Serena Vacations from $306

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The Latest Serena vacation packages

Price found within the past 48 hours. Click for updated prices.

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

Downtown Chicago

$306

per person

Jan 15 - Jan 18

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

8.6/10 Excellent! (1,009 reviews)

Reviewed on Nov 12, 2026

Hotel Saint Clair- Magnificent Mile

Downtown Chicago

$308

per person

Jan 15 - Jan 18

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

8.6/10 Excellent! (2,334 reviews)

Great location. Manager was very helpful.

Reviewed on Nov 13, 2026

Hotel Riu Plaza Chicago

Downtown Chicago

$378

per person

Jan 15 - Jan 18

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.4/10 Exceptional! (5,555 reviews)

Check-in was quick and pleasant. We were able to get our room a couple hours early, which was nice. The staff were all cheerful and helpful. The breakfast buffet was really good and choices were rotated from day to day. The rooftop bar was closed due to weather but looked fun from the window. The room was ultra clean and the bathroom was bright and spotless. Loved the shower. Happy hour was needed and the bar staff friendly. The property is near everything we wanted to do and public transportation easy to navigate. We've stayed many places in the area and this is a place to which we would definitely return. Well done, Riu.

Reviewed on Nov 13, 2026

Pendry Chicago

Downtown Chicago

$440

per person

Jan 15 - Jan 18

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.2/10 Wonderful! (1,161 reviews)

The building and hotel are gorgeous, the staff were so kind and friendly, the carbon suite was clean and had an exceptional view, and the in room dining was delicious. Amazing experience, def will be back.

Reviewed on Nov 8, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago

$812

per person

Jan 15 - Jan 18

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.4/10 Exceptional! (2,739 reviews)

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Serena Hotel Deals

Grand Bear Resort at Starved Rock

2643 IL-178 Utica IL

Fully refundableReserve now, pay when you stay

$96 nightly

$107 total

Nov 15 - Nov 16

Total with taxes and fees

7.2/10 Good! (1,019 reviews)

"Indoor park and arcade closes early, WiFi is so slow"

Reviewed on Nov 12, 2026

Postcard Cabins Starved Rock, Outdoor Collection by Marriott Bonvoy

1879 N 2703rd Rd Ottawa IL

$184 nightly

$204 total

Dec 14 - Dec 15

Total with taxes and fees

Days Inn by Wyndham Oglesby/ Starved Rock

120 N Lewis Ave Oglesby IL

Fully refundableReserve now, pay when you stay

$76 nightly

$84 total

Nov 15 - Nov 16

Total with taxes and fees

8.2/10 Very Good! (1,004 reviews)

"The only thing that I would suggest is having real cream with the coffee that was left in the room"

Reviewed on Nov 13, 2026

See all 355 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 $306 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.