Montgomery County Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

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 Montgomery County Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Larkspur Landing Extended Stay Suites St. Louis Riverport - Airport West

Larkspur Landing Extended Stay Suites St. Louis Riverport - Airport West

Riverport
CA $796
per person
Oct 25 - Oct 29
found 21 hours ago
Roundtrip non-stop flight included
Spokane (GEG) to St. Louis (STL)
7.6/10 Good! (1,006 reviews)
The Wildwood Hotel

The Wildwood Hotel

CA $1,027
per person
Sep 23 - Sep 27
found 15 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to St. Louis (STL)
9.2/10 Wonderful! (1,676 reviews)
The Cheshire

The Cheshire

CA $877
per person
Oct 25 - Oct 28
found 21 hours ago
Roundtrip non-stop flight included
Spokane (GEG) to St. Louis (STL)
8.8/10 Excellent! (1,006 reviews)
Lovely place to stay. The location was great and allowed us to walk in Forrest Park every morning of our stay. Beds were comfortable and the breakfast was good. One criticism- I wish they would update the lightbulbs in the hallways to warm white LED. The sickly color the fluorescent bulbs give off make everything an ill/greenish tint to it, giving more of a horror movie vibe. It could be so much more theme appropriate warm glow and make the hallway inviting.

Reviewed on Aug 21, 2026

 The Royal Sonesta Chase Park Plaza St. Louis

The Royal Sonesta Chase Park Plaza St. Louis

Central West End
CA $1,089
per person
Oct 25 - Oct 28
found 21 hours ago
Roundtrip non-stop flight included
Spokane (GEG) to St. Louis (STL)
9/10 Wonderful! (1,004 reviews)
Other then paying for parking it was pretty nice

Reviewed on Aug 22, 2026

Residence Inn by Marriott St. Louis West County

Residence Inn by Marriott St. Louis West County

CA $1,567
per person
Sep 23 - Sep 27
found 15 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to St. Louis (STL)
9.2/10 Wonderful! (263 reviews)
Room AC was loud and setup in such a way it blows on you all night.couldn’t sleep and then had horrible sore throat as a result.

Reviewed on Aug 10, 2026

Montgomery County Hotel Deals

Knights Inn New Florence

Knights Inn New Florence

Booneslick Road, 403, 403 New Florence MO
Fully refundableReserve now, pay when you stay
CA $121
CA $137 total
Aug 23 - Aug 24
includes taxes & fees
Knights Inn New Florence
The Mercantile on the Katy Trail

The Mercantile on the Katy Trail

500 Walnut St Hermann MO
Fully refundableReserve now, pay when you stay
CA $268
CA $288 total
Aug 25 - Aug 26
includes taxes & fees
The Mercantile on the Katy Trail
Cottage Properties - Country Log Cabin

Cottage Properties - Country Log Cabin

High Hill MO
Cottage Properties - Country Log Cabin
See all 555 properties in Montgomery County
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.

Frequently asked questions

How much does a Montgomery County vacation package cost?
Our Montgomery County packages, which begin from just CA $796, are an ideal way to save big bucks. Pick and choose your favorite hotels, flights and more to create a personalized trip.
How do I get a cheap travel package to Montgomery County?
If you love getting an amazing deal, bundle your bookings into a Montgomery County vacation package. Whether you need flights, hotels, tours or rental cars, you can browse and book them all in one place. You'll have a wealth of choice at your fingertips too. Expedia has more than 550 airlines and 1,000,000 hotel options worldwide to select from. Fly with who you prefer, stay anywhere you like and save some cash — now that's the perfect vacation!
What are the top hotels in Montgomery County?
When it comes to hotels in New Florence, Knights Inn New Florence and Motel 70 are two fantastic options. If you're also heading to Rhineland, Americas Best Value Inn New Florence and Colonial Inn will make you feel right at home.
How far in advance should I book my Montgomery County vacation?
It's difficult to pick the best time for airfares, but we generally suggest the earlier, the better. Many international flights on Expedia become available to compare up to a year in advance. If you're booking last minute, don't despair. Bargain prices appear from time to time within a few weeks of departure dates.
What does an Expedia Montgomery County travel package include?
With Expedia, you can select any combination of flights, hotels and car rentals to build your ideal Montgomery County package. Once you've made your booking, you can add on all the fun stuff like tours and activities. Don't forget, the more you bundle, the bigger the savings!
What should I know before booking a Montgomery County travel package?
A travel package can be tailored to your budget and is a fantastic way to stretch your hard-earned dollars. How much you include is your call. Rental cars, hotels and flights — come up with a combination that suits your style.
Can I choose my airline with a Montgomery County Expedia vacation package?
You can. Expedia has access to more than 550 partner airlines around the world, so go with the carrier that best fits your travel preferences.
If I'm not able to travel, can I cancel my Montgomery County vacation package?
We totally get it — sometimes life doesn't go according to plan. If you've booked a Montgomery County vacation package and need to cancel or change it, we're here to help. We suggest looking up our Customer Service Portal first for information. But generally speaking, if you've booked your package within 24 hours, you may be able to cancel or change your itinerary free of charge. If it's been more than 24 hours, your airline, hotel or car rental company may charge a fee.

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.
See properties

Katy Trail - McKittrick Trailhead

You can take time to visit Katy Trail - McKittrick Trailhead during your travels to McKittrick.
See properties

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.
See properties

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.
See properties

Stone Hill Winery

9.4/10 (78 reviews)
You can enjoy a tasting or tour at Stone Hill Winery during your travels to New Florence. You'll find more to see and do in this family-friendly area.
See properties

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.
See properties

The Pinnacle

Commune with nature and explore the great outdoors at The Pinnacle during your travels in New Florence.
See properties

Grand Bluffs Conservation Area

You can take time to visit Grand Bluffs Conservation Area during your travels to Rhineland. Make time to visit the churches and monuments while you're in the area.
See properties
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.