Montgomery County Vacations & Trips from $408
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Your Montgomery County Vacation
Reserve a vacation package to Montgomery County and make planning your getaway easy. With the logistics arranged before you leave, you can focus on enjoying every second in this amazing destination. You can expect to have a to-do list as long as your arm during your trip to Montgomery County. One leading city you'll want to spend some time exploring is Litchfield. Whether you're traveling on a budget or in the lap of luxury, Expedia are here to help you tailor-make your next Montgomery County vacation.
Top destinations in Montgomery County
Litchfield
The Latest Montgomery County Vacation Packages
Price found within the past 48 hours. Click for updated prices.
The Cheshire
Save 100% on your flight
Price was $583, price is now $435 per person
$435
per person
Jul 9 - Jul 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
8.8/10 Excellent! (1,006 reviews)
Literary and historical themed hotel, like walking into England. Beautiful decor. We loved it.
Reviewed on May 25, 2026
Ameristar Casino Resort and Spa
Price was $641, price is now $492 per person
$492
per person
Jul 9 - Jul 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
8.6/10 Excellent! (1,000 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
Hermann Grain Bins BNB
Save 100% on your flight
Price was $1,779, price is now $1,385 per person
$1,385
per person
Jul 4 - Jul 10
found 7 hours ago
Roundtrip flight included
Denver (DEN) 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
Find the Best Montgomery County Vacation Packages
Montgomery County Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Abraham Lincoln Capital Airport (SPI) |
Top Sights | Litchfield Museum and Route 66 Welcome Center and Raymond Shoal Creek Golf Course |
Montgomery County Hotel Deals
Baymont by Wyndham Litchfield
1405 W Hudson Dr Litchfield IL
Fully refundableReserve now, pay when you stay
$92 nightly
The price is $101 total per night from May 31 to Jun 1
$101 total
May 31 - Jun 1
Total with taxes and fees
8.2/10 Very Good! (1,004 reviews)
"Our stay at the Baymont was average at best. The staff were all very nice and friendly, but the condition of the hotel itself left much to be desired. The carpets, walls and hallways all appeared dingy, unclean and in need of much attention. The breakfast was also very average, except for maybe the ..."
Reviewed on May 26, 2026
Holiday Inn Express & Suites Litchfield West by IHG
4 Thunderbird Circle Litchfield IL
Fully refundable
$122 nightly
The price is $134 total per night from Jun 28 to Jun 29
$134 total
Jun 28 - Jun 29
Total with taxes and fees
9.6/10 Exceptional! (628 reviews)
"Repeat customer. Hotel is located well near many restaurants and shopping. This trip surprised us as there isn't a coffee maker in the room anymore. That's just no going to work. I don't want to tredge down to the lobby for coffee in the morning. Please fix this Holiday Inn! Breakfast was good. Service ..."
Reviewed on May 26, 2026
Quality Inn Litchfield Route 66
1010 E Columbian Blvd N Litchfield IL
Fully refundable
$89 nightly
The price is $98 total per night from May 31 to Jun 1
$98 total
May 31 - Jun 1
Total with taxes and fees
8.6/10 Excellent! (636 reviews)
"The room and corridors were clean, the coffee was good and overall we had a nice stay. It's an updated old property."
Reviewed on May 25, 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.
