Title: Gillespie Vacation Packages 2026 from $718 | Expedia.com [Gillespie Travel Guide](https://expedia.com/Gillespie.dx3000346284)[Hotels in Gillespie](https://expedia.com/Gillespie-Hotels.d3000346284.Travel-Guide-Hotels)[Vacation Rentals in Gillespie](https://expedia.com/Gillespie-Vacation-Rentals.d3000346284.Travel-Guide-VacationRentals)[Flights to Gillespie](https://expedia.com/Cheap-Flights-To-Gillespie.d3000346284.Travel-Guide-Flights)[Car Rentals in Gillespie](https://expedia.com/Car-Rentals-In-Gillespie.d3000346284.Car-Rental-Guide) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # Gillespie Vacations from $718 ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## 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](https://www.expedia.com/Piney-Creek-Ravine-State-Natural-Area-Illinois.d553248621532655789.Vacation-Attraction). 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. ![The Wildwood Hotel](https://images.trvl-media.com/lodging/2000000/1770000/1768200/1768149/035dee6c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Wildwood Hotel Save 100% on your flight $718 per person Jun 27 - Jul 3 found 17 hours ago Roundtrip non-stop flight included Islip (ISP) to St. Louis (STL) 9.2/10 Wonderful! (1,627 reviews) The breakfaat was average, thou fresh. There was enough street parking nearby, safe. Reviewed on Mar 30, 2026 ![The Cheshire](https://images.trvl-media.com/lodging/1000000/30000/26100/26061/24983857_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Cheshire $824 per person Jun 27 - Jul 3 found 17 hours ago Roundtrip non-stop flight included Islip (ISP) to St. Louis (STL) 8.6/10 Excellent! (1,011 reviews) It had unique decor which was fun. Staff was nice But the lights were broken and there was a leftover can under a chair Reviewed on Apr 1, 2026 ![Marriott St. Louis West](https://images.trvl-media.com/lodging/1000000/20000/17400/17345/cec6cc0f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Marriott St. Louis West $784 per person May 17 - May 23 found 1 day ago Roundtrip non-stop flight included Los Angeles (LAX) to St. Louis (STL) 8.4/10 Very Good! (1,003 reviews) Overall property was in great location and staff was good-especially wait staff at bar and restaurant. Concierge amenities closed on weekends so please be aware when booking this. The water smelled of sulfur when coming out of faucet. Reviewed on Mar 9, 2026 ![The Mercantile on the Katy Trail](https://images.trvl-media.com/lodging/104000000/103390000/103386000/103385931/2e86baed_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Mercantile on the Katy Trail $871 per person May 12 - May 17 found 1 day ago Roundtrip non-stop flight included Newark Liberty Intl. Airport (EWR) to St. Louis (STL) 9.8/10 Exceptional! (29 reviews) Very nice. Fully equipped with everything you need and more! The extras really added to the overall experience. Clean, quiet, and safe. Comfortable. Great communication. I definitely recommend staying here if you are in the area! Reviewed on Nov 8, 2025 ![Up Up and Away Lodging](https://images.trvl-media.com/lodging/31000000/30550000/30549000/30548920/b719c569_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Up Up and Away Lodging $1,100 per person May 12 - May 17 found 1 day ago Roundtrip non-stop flight included Newark Liberty Intl. Airport (EWR) to St. Louis (STL) 9.4/10 Exceptional! (27 reviews) Yes! The room was beautiful. Very clean. Beth was an amazing hostess, and the breakfast hit the spot. I highly recommend the stay, and when I return, I will do the same B&B. Thanks, Beth! Reviewed on Dec 5, 2025 Don't see what you're looking for? See all available trips from Columbus to Gillespie [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-05-08/2026-05-15/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=null&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Gillespie Hotel Deals ![Baymont by Wyndham Litchfield](https://images.trvl-media.com/lodging/1000000/540000/537800/537794/149b2adb_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Baymont by Wyndham Litchfield 1405 W Hudson Dr Litchfield IL Fully refundableReserve now, pay when you stay $89 nightly $98 total Apr 9 - Apr 10 Total with taxes and fees 8.4/10 Very Good! (1,007 reviews) Dogs are allowed. Hot tub was ok, a little low on water and jets went up instead of out but it felt great. Clean and staff was friendly. Great perks for the price! Reviewed on Apr 7, 2026 [](https://expedia.com/Hotel-Search?startDate=4%2F9%2F2026&endDate=4%2F10%2F2026&selected=537794&PinnedHotelID=537794&HadPinnedHotel=true®ionId=3000346284) ![Holiday Inn Express & Suites Litchfield West by IHG](https://images.trvl-media.com/lodging/11000000/10350000/10345100/10345065/ce549b88_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Holiday Inn Express & Suites Litchfield West by IHG 4 Thunderbird Circle Litchfield IL Fully refundable $131 nightly $144 total Apr 19 - Apr 20 Total with taxes and fees 9.6/10 Exceptional! (604 reviews) Room was clean and spacious. Computer and printer available in lobby. Gym and pool. Matresses were pretty firm. But otherwise safe area and lots of food options. Right off the highway. Reviewed on Apr 5, 2026 [](https://expedia.com/Hotel-Search?startDate=4%2F19%2F2026&endDate=4%2F20%2F2026&selected=10345065&PinnedHotelID=10345065&HadPinnedHotel=true®ionId=3000346284) ![Super 8 by Wyndham Staunton](https://images.trvl-media.com/lodging/1000000/70000/62400/62339/e61f32e3_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Super 8 by Wyndham Staunton 1527 Herman Rd Staunton IL Fully refundableReserve now, pay when you stay $83 nightly $92 total Apr 9 - Apr 10 Total with taxes and fees 8.6/10 Excellent! (780 reviews) SUCH a clean room. As a clean freak myself, I was delightfully surprised at how clean the room was. Upon entering, it smelled wonderfully fresh, and everything was spotless. There was a Dairy Queen right across the parking lot and a small bar across the street. I did not visit either of those, but ... Reviewed on Apr 5, 2026 [](https://expedia.com/Hotel-Search?startDate=4%2F9%2F2026&endDate=4%2F10%2F2026&selected=62339&PinnedHotelID=62339&HadPinnedHotel=true®ionId=3000346284) [See all 36 properties in Gillespie](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=4%2F9%2F2026&endDate=4%2F10%2F2026®ionId=3000346284) 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](https://www.expedia.com/The-Winery-At-Shale-Lake-Staunton.d553248621532655953.Vacation-Attraction), [Litchfield Museum and Route 66 Welcome Center](https://www.expedia.com/Litchfield-Museum-And-Route-66-Welcome-Center-Litchfield.d553248621560505619.Vacation-Attraction) and [Beaver Dam State Park](https://www.expedia.com/Beaver-Dam-State-Park-Illinois.d635036305925201920.Vacation-Attraction) | ## More vacations you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.com/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.com/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Kid Friendly Vacations [](https://expedia.com/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Kid_Friendly%20Vacations.click) 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![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/honeymoon_hawaii.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Honeymoon Vacations [](https://expedia.com/lp/theme-vacations/honeymoon-vacations?rfrr=editorial.Honeymoon_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/Mountain-vacations.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Mountain Vacations [](https://expedia.com/lp/theme-vacations/mountain-vacations?rfrr=editorial.Mountain_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/fishing-vacations-2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Fishing Vacations [](https://expedia.com/lp/theme-vacations/fishing-vacations?rfrr=editorial.Fishing_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2019/05/16/Hyatt%20Zilara%20Cancun%20-%20All%20Inclusive%20-%20Adults%20Only.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adults Only Vacations [](https://expedia.com/lp/theme-vacations/adults-only-vacations?rfrr=editorial.Adults_Only%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/waterpark-vacations.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Waterpark Vacations [](https://expedia.com/lp/theme-vacations/waterpark-vacations?rfrr=editorial.Waterpark_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/Caribean_scuba_diving.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Scuba Diving Vacations [](https://expedia.com/lp/theme-vacations/scuba-diving-vacations?rfrr=editorial.Scuba_Diving%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/aruba_yoga.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Yoga Vacations [](https://expedia.com/lp/theme-vacations/yoga-vacations?rfrr=editorial.Yoga_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2023/04/04/EPS-RBC-SummerBeachVacations-AdobeStock_206356322.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Cheap Vacations [](https://expedia.com/lp/theme-vacations/cheap-vacations?rfrr=editorial.Cheap_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Solo Vacations [](https://expedia.com/lp/b/vacations/solo-vacations?rfrr=editorial.Solo_Vacations.click) ## Frequently asked questions ### How much does a Gillespie vacation package cost? ### What are the cheapest months to go to Gillespie? ### How many days is enough for Gillespie? ### How to find the best Gillespie package deals? ### Is it cheaper to book a Gillespie vacation as a package? ### When to book a vacation package to Gillespie? ### Does Expedia offer Book Now, Pay Later Gillespie vacation packages? ## Explore a world of travel with Expedia - Lodging - Flights - Packages 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