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 $1,096 when you book a flight and hotel together*

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

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    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.
The Wildwood Hotel

The Wildwood Hotel

3.5 out of 5
Price was CA $1,630, price is now CA $1,014 per person
CA $1,014
per person
Jun 7 - Jun 12
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to St. Louis (STL)
9.2/10 Wonderful! (1,620 reviews)
The breakfaat was average, thou fresh. There was enough street parking nearby, safe.

Reviewed on Mar 30, 2026

The Royal Sonesta Chase Park Plaza St. Louis

The Royal Sonesta Chase Park Plaza St. Louis

4.5 out of 5
Central West End
Price was CA $1,608, price is now CA $1,225 per person
CA $1,225
per person
Jun 7 - Jun 12
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to St. Louis (STL)
9/10 Wonderful! (1,005 reviews)
Beautiful hotel, enjoyed the theater. Only problem was getting receipt for my boss.

Reviewed on Mar 31, 2026

The Cheshire

The Cheshire

4 out of 5
Price was CA $1,445, price is now CA $1,119 per person
CA $1,119
per person
Jun 7 - Jun 12
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to St. Louis (STL)
8.6/10 Excellent! (1,009 reviews)
It had unique decor which was fun. Staff was nice But the lights were broken and there was a leftover can under a chair

Reviewed on Apr 1, 2026

Hilton Garden Inn Chesterfield

Hilton Garden Inn Chesterfield

3 out of 5
Price was CA $1,313, price is now CA $1,020 per person
CA $1,020
per person
Jun 7 - Jun 12
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to St. Louis (STL)
8.2/10 Very Good! (799 reviews)
Room was clean. Had Netflix on tv

Reviewed on Mar 16, 2026

Hilton Pennywell St. Louis at the Arch

Hilton Pennywell St. Louis at the Arch

4 out of 5
Downtown St. Louis
Price was CA $1,425, price is now CA $1,154 per person
CA $1,154
per person
Jun 7 - Jun 12
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to St. Louis (STL)
8.8/10 Excellent! (1,023 reviews)
Great location. Nice room. One elevator did not work through the duration of the stay, but we never had to wait long. Restaurant food was average and overpriced. Staff was very friendly and we enjoyed our stay.

Reviewed on Mar 30, 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 $94 per night from Apr 5 to Apr 6
CA $94
CA $107 total
Apr 5 - Apr 6
includes taxes & fees
6.8/10 (547 reviews)
Gre

Reviewed on Mar 30, 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
Fully refundableReserve now, pay when you stay
The price is CA $313 per night from Apr 6 to Apr 7
CA $313
CA $337 total
Apr 6 - Apr 7
includes taxes & fees
9.8/10 Exceptional! (29 reviews)
Everything was great

Reviewed on Mar 21, 2026

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

Cottage Properties - Country Log Cabin

High Hill MO
Get rates
Cottage Properties - Country Log Cabin
See all 513 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Montgomery County vacation package cost?
Our Montgomery County packages, which begin from just CA $1,014, 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.