Montgomery County Holidays

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Your Montgomery County Holiday

Head off on your next adventure with a Montgomery County holiday package, and leave knowing the finer details have been taken care of. Plus with the ability to tailor your escape, you know it'll be one to remember! Kick off your trip to Montgomery County with a couple of nights in New Florence visiting popular sights like Endless Summer Winery and Stone Hill Winery. High Hill is another top city that lures crowds from all over. Stone Hill Winery and Curling Vine Winery are two of the leading places to see in this destination. Expedia has everything you need for organising your Montgomery County holiday. From hotels and flights, to activities and more, we're here to help you curate a travel experience like no other.

Montgomery County Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Columbia Regional Airport (COU)
Top Sights
Graham Cave State Park and Graham Cave State Park

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 £67 per night from 2 Jul to 3 Jul
£67
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 £160 per night from 14 Jul to 15 Jul
£160
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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Montgomery County travel package cost?
Our Montgomery County packages, which begin from just , are an ideal way to save money. Pick your preferred flights, hotels and rental cars to create a customized escape.
If I'm not able to travel, can I cancel my Montgomery County travel package?
Whether it's your hotel, flight or rental car, yes, you can amend or cancel it. Locked in your Montgomery County travel package in the last 24 hours? You may be able to make changes or cancellations for free. For bookings older than that, you may incur a charge from your airline, hotel or car rental company. For more details, take a look at our Customer Service Portal. We'll help you every step of the way.
How do I get a cheap travel package to Montgomery County?
Combining your flight and hotel with Expedia won't just save you time — it'll save you dollars too. A Montgomery County holiday package makes it a cinch to organise the ideal trip. With more than 550 airlines around the world to select from, finding convenient flights that suit your schedule will be no sweat. In addition to that, we've got over 1,000,000 hotel options globally to pick from. Now that's choice! Whatever your budget, Expedia can show you the world.
Does Expedia offer Book Now, Pay Later Montgomery County holidays?
Expedia has partnered with online lender Klarna to make booking your next getaway easier on the purse strings. Paying by instalment means you can spread the costs of your next dream escape, leaving you with more money to play with while you're travelling. Klarna has several payment plans to pick from, so you're sure to find one that suits your budget. Check out these flexible payment options:

  • Pay monthly holidays: Make your holiday dreams come true sooner with Klarna's convenient monthly instalment plans. If making small repayments each month works for you, pick this option at checkout.
  • Pay in instalments holidays: Into the idea of paying for your holiday in multiple transactions? Then check out this Book Now, Pay Later option from Klarna.
  • Low deposit holidays: Hitting the "book now" button is easier with this payment option. Just put down a small deposit on your booking and then get on your way.

What are the top hotels in Montgomery County?
For hotels in Rhineland with comfy beds and friendly service, you can't top Knights Inn New Florence and Motel 70. If you're stopping by New Florence as well, you can look forward to a great night's sleep at Knights Inn New Florence or Motel 70.
How far in advance should I book my Montgomery County holiday?
Savvy travellers often reserve their seats as early as possible. You can generally browse through international fares on Expedia up to a year before your intended flight. If you've left things to the last minute, don't stress. Budget prices occasionally become available just weeks before departure dates.
What does an Expedia Montgomery County travel package include?
Rental cars, flights and hotels, or any combination of them — it's your choice. Whether you're headed to Montgomery County with the kids or enjoying a solo break, there's a package to suit your style and budget. Once you've made your booking, why not add on a couple of activities?
What should I know before booking a Montgomery County travel package?
Whether it's adventure or relaxation you're after, a Montgomery County travel package lets you plan your escape your way. Plus, you'll score great discounts just for combining your hotel with your flights and rental car. The more you bundle, the more you'll save!
Can I choose my airline with a Montgomery County Expedia travel package?
Yes, and with more than 550 airlines to pick from across the globe, you've got lots of choice. Scroll through the available options and see which airline fits your budget and needs.

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

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.