Chatham Vacations from $568

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Your Chatham Vacation

With every last detail planned before you go, our Chatham vacation packages mean you can simply focus on having a good time. No matter if you're based in the neighborhood of Leland Grove, which is good for golfing, or somewhere else in town, this lively city promises plenty of discoveries. University of Illinois at Springfield, Knights Action and Piper Glen Golf Club are just some of the attractions worth visiting during your trip to Chatham. Don't put off exploring this destination any longer. The ultimate Chatham vacation is a few clicks away with Expedia.

The Latest Chatham vacation packages

Price found within the past 48 hours. Click for updated prices.
Country Inn & Suites by Radisson, Springfield Southeast

Country Inn & Suites by Radisson, Springfield Southeast

2.5 out of 5
per person
Oct 1 - Oct 5
found 22 hours ago
Roundtrip non-stop flight included
Greenville (GSP) to Springfield (SPI)
8.2/10 Very Good! (1,007 reviews)
Staff was very personable and check-in was easy. Prompt in receiving a blanket which I had requested. Only down-side was a very noisy air conditioner. Breakfast was good with the attendant keeping food available and also facilities clean.

Reviewed on Aug 10, 2025

Villa DeWolf

Villa DeWolf

4 out of 5
per person
Sep 19 - Sep 23
found 5 hours ago
Roundtrip non-stop flight included
Huntsville (HSV) to Springfield (SPI)
10/10 Exceptional! (10 reviews)
If you want the kindest hospitality, delicious breakfast and a memorable experience at a gorgeous historical home instead of a generic hotel, you must stay here!

Reviewed on Jun 22, 2025

Northfield Inn, Suites & Conference Center

Northfield Inn, Suites & Conference Center

2.5 out of 5
per person
Sep 19 - Sep 23
found 5 hours ago
Roundtrip non-stop flight included
Huntsville (HSV) to Springfield (SPI)
9.2/10 Wonderful! (1,244 reviews)
great property. great breakfast. convenient to the interstate.

Reviewed on Aug 10, 2025

Inn at 835 Boutique Hotel

Inn at 835 Boutique Hotel

3.5 out of 5
per person
Oct 1 - Oct 5
found 22 hours ago
Roundtrip non-stop flight included
Greenville (GSP) to Springfield (SPI)
9.6/10 Exceptional! (585 reviews)
Nice room in renovated historic apartment building. Great breakfast. Room has a private jetted hot tub.

Reviewed on Aug 6, 2025

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Chatham Hotel Deals

President Abraham Lincoln Springfield - DoubleTree by Hilton

President Abraham Lincoln Springfield - DoubleTree by Hilton

4 out of 5
701 E Adams St, Springfield, IL
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $125 total per night from Aug 31 to Sep 1
$125 total
Aug 31 - Sep 1
Total includes taxes and fees
8.2/10 Very Good! (1,000 reviews)
"Nice room. The parking garage was tricky to get in and out."

Reviewed on Aug 7, 2025

President Abraham Lincoln Springfield - DoubleTree by Hilton
Country Inn & Suites by Radisson, Springfield Southeast

Country Inn & Suites by Radisson, Springfield Southeast

2.5 out of 5
3092 Stevenson Drive, Springfield, IL
Fully refundable
$93 nightly
The price is $106 total per night from Aug 31 to Sep 1
$106 total
Aug 31 - Sep 1
Total includes taxes and fees
8/10 Very Good! (1,003 reviews)
"Bed was very comfortable"

Reviewed on Aug 7, 2025

Country Inn & Suites by Radisson, Springfield Southeast
La Quinta Inn & Suites by Wyndham Springfield IL

La Quinta Inn & Suites by Wyndham Springfield IL

3 out of 5
1121 Lejune Dr, Springfield, IL
Fully refundableReserve now, pay when you stay
$86 nightly
The price is $98 total per night from Sep 1 to Sep 2
$98 total
Sep 1 - Sep 2
Total includes taxes and fees
7.8/10 Good! (1,207 reviews)
Very nice hotel
"We stayed for the State fair. Very nice hotel. Plenty of room. Location was great. The pool had a lot of chlorine in it so we could'nt swim for very long but it was still fine for a quick dip after a hot day at the fair."

Reviewed on Aug 9, 2025

La Quinta Inn & Suites by Wyndham Springfield IL
See all 131 properties in Chatham
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 does a Chatham vacation package cost?
You can snap up a vacation package to this popular destination from $568 on Expedia. But how much your vacation to Chatham costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to Chatham?
You're likely to find lower prices and better availability in December, January and February. Explore our cheap Chatham vacation packages and you could land some excellent off-season deals.
How many days is enough for Chatham?
The ideal duration for your Chatham vacation depends on what you'd like to see. Generally, a handful of days to a week will give you time to tick off all the main attractions and discover some hidden spots along the way.
How to find the best Chatham package deals?
Start your search for a Chatham package deal by entering your travel dates and destination under our "Packages" tab. Then apply some filters, like "Property type" and "Popular locations," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the ideal Chatham package deal right away, simply play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Chatham escape underway.
Is it cheaper to book a Chatham vacation as a package?
You can enjoy significant savings on your next Chatham retreat by booking a personalized vacation package. Check the "Package" heading, then select your travel dates and destination to see the best flight and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Chatham?
Enjoy incredible discounts by reserving your flights in advance with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for a spur-of-the-moment Chatham trip.
Does Expedia offer Book Now, Pay Later Chatham vacation packages?
Your Chatham getaway is meant to be an escape from your busy life, not a reason for money-related stress. So to give you extra flexibility, we've joined up with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and split up the cost over 3, 6 or 12 months. Plus, there are no hidden costs or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.