Gillespie Vacations from $240

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Your Gillespie Vacation

With a vacation package to Gillespie, say goodbye to travel planning and hello to an effortless adventure. Every detail of your journey has been taken care of before departing, so you can enjoy each moment discovering this exciting city. Your trip to Gillespie wouldn't be complete without exploring its top attractions, like Piney Creek Ravine - State Natural Area. Whoever you're going away with and whether your budget is big or small, your dream Gillespie vacation is just a few clicks away with Expedia.

The Latest Gillespie vacation packages

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Chesterfield

Hilton Garden Inn Chesterfield

3 out of 5
Price was $334, price is now $240 per person
$240
per person
Dec 15 - Dec 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
8.2/10 Very Good! (767 reviews)
Just a really nice hotel tucked away from everything, but still close to get whereevre you need to go!

Reviewed on Oct 26, 2025

The Wildwood Hotel

The Wildwood Hotel

3.5 out of 5
Save 100% on your flight
Price was $435, price is now $244 per person
$244
per person
Dec 15 - Dec 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
9.2/10 Wonderful! (1,591 reviews)
Staff was super friendly and the facilities were fantastic!

Reviewed on Nov 6, 2025

Hampton Inn By Hilton St Louis Airport

Hampton Inn By Hilton St Louis Airport

2.5 out of 5
Woodson Terrace
Save 100% on your flight
Price was $478, price is now $334 per person
$334
per person
Jan 28 - Feb 1
found 16 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to St. Louis (STL)
8.8/10 Excellent! (81 reviews)
Overall, this was the best stay I've had in St. Louis in a very long time the staff were nice. Hotel was very clean, bed super comfortable. And great breakfast option for people that don't eat pork.

Reviewed on Oct 26, 2025

Angad Arts Hotel St. Louis, Tapestry Collection by Hilton

Angad Arts Hotel St. Louis, Tapestry Collection by Hilton

4 out of 5
Grand Center
Save 100% on your flight
Price was $502, price is now $356 per person
$356
per person
Jan 28 - Feb 1
found 16 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to St. Louis (STL)
8.8/10 Excellent! (1,013 reviews)
Very unique and clean, and friendly staff

Reviewed on Nov 3, 2025

Crowne Plaza St. Louis Airport by IHG

Crowne Plaza St. Louis Airport by IHG

3.5 out of 5
Price was $416, price is now $302 per person
$302
per person
Jan 28 - Feb 1
found 16 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to St. Louis (STL)
8/10 Very Good! (1,005 reviews)
The hotel was ok. Very big. Nice breakfast buffet. Staff was absolutely amazing. The only issue I had was that our room had the worst smell ever. It smelled like trash or mold. We had to buy a candle to mask it which really did nothing.

Reviewed on Oct 17, 2025

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Gillespie Hotel Deals

Baymont by Wyndham Litchfield

Baymont by Wyndham Litchfield

2.5 out of 5
1405 W Hudson Dr, Litchfield, IL
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $103 total per night from Nov 25 to Nov 26
$103 total
Nov 25 - Nov 26
Total with taxes and fees
8.2/10 Very Good! (1,025 reviews)
The refrigerator froze my yogurt. Setting is too cold also, there is a toilet stool sitting out on the outside under the window. The bathroom smelled like cigarette smoke when we checked in and the front desk was immediately notified.

Reviewed on Nov 1, 2025

Baymont by Wyndham Litchfield
Holiday Inn Express & Suites Litchfield West by IHG

Holiday Inn Express & Suites Litchfield West by IHG

2.5 out of 5
4 Thunderbird Circle, Litchfield, IL
Fully refundable
$121 nightly
The price is $133 total per night from Nov 20 to Nov 21
$133 total
Nov 20 - Nov 21
Total with taxes and fees
9.4/10 Exceptional! (570 reviews)
Clean room, safe area

Reviewed on Oct 26, 2025

Holiday Inn Express & Suites Litchfield West by IHG
Hampton Inn by Hilton Litchfield

Hampton Inn by Hilton Litchfield

2.5 out of 5
11 Thunderbird Circle, Litchfield, IL
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $121 total per night from Nov 23 to Nov 24
$121 total
Nov 23 - Nov 24
Total with taxes and fees
8.8/10 Excellent! (620 reviews)
I had cheese omelet and it was good. Coffee good. Clean area. Plan to come back

Reviewed on Oct 2, 2025

Hampton Inn by Hilton Litchfield
See all 35 properties in Gillespie
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 Gillespie Vacation Packages

Gillespie Essential Information

Language
English
Currency
U.S dollars
Population
3,200
Top Sights
The Winery at Shale Lake, Litchfield Museum and Route 66 Welcome Center and Beaver Dam State Park

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Frequently asked questions

How much does a Gillespie vacation package cost?
Offering great value package deals from $240 on Expedia, you'll be pleasantly surprised at how much a vacation to Gillespie costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Gillespie?
If you're hoping to book a cheap Gillespie vacation package, consider traveling in December, January and February. You're likely to find lower prices on airfares and hotels during these months — perfect for travelers wishing to save money.
How many days is enough for Gillespie?
The ideal duration of your Gillespie vacation depends on what you'd like to do. Typically, a handful of days to a week will give you time to visit all the major attractions and explore some hidden gems along the way.
How to find the best Gillespie package deals?
Bagging a cheap Gillespie package deal is a breeze with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your budget, add a few filters and see what's available. You can personalize your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to discover the most pocket-friendly Gillespie package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Gillespie vacation as a package?
You can enjoy significant savings on your next Gillespie retreat by booking a customized vacation package. Click on the "Package" heading, then select your travel dates and destination to view the best airfares and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Gillespie?
If you have your Gillespie travel dates locked in, book as early as you can to snap up some fantastic deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are perfect for quick escapes.
Does Expedia offer Book Now, Pay Later Gillespie vacation packages?
If you're like us, you love exploring new places but are not a fan of the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the overall cost of your Gillespie trip over 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can snap up 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.