Montgomery County Vacations & Trips from $314
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Your Montgomery County Vacation
When adventure calls, answer it with a tailor-made vacation package to Montgomery County. Wherever you're headed and whatever your plans are, get ready to immerse yourself in a destination that'll make you feel alive. Get your trip to Montgomery County off to a flying start by exploring its leading cities. New Florence is one you can't miss. Whether you're planning to travel for a few days or a few weeks, Expedia are here to help you organize your next dream Montgomery County vacation.
Top destinations in Montgomery County
New Florence
The Latest Montgomery County Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Find the Best Montgomery County Vacation Packages
Montgomery County Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Columbia Regional Airport (COU) |
Top Sights | Graham Cave State Park and Graham Cave State Park |
Montgomery County Hotel Deals
Knights Inn New Florence
Booneslick Road, 403, 403 New Florence MO
Fully refundableReserve now, pay when you stay
$130 nightly
$148 total
Oct 25 - Oct 26
Total with taxes and fees
7/10 Good! (599 reviews)
"Hotel was very clean, and conveniently located near the interstate. Parking lot was well lit, felt safe during our stay."
Reviewed on Oct 19, 2026
The Mercantile on the Katy Trail
500 Walnut St Hermann MO
Fully refundableReserve now, pay when you stay
$197 nightly
$212 total
Nov 3 - Nov 4
Total with taxes and fees
9.8/10 Exceptional! (41 reviews)
"We loved this place- very unique! Clean and great communication from hosts."
Reviewed on Oct 12, 2026
Bay Inn & Suites Troy
107 King Dr Troy MO
Fully refundableReserve now, pay when you stay
$67 nightly
$76 total
Nov 24 - Nov 25
Total with taxes and fees
9.2/10 Wonderful! (54 reviews)
"It was very clean and you could tell it was recently updated. Everyone was nice and helpful. It will be even better when the pool is up and running. Very nice overall."
Reviewed on Oct 19, 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.
Stay near popular Montgomery County attractions
Endless Summer Winery
9.0/10 (34 reviews)
You can enjoy a tasting or tour at Endless Summer Winery during your travels to Hermann. You can enjoy the wineries while in the area.
Katy Trail - McKittrick Trailhead
You can take time to visit Katy Trail - McKittrick Trailhead during your travels to McKittrick.
Graham Cave State Park
8.8/10 (10 reviews)
Commune with nature and explore the great outdoors at Graham Cave State Park during your travels in Montgomery City. Wander the parks in this family-friendly area.
Shrine of Our Lady of Sorrows
8.8/10 (5 reviews)
You can find out about the history of Rhineland with a stop at Shrine of Our Lady of Sorrows. You can enjoy the wineries while in the area.
Curling Vine Winery
You can enjoy a tasting or tour at Curling Vine Winery during your travels to New Florence.
New Florence United Methodist Church
6.0/10 (1 review)
After visiting New Florence United Methodist Church, make a plan to see the other sights and activities in New Florence. You'll find more to see and do in this family-friendly area.
Stires Memorial Park
Explore the great outdoors at Stires Memorial Park, a lovely green space in Rhineland. Make time to visit the churches and monuments while you're in the area.
The Pinnacle
Commune with nature and explore the great outdoors at The Pinnacle during your travels in New Florence.
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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.