
Gillespie Vacation Packages
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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.
Top Gillespie Vacation Deals
Price found within the past 48 hours. Click for updated prices.


The Wildwood Hotel
Price was CA $1,474, price is now CA $1,015 per person
CA $1,015
per person
Jul 31 - Aug 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Louis (STL)
9.2/10 Wonderful! (1,649 reviews)
Nice property in the St. Louis area! Very clean and luxurious feel to it. Very safe area as it is up in the mountains and away from the city, police department is even next door. Everything is in walking distance. Our room had a very comfortable king size bed, a couch, nice chair with foot stool, desk with computer chair, fridge and small microwave. The continental breakfast even had Jimmy Dean sausage, egg and cheese biscuits. We were only there one night so we didn't get to enjoy any of the onsite amenities. It is rated as a destination and venue for weddings, etc.
Reviewed on May 17, 2026

Hermann Grain Bins BNB
Price was CA $3,046, price is now CA $2,372 per person
CA $2,372
per person
Jul 29 - Aug 5
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to St. Louis (STL)
2/10 (1 review)
It was so comfortable and uniquely and beautifully decorated! There was so many awesome areas to explore inside and outside of the Grain Bins. Food provided for breakfast was fresh and hot. There was perfectly cooked bacon, scrambled eggs and really moist corn muffins with homemade mango preservers! We were welcomed with fresh, homemade plum bread. Instructions for everything available to utilize and operate were easy to understand. I can’t wait to go back and I will tell all my friends and family about this unique and relaxing place.
Reviewed on May 22, 2026

Ameristar Casino Resort and Spa
Price was CA $1,286, price is now CA $1,100 per person
CA $1,100
per person
Jun 26 - Jun 28
found 19 hours ago
Roundtrip flight included
Calgary (YYC) to St. Louis (STL)
8.6/10 Excellent! (1,001 reviews)
The room was very spacious and the bathroom was also. One of our tv remotes didnʻt work. I wish there was on site laundry and I wish the pool was kid friendly on the weekend at least during the daytime hours, however I understand it is a Casino gaming hotel but I think that would be a great adjustment. I was surprised there werenʻt more on site restaurants available, and I also wish we had access to all the restaurants because the one we really wanted to try and made reservations for before realizing it was inside the casino. The front desk staff was always amazing and very sweet and helpful! Would definitely stay here again, very convenient location to everything we had planned on this trip!
Reviewed on May 19, 2026

DoubleTree by Hilton Hotel St. Louis - Chesterfield
Price was CA $1,182, price is now CA $1,018 per person
CA $1,018
per person
Jul 31 - Aug 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Louis (STL)
8.6/10 Excellent! (1,005 reviews)
The front desk staff were very friendly and accommodating!
Reviewed on May 21, 2026
Gillespie Hotel Deals

Baymont by Wyndham Litchfield
1405 W Hudson Dr Litchfield IL
Fully refundableReserve now, pay when you stay
The price is CA $127 per night from May 24 to May 25
CA $127
CA $139 total
May 24 - May 25
includes taxes & fees
8.2/10 Very Good! (1,001 reviews)
"."
Reviewed on May 20, 2026

Super 8 by Wyndham Staunton
1527 Herman Rd Staunton IL
Fully refundableReserve now, pay when you stay
The price is CA $118 per night from May 31 to Jun 1
CA $118
CA $131 total
May 31 - Jun 1
includes taxes & fees
8.6/10 Excellent! (789 reviews)
"Breakfast was terrible! Long Hair on sheets and between pillows. Urine on floor by toilet."
Reviewed on May 21, 2026

Holiday Inn Express & Suites Litchfield West by IHG
4 Thunderbird Circle Litchfield IL
Fully refundable
The price is CA $175 per night from Jun 4 to Jun 5
CA $175
CA $192 total
Jun 4 - Jun 5
includes taxes & fees
9.6/10 Exceptional! (626 reviews)
"Great place to lay your head at night"
Reviewed on May 20, 2026
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.
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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.







