Montgomery County Vacations & Trips from $393

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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

The Latest Montgomery County Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hampton Inn St. Charles St. Peters
The Wildwood Hotel
Hilton Pennywell St. Louis at the Arch
 The Royal Sonesta Chase Park Plaza St. Louis
Hilton Garden Inn St. Louis/O'Fallon MO

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

Baymont by Wyndham Litchfield

2.5 out of 5
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! (1,000 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

Baymont by Wyndham Litchfield
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
$114 nightly
The price is $125 total per night from Jun 29 to Jun 30
$125 total
Jun 29 - Jun 30
Total with taxes and fees
9.6/10 Exceptional! (629 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

Holiday Inn Express & Suites Litchfield West by IHG
Quality Inn Litchfield Route 66

Quality Inn Litchfield Route 66

2.5 out of 5
1010 E Columbian Blvd N Litchfield IL
Fully refundable
$89 nightly
The price is $98 total per night from Jun 7 to Jun 8
$98 total
Jun 7 - Jun 8
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

Quality Inn Litchfield Route 66
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.