Montgomery County Holidays
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- Rest easyPackages with flights are ATOL protected
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
Booneslick Road, 403, 403 New Florence MO
Fully refundableReserve now, pay when you stay
£65
16 Aug - 17 Aug
includes taxes & fees
7/10 Good! (586 reviews)
"Placed smelled of mold and tv didn't work in either room I booked. The guy behind the desk was nice. We didn't spend the night and was promised a refund. I'm still waiting on the refund."
Reviewed on 11 Aug 2026
The Mercantile on the Katy Trail
500 Walnut St Hermann MO
Fully refundableReserve now, pay when you stay
£155
8 Sept - 9 Sept
includes taxes & fees
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 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.
Katy Trail - McKittrick Trailhead
You can take time to visit Katy Trail - McKittrick Trailhead during your travels to McKittrick.
Graham Cave State Park
8.8/10 (10 reviews)
Commune with nature and explore the great outdoors at Graham Cave State Park during your travels in Montgomery City. Wander the parks in this family-friendly area.
Shrine of Our Lady of Sorrows
8.8/10 (5 reviews)
You can find out about the history of Rhineland with a trip to Shrine of Our Lady of Sorrows. You can enjoy the wineries while in the area.
New Florence United Methodist Church
6.0/10 (1 review)
After visiting New Florence United Methodist Church, make a plan to see the other sights and activities in New Florence. You'll find more to see and do in this family-friendly area.
Stone Hill Winery
9.4/10 (78 reviews)
You can enjoy a tasting or tour at Stone Hill Winery during your travels to New Florence. You'll find more to see and do in this family-friendly area.
The Pinnacle
Commune with nature and explore the great outdoors at The Pinnacle during your travels in New Florence.
Grand Bluffs Conservation Area
You can take time to visit Grand Bluffs Conservation Area during your travels to Rhineland. Make time to visit the churches and monuments while you're in the area.
* 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.
