Gillespie Holidays

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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 S$126 per night from 22 Jul to 23 Jul
S$126
22 Jul - 23 Jul
includes taxes & fees
8.2/10 Very Good! (1,003 reviews)
Great Hotel
"Always clean and the staff are very friendly, i stay here a lot and they have never let me down!!"

Reviewed on 16 Jul, 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 S$102 per night from 27 Jul to 28 Jul
S$102
27 Jul - 28 Jul
includes taxes & fees
8.4/10 Very Good! (727 reviews)
"There is not much around the hotel but it more than makes up for that by the nice atmosphere, safe and quiet soundings."

Reviewed on 16 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 S$189 per night from 28 Jul to 29 Jul
S$189
28 Jul - 29 Jul
includes taxes & fees
9.4/10 Exceptional! (537 reviews)
"Very nice property! Room was excellent and comfortable, with fast dining options within walking distance. A great choice."

Reviewed on 29 Jun, 2025

Holiday Inn Express & Suites Litchfield West by IHG
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.

Frequently asked questions

How much does a Gillespie holiday package cost?
Offering great value package deals on Expedia, you'll be pleasantly surprised at how much a holiday to Gillespie costs! Expedia's packages simplify travel planning and maximise your savings.
What are the cheapest months to go to Gillespie?
January, February and November are great times to search for cheap Gillespie holiday packages. Travelling in quieter periods means you can typically find reduced prices on accommodation and flights.
How many days is enough for Gillespie?
Usually, a handful of days is enough to explore the main attractions during your Gillespie holiday. However, if you'd like to have some time to kick back or take day tours, consider extending your trip.
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 personalise 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 holiday as a package?
You can enjoy significant savings on your next Gillespie retreat by booking a customised holiday 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 holiday 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.
How to plan a trip to Gillespie?

  1. Choose your travel dates: What you want to do in Gillespie and your preferred season can help you decide when to go.
  2. Plan your budget wisely: As well as the cost of your accommodation, you should factor in other expenses too. These include food, transportation and flights. Also, set aside a little extra for unexpected expenses that may crop up during your trip to Gillespie.
  3. Decide how many days away: Start by listing all the attractions you'd like to experience in Gillespie. Then, estimate how long you'll need for each, including any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a customised Gillespie holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.