Book Exclusive Montgomery County Vacation Packages

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Montgomery County flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Buddy's Harbor

Buddy's Harbor

2.5 out of 5
Price was CA $1,610, price is now CA $1,396 per person
CA $1,396
per person
Sep 16 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to St. Louis (STL)
Book a stay at this beach condo in Lake Ozark. Enjoy free parking, private pools, and a beach locale. Popular attractions Bagnell Dam and The Ridge Golf Course are located nearby.

Top Montgomery County hotels deals

Knights Inn New Florence

Knights Inn New Florence

2 out of 5
Booneslick Road, 403, 403 New Florence MO
Free cancellation
Reserve now, pay when you stay
The price is CA $123 per night
CA $123
CA $140 total
Aug 3 - Aug 4
includes taxes & fees
Stay at this hotel in New Florence. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Stone Hill Winery and Graham Cave State Park are located nearby.
The Mercantile on the Katy Trail

The Mercantile on the Katy Trail

4.5 out of 5
500 Walnut St Hermann MO
Free cancellation
Reserve now, pay when you stay
The price is CA $273 per night
CA $273
CA $294 total
Aug 25 - Aug 26
includes taxes & fees
Book a stay at this luxury aparthotel in Hermann. Enjoy free WiFi, free parking, and a garden. Popular attractions Katy Trail - McKittrick Trailhead and Deutschheim State Historic Site are located nearby.
Cottage Properties - Country Log Cabin

Cottage Properties - Country Log Cabin

High Hill MO
Get rates
Stay at this cabin in High Hill. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Stone Hill Winery and The Pinnacle are located nearby.
Quality Inn Foristell

Quality Inn Foristell

2.5 out of 5
12 Highway W Foristell MO
Free cancellation
The price is CA $112 per night
CA $112
CA $127 total
Aug 2 - Aug 3
includes taxes & fees
Book a stay at this business-friendly hotel in Foristell. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Cedar Lake Cellars and Bear Creek Golf Club are located nearby.
Baymont by Wyndham Warrenton

Baymont by Wyndham Warrenton

2.5 out of 5
425 E Veterans Memorial Pkwy Warrenton MO
Free cancellation
Reserve now, pay when you stay
The price is CA $118 per night
CA $118
CA $135 total
Aug 3 - Aug 4
includes taxes & fees
Book a stay at this business-friendly motel in Warrenton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Veteran's Memorial and Dyer Park are located nearby.
Hermann Crown Suites

Hermann Crown Suites

3.5 out of 5
403 South Market Street Hermann MO
The price is CA $203 per night
CA $203
CA $234 total
Aug 3 - Aug 4
includes taxes & fees
Stay at this inn in Hermann. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the bar and the helpful staff in our reviews. Popular attractions Deutschheim State Historic Site and Hermannhof Vineyards are located nearby.
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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.
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Photos of local treasures

Browse Montgomery County vacation photos for more inspiration

A vineyard with grapevines in the foreground, a church with a steeple in the background, and a hilly landscape with trees and buildings.

Frequently asked questions

How much are vacation packages to Montgomery County?
With offers starting from as little as CA $1,396, flight and hotel packages are an ideal way to stretch your vacation budget. Montgomery County, here you come!
Where can I get the best vacation package deals for Montgomery County?
You can snap up fantastic Montgomery County package deals with Travelocity. Pick from 400 partner airlines and 1,000,000 properties worldwide and turn your travel dreams into a reality.
Why should I book my Montgomery County vacation package via Travelocity?
From our 24/7 customer care to our range of exciting destinations, we're committed to giving you the most unforgettable vacation. All you need to do is to click and book — our Price Match Guarantee will ensure you score the lowest price.
Will I save money on my Montgomery County car rental if I combine it with a hotel or flight?
You certainly can with our Montgomery County vacation packages. With one of these, there are lots of ways to stretch your travel budget further. Bundle any two or more car, flight, hotel and tour bookings and watch the savings start to pile up. With a rental car, all the attractions in and around Montgomery County are an unforgettable road trip away.
Which airport is best for Montgomery County?
The major airport for Montgomery County is Columbia Regional Airport (COU).
What is there to do in Montgomery County?
A well-known attraction you shouldn't miss in Montgomery County is Stone Hill Winery. Once that's been done, spend some time engaging with locals and getting in touch with the spirit of this exciting destination.