Montgomery County Vacation Packages

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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 Montgomery County Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Wildwood Hotel

The Wildwood Hotel

3.5 out of 5
Price was CA $1,898, price is now CA $1,145 per person
CA $1,145
per person
Jul 20 - Jul 27
found 4 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Louis (STL)
9.2/10 Wonderful! (1,634 reviews)
Nice property in the St. Louis area! Very clean and luxurious feel to it. Very safe area as it is up in the mountains and away from the city, police department is even next door. Everything is in walking distance. Our room had a very comfortable king size bed, a couch, nice chair with foot stool, desk with computer chair, fridge and small microwave. The continental breakfast even had Jimmy Dean sausage, egg and cheese biscuits. We were only there one night so we didn't get to enjoy any of the onsite amenities. It is rated as a destination and venue for weddings, etc.

Reviewed on May 17, 2026

DoubleTree by Hilton Hotel St. Louis - Chesterfield

DoubleTree by Hilton Hotel St. Louis - Chesterfield

4 out of 5
Price was CA $1,663, price is now CA $1,276 per person
CA $1,276
per person
Jul 20 - Jul 27
found 4 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Louis (STL)
8.6/10 Excellent! (1,005 reviews)
We’re nice hotel just wish the pool was open later instead of 9

Reviewed on May 17, 2026

Angad Arts Hotel St. Louis, Tapestry Collection by Hilton

Angad Arts Hotel St. Louis, Tapestry Collection by Hilton

4 out of 5
Grand Center
Price was CA $1,696, price is now CA $1,318 per person
CA $1,318
per person
Jul 20 - Jul 27
found 4 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Louis (STL)
8.8/10 Excellent! (1,071 reviews)
Purchased breakfast as an add-on to our 4-day hotel stay: * The first morning service and food were great. * The second day, there was one individual waiting tables for the whole dining room. The server refused to ask the chef if they would accommodate a special request. I ordered, but never received my drink and condiments for breakfast. * Third and fourth day, breakfast was mediocre. Conversely, I can't say enough about the woman working at the hotel check-in desk. She was extremely helpful and pleasant.

Reviewed on May 15, 2026

Hilton Garden Inn Chesterfield

Hilton Garden Inn Chesterfield

3 out of 5
Price was CA $1,492, price is now CA $1,165 per person
CA $1,165
per person
Jul 20 - Jul 27
found 4 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Louis (STL)
8.4/10 Very Good! (819 reviews)
Great hotel. Clean and the food was good.

Reviewed on May 15, 2026

The Knight Center at Washington University

The Knight Center at Washington University

2.5 out of 5
Price was CA $1,714, price is now CA $1,340 per person
CA $1,340
per person
Jul 20 - Jul 27
found 4 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Louis (STL)
9.4/10 Exceptional! (541 reviews)
The breakfast was very reasonably priced and offered vegetarian/vegan options.

Reviewed on May 17, 2026

Montgomery County Hotel Deals

Knights Inn New Florence

Knights Inn New Florence

2 out of 5
Booneslick Road, 403, 403 New Florence MO
Fully refundableReserve now, pay when you stay
The price is CA $93 per night from May 31 to Jun 1
CA $93
CA $106 total
May 31 - Jun 1
includes taxes & fees
6.8/10 (563 reviews)
"Great staff, but only 2 towels in room. Asks for more desk guy couldn’t find them. Limited Roku tv, not many dining options close. Shower was great, bed was comfy."

Reviewed on May 17, 2026

Knights Inn New Florence
The Mercantile on the Katy Trail

The Mercantile on the Katy Trail

4.5 out of 5
500 Walnut St Hermann MO
The price is CA $278 per night from Jun 2 to Jun 3
CA $278
CA $299 total
Jun 2 - Jun 3
includes taxes & fees
9.8/10 Exceptional! (30 reviews)
"Property provides everything needed including high end toiletries and fridge items."

Reviewed on Apr 28, 2026

The Mercantile on the Katy Trail
Cottage Properties - Country Log Cabin

Cottage Properties - Country Log Cabin

High Hill MO
10/10 Exceptional! (183 reviews)
"Very comfortable and appealing setting. Has everything you'd want for a nice getaway. The owners were very friendly and so were the horses!"

Reviewed on May 18, 2026

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Cottage Properties - Country Log Cabin
See all 521 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.
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Frequently asked questions

How much does a Montgomery County vacation package cost?
Our Montgomery County packages, which begin from just CA $1,145, 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.