Montgomery County Holidays

Book a Hotel + Flight or Car together to unlock savings

Top destinations in Montgomery County

A mountain bike parked on a dirt path surrounded by trees.
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New Florence

New Florence
A person on a bicycle in a stone tunnel with moss-covered walls.
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High Hill

High Hill

Top hotels in Montgomery County

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 5.463.527 ₫ per night from 3 Aug to 4 Aug
5.463.527 ₫
5.871.926 ₫ total
3 Aug - 4 Aug
includes taxes & fees
9.8/10 Exceptional! (34 reviews)
"This was a really unique stay in a renovated building! Loved the modern amenities and charming decor. We were able to bring our English bulldog and enjoy many of the comforts of home. We will definitely stay again!"

Reviewed on 28 Jun 2026

The Mercantile on the Katy Trail
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 2.315.720 ₫ per night from 26 Jul to 27 Jul
2.315.720 ₫
2.627.816 ₫ total
26 Jul - 27 Jul
includes taxes & fees
7/10 Good! (580 reviews)
"Rooms were clean, it was a very comfortable setting. Breakfast was not very good and there was nobody around to ask about more milk or bread"

Reviewed on 21 Jul 2026

Knights Inn New Florence
Quality Inn Foristell

Quality Inn Foristell

2.5 out of 5
12 Highway W Foristell MO
Fully refundable
The price is 2.202.566 ₫ per night from 2 Aug to 3 Aug
2.202.566 ₫
2.487.798 ₫ total
2 Aug - 3 Aug
includes taxes & fees
8.2/10 Very good! (1,001 reviews)
"Blankets were very dirty, but the sheets were pretty clean."

Reviewed on 22 Jul 2026

Quality Inn Foristell
See all 549 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 holiday package cost?
Our Montgomery County packages, which begin from just , are an ideal way to save big bucks. Pick and choose your favourite hotels, flights and more to create a personalised 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 holiday 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 1null000null000 hotel options worldwide to select from. Fly with who you prefer, stay anywhere you like and save some cash — now that's the perfect holiday!
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 holiday?
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 holiday 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 holiday package?
We totally get it — sometimes life doesn't go according to plan. If you've booked a Montgomery County holiday 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.
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