Sullivan Vacations

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Your Sullivan Vacation

Our vacation packages to Sullivan offer endless opportunities to indulge in new sights, sounds and tastes. And with all the finer details taken care of, you can let go and enjoy your city break to the fullest. Ready to see some sights? Spend your days enjoying leading attractions like The Little Theatre on the Square during your trip to Sullivan. Whoever you're traveling with and whatever you want to spend, your dream Sullivan vacation is just a few clicks away with Expedia.

Stay near popular Sullivan attractions

The Little Theatre on the Square

7.8/10 (7 reviews)
This intimate Broadway-style venue is the only professional theater between Chicago and St. Louis. Enjoy captivating musicals and plays in a cozy 420-seat setting where every view excels.
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Sullivan Hotel Deals

Prairieview Cabin - with Hot Tub

Prairieview Cabin - with Hot Tub

Sullivan IL
$249 nightly
The price is $250 total per night from Nov 30 to Dec 1
$250 total
Nov 30 - Dec 1
Total with taxes and fees
10/10 Exceptional! (47 reviews)
"couldn't ask for any better!!"

Reviewed on Oct 26, 2026

Prairieview Cabin - with Hot Tub
Fish, boat, grill, chill, pets, relax

Fish, boat, grill, chill, pets, relax

Sullivan IL
$221 nightly
The price is $234 total per night from Dec 1 to Dec 2
$234 total
Dec 1 - Dec 2
Total with taxes and fees
9.4/10 Exceptional! (72 reviews)
"Great stay for our weekend on the lake! Host is very responsive!"

Reviewed on Sep 14, 2026

Fish, boat, grill, chill, pets, relax
Gateway Inn

Gateway Inn

2.5 out of 5
1320 S Hamilton St Sullivan IL
Fully refundableReserve now, pay when you stay
$81 nightly
The price is $90 total per night from Nov 30 to Dec 1
$90 total
Nov 30 - Dec 1
Total with taxes and fees
8.6/10 Excellent! (94 reviews)
"Great place for hunters and fisherman to stay"

Reviewed on Oct 26, 2026

Gateway Inn
See all 118 properties in Sullivan
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 Sullivan Vacation Packages

Sullivan Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Decatur Airport (DEC)
Population
4,500
Max Temp Winter
35ºF
Max Temp Summer
80ºF

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Frequently asked questions

How much does a Sullivan vacation package cost?
You can grab a vacation package to this top destination on Expedia. However, how much your vacation to Sullivan costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Sullivan?
You can typically find lower rates and greater availability in December, January and February. Take a look at our cheap Sullivan vacation packages and you could land some great off-season discounts.
How many days is enough for Sullivan?
Typically, a handful of days is enough to see the main sights during your Sullivan vacation. But if you want to have some time to kick back or take day tours, consider extending your itinerary.
How to find the best Sullivan package deals?
Start your search for a Sullivan package deal by entering your destination and preferred trip dates under our "Packages" tab. Then select some filters, like "Guest rating" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the ideal Sullivan package deal right away, just switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Sullivan adventure off to a flying start.
Is it cheaper to book a Sullivan vacation as a package?
You can enjoy significant savings on your next Sullivan retreat by booking a tailored vacation package. Check the "Package" heading, then select your travel dates and destination to browse some great hotel and flight prices. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Sullivan?
Enjoy amazing discounts by reserving your flights ahead of time with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for an impromptu Sullivan trip.
Does Expedia offer Book Now, Pay Later Sullivan vacation packages?
If you're anything like us, you love jet-setting around the world but don't love the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the total cost of your Sullivan trip over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure great vacation packages with payment plans as soon as you see them.

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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.