an event there.

Reviewed on Nov 10, 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $467, price is now $232 per person
$232
per person
Jan 29 - Feb 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,110 reviews)
Rooms are lovely, bar / restaurant is top notch. Love staying at the pendry!

Reviewed on Nov 10, 2025

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $503, price is now $272 per person
$272
per person
Jan 29 - Feb 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (1,248 reviews)
Really cool modern space

Reviewed on Nov 4, 2025

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $483, price is now $261 per person
$261
per person
Jan 29 - Feb 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (367 reviews)
Property was clean, centrally located with wonderful staff. Will definitely stay again.

Reviewed on Nov 9, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was $784, price is now $431 per person
$431
per person
Jan 29 - Feb 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,761 reviews)
Room exceptional well kept, staff extremely nice Ms Diana in the front desk and Luis in the concierge were superb

Reviewed on Nov 10, 2025

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Serena Hotel Deals

Grand Bear Resort at Starved Rock

Grand Bear Resort at Starved Rock

3 out of 5
2643 IL-178, Utica, IL
$101 nightly
The price is $112 total per night from Nov 11 to Nov 12
$112 total
Nov 11 - Nov 12
Total with taxes and fees
7.2/10 Good! (1,000 reviews)
We had a very lovely stay at the grand bear lodge. I felt it was clean. And very friendly

Reviewed on Nov 8, 2025

Grand Bear Resort at Starved Rock
Days Inn by Wyndham Oglesby/ Starved Rock

Days Inn by Wyndham Oglesby/ Starved Rock

2 out of 5
120 N Lewis Ave, Oglesby, IL
Fully refundableReserve now, pay when you stay
$80 nightly
The price is $89 total per night from Nov 11 to Nov 12
$89 total
Nov 11 - Nov 12
Total with taxes and fees
8/10 Very Good! (1,002 reviews)
The hotel is good for the price we paid. The rooms were clean however have a smoke smell even though they are smoke free rooms. The front desk guy was friendly and helpful. The pool looked decent however we didn’t use it. We also did not try the breakfast so I am unable to comment on that. It was ...

Reviewed on Nov 6, 2025

Days Inn by Wyndham Oglesby/ Starved Rock
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
Fully refundable
$81 nightly
The price is $88 total per night from Nov 16 to Nov 17
$88 total
Nov 16 - Nov 17
Total with taxes and fees
8.2/10 Very Good! (610 reviews)
The check-in process and the gentleman that did that was wonderful! The food is always great every time we stay there

Reviewed on Nov 7, 2025

Holiday Inn Express & Suites Yorkville by IHG
See all 347 properties in Serena
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 Serena Vacation Packages

Serena Essential Information

Language
English
Currency
U.S dollars
Top Sights
Illini State Park, Skydive Chicago and Washington Square Park

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Frequently asked questions

How much does a Serena vacation package cost?
You'll find cheap prices from $144 on Expedia for your Serena getaway. However, a range of factors like the season, choice of hotel and length of stay will influence how much your vacation to Serena costs.
What are the cheapest months to go to Serena?
If you're hoping to book a cheap Serena vacation package, consider planning a trip in November, December and January. You're likely to find better prices on hotels and airfares during these months — perfect for a budget-friendly getaway.
How many days is enough for Serena?
Generally, a handful of days is enough to tick off the major sights during your Serena vacation. But if you prefer to have more time to kick back or take day tours, think about extending your itinerary.
How to find the best Serena package deals?
Use Expedia's filter tool to find some great Serena package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your adventure for midweek, or browse for Serena package deals in the low season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to book your vacation package as early as possible.
Is it cheaper to book a Serena vacation as a package?
You can enjoy significant savings on your next Serena break by booking a tailored vacation package. Click on the "Package" heading, then enter your destination and travel dates to view the best hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Serena?
Land incredible discounts by booking your flights ahead of time with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for an impromptu Serena trip.
Does Expedia offer Book Now, Pay Later Serena vacation packages?
Jet off on your dream getaway to Serena with Expedia's Book Now, Pay Later vacations. There's no need to save like crazy or hold off until payday — we've teamed up with online lender Affirm to give you financial flexibility. Our vacation packages with payment plans mean you can spread the total cost across 3, 6 or 12 months. With no hidden charges or late payment fees, you can easily stay on budget and snap up travel deals before they disappear.

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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.