Montgomery County Holidays

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    Save up to €900 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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Top hotels in Montgomery County

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 €77 per night from 2 Jul to 3 Jul
€77
2 Jul - 3 Jul
includes taxes & fees
7/10 Good! (571 reviews)
"This place was terrible. Looked like it remodeled that ran out of money. It seems like they're trying to remodel but nothing was really being done. Our bed had a dirty blanket on top of it... what I mean dirty it had crusties. When I turned it in at the front desk for a clean one, no apologies. nada, ..."

Reviewed on 10 Jun 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 €185 per night from 14 Jul to 15 Jul
€185
14 Jul - 15 Jul
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
Cottage Properties - Country Log Cabin

Cottage Properties - Country Log Cabin

High Hill MO
10/10 Exceptional! (187 reviews)
"This was our second stay at the cabin, and it was so relaxing! Loved the animals and seeing the ponds."

Reviewed on 24 Jun 2026

Get rates
Cottage Properties - Country Log Cabin
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 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 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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.