Gillespie Holidays

Book a Hotel + Flight or Car together to unlock savings

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    Better together

    Save up to £335 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Packages with flights are ATOL protected

Your Gillespie Holiday

With a holiday 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 holiday is just a few clicks away with Expedia.

Gillespie Essential Information

Language
English
Currency
U.S dollars
Population
3,200
Max Temp Winter
4ºC
Max Temp Summer
27ºC
Top Sights
Litchfield Museum and Route 66 Welcome Centre, Beaver Dam State Park and The Winery at Shale Lake

Top hotels in Gillespie

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
The price is £74 per night from 13 Aug to 14 Aug
£74
13 Aug - 14 Aug
includes taxes & fees
8.2/10 Very Good! (1,002 reviews)
"You’ve got the best pillows of any motel I’ve ever stated. People were very friendly and helpful."

Reviewed on 2 Aug 2025

Baymont by Wyndham Litchfield
Super 8 by Wyndham Staunton

Super 8 by Wyndham Staunton

2 out of 5
1527 Herman Rd, Staunton, IL
Fully refundableReserve now, pay when you stay
The price is £60 per night from 10 Aug to 11 Aug
£60
10 Aug - 11 Aug
includes taxes & fees
8.4/10 Very Good! (733 reviews)
"Staff was super friendly & helpful"

Reviewed on 31 Jul 2025

Super 8 by Wyndham Staunton
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
The price is £108 per night from 24 Aug to 25 Aug
£108
24 Aug - 25 Aug
includes taxes & fees
9.4/10 Exceptional! (544 reviews)
"Hotel, ourroom, pool and gym was updated and cleaned"

Reviewed on 29 Jul 2025

Holiday Inn Express & Suites Litchfield West by IHG
See all 32 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Gillespie travel package cost?
Choose from any combination of car rentals, flights and hotels, and you can be holidaying in Gillespie from just . And the more you bundle, the more dollars you save. Your dream escape has never been so affordable.
If I'm not able to travel, can I cancel my Gillespie travel package?
Yes you can, and we'll help you every step of the way. You may be able to cancel or amend your Gillespie travel package for free within 24 hours of booking. But you may be charged a fee by your hotel, airline or car rental company if your booking is older than that. If life throws you a curveball, have a look at our Customer Service Portal for further information.
How do I get a cheap travel package to Gillespie?
Bundle your flights and hotels with Expedia to save big bucks on your next exciting adventure. With more than 550 partner airlines and 1,000,000 properties worldwide, your Gillespie travel package can be customized exactly to suit your budget. With all that extra cash, why not throw in a few awesome experiences and tours? It's an easy way to unlock even more discounts. That dream holiday to Gillespie is much closer than you thought!
Does Expedia offer Book Now, Pay Later Gillespie holidays?
Good news! We do. Expedia has teamed up with online lender Klarna to help you easily pay for your trip in instalments. Simply pick the payment plan that suits best during checkout and take the stress out of budgeting for your next trip. Be sure to bundle your flights, car hire and hotel with Expedia to get the biggest bang for your buck. Consider these flexible payment options below:

  • Pay monthly holidays: If paying bite-sized amounts each month works for you, Klarna offers just that! Paying in easy monthly instalments will make your holiday dreams come true.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it easy to pay for your holiday in multiple transactions.
  • Low deposit holidays: When you want to jump on an unbeatable deal but don't have the full amount yet, Klarna's low deposit holiday plan will help you get what you want.

What are the top hotels in Gillespie?
Book a room at Hyatt Regency Chicago. It's one of this neighbourhood's most in-demand properties. Another reputable option in Gillespie is The Godfrey Hotel Chicago.
How far in advance should I book my Gillespie holiday?
While not all air carriers release ticket prices early, it's usually possible to look up international flights on Expedia up to a year in advance. This is the time you'll nab some fantastic deals. If you're booking last minute, you might still get lucky. Low prices occasionally emerge only weeks prior to departure.
What does an Expedia Gillespie travel package include?
Flights, hotels and a reliable car for your road trip adventures. Simply mix and match your favourite bundle and gain access to great discounts. Once you've made your booking, add on a few sightseeing tours and watch your savings grow. When it comes to creating your Gillespie holiday, the choice is all yours!
What should I know before booking a Gillespie travel package?
You can look forward to saving with an Expedia travel package. Bundle your airfares, rental cars and hotels and enjoy exciting discounts. You're not restricted to hotels, however. Book with us and select from beachfront villas, cosy city apartments and even castles and houseboats!
Can I choose my airline with a Gillespie Expedia travel package?
Yes — that's one of the best things about an Expedia package. You're the boss! We have access to more than 550 airline partners around the world, so you have lots of choice when arranging your Gillespie getaway.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.