Gillespie Holidays

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Top hotels in Gillespie

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$186 per night from 29 Mar to 30 Mar
S$186
includes taxes & fees
29 Mar - 30 Mar
9.4/10 Exceptional! (503 reviews)
"Great stay"

Reviewed on 15 Mar,2025

Holiday Inn Express & Suites Litchfield West by IHG
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$138 per night from 25 Mar to 26 Mar
S$138
includes taxes & fees
25 Mar - 26 Mar
8.4/10 Very Good! (1,000 reviews)
"Pretty nice stay for a night or two. Great breakfast. Nice clean room."

Reviewed on 9 Mar,2025

Baymont by Wyndham Litchfield
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
The price is S$140 per night from 18 Apr to 19 Apr
S$140
includes taxes & fees
18 Apr - 19 Apr
8.8/10 Excellent! (563 reviews)
Recommend
"Quick stay on a long trip to Chicago, quiet, nice little area. Breakfast was the typical but fancier flavor waffles, very nicely set up."

Reviewed on 14 Mar,2025

Hampton Inn by Hilton Litchfield
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.