
Macoupin County Vacation Packages
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Your Macoupin County Vacation
Leave the travel planning up to us with a Macoupin County vacation package. With everything organized before you jet off, the only thing left to do is sit back, relax and enjoy this destination's wonders to the fullest. Where to begin your journey? In the most celebrated cities, of course. Staunton and Girard are both great places to kick off your itinerary during your trip to Macoupin County. Expedia has flights, hotels and everything else you need to help you put together your very own tailored Macoupin County vacation today.
Top Macoupin County Vacation Deals
Price found within the past 48 hours. Click for updated prices.

Hilton Garden Inn Chesterfield
per person
Sep 11 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to St. Louis (STL)
8.2/10 Very Good! (756 reviews)
I booked online and paid via the app. When I arrived on site they explained they had overbooked and had no rooms available. The staff was amazing and went above and beyond and secured a room at another location. Thank you to the staff for taking care of us.
Reviewed on Jul. 26, 2025

The Cheshire
per person
Sep 11 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to St. Louis (STL)
8.6/10 Excellent! (1,000 reviews)
When we arrived and checked in the air conditioner, wasn’t working in our room so I reported it to the front desk. The response I got back was oh it takes a little while to cool off. Well we went to dinner and when we came back from dinner, it still wasn’t working. So we went back down to the front desk and told them and finally there was a maintenance worker there who walked up with us to our room and realized that the breaker had been tripped reset it and then the air conditioner came on and it took a while for the room to cool off. Long story short they should’ve checked it when we first went down there to the front desk that’s my only complaint.
Reviewed on Jul. 26, 2025

Crowne Plaza St. Louis Airport by IHG
per person
Sep 11 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to St. Louis (STL)
8/10 Very Good! (1,006 reviews)
We stayed overnight before our flight. We enjoyed the pool area and quiet room. It is easy to get to the airport.
Reviewed on Jul. 19, 2025

Ameristar Casino Resort and Spa
per person
Sep 11 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to St. Louis (STL)
8.4/10 Very Good! (1,000 reviews)
The hotel room was comfortable and well-kept - it’s a good spot for a weekend getaway or a night before flying out from the airport. Good mix of slots and tables.
Reviewed on Jul. 24, 2025

Ballpark Apartments by Barsala
Downtown St. Louis
per person
Sep 11 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to St. Louis (STL)
7.4/10 Good! (9 reviews)
It's a great location, right across from the Ballpark. It is a fairly spartan apartment set-up, with concrete floors.. a little surprising? Parking is on the street or in a pay lot.
Reviewed on Jun. 8, 2025
Macoupin County Hotel Deals

Memorable Family experiences at The Castle of Palmyra.
Palmyra
9.8/10 Exceptional! (103 reviews)
Family vacation
"Castle is amazing, property is gorgeous and you have a private lake. Will definitely come back again."
Reviewed on Jun. 2, 2025

Crowne Plaza Springfield by IHG
3000 S Dirksen Pkwy, Springfield, IL
Fully refundable
The price is CA $144 per night from Aug 22 to Aug 23
CA $144
CA $164 total
Aug 22 - Aug 23
includes taxes & fees
8/10 Very Good! (1,013 reviews)
"Nice"
Reviewed on Jul. 19, 2025

Red Lion Inn & Suites Pontoon Beach
1240 E Chain Of Rocks Rd, Granite City, IL
Fully refundableReserve now, pay when you stay
The price is CA $94 per night from Aug 3 to Aug 4
CA $94
CA $107 total
Aug 3 - Aug 4
includes taxes & fees
7.8/10 Good! (458 reviews)
"Very Clean. Nice little breakfast. Definitely would stay again."
Reviewed on Jul. 25, 2025
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.