Montgomery County Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Martin Tucker

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Your Montgomery County Holiday

Head off on your next exciting adventure with a Montgomery County holiday package, and leave knowing all the details are taken care of. And with the ability to customise your escape, it'll be one to remember! Two of the top cities to visit during your trip to Montgomery County are Winona and Kilmichael. When it's time to stop dreaming and start travelling, Expedia will help turn your Montgomery County holiday into reality.

Montgomery County Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Memphis Intl. Airport (MEM)

Top hotels in Montgomery County

Holiday Inn Express and Suites Winona North by IHG

Holiday Inn Express and Suites Winona North by IHG

2.5 out of 5
413 SE Frontage Road, Winona, MS
Fully refundable
The price is £92 per night from 7 Sept to 8 Sept
£92
7 Sept - 8 Sept
includes taxes & fees
8.2/10 Very Good! (648 reviews)
"Great hotel"

Reviewed on 8 Aug 2025

Holiday Inn Express and Suites Winona North by IHG
Americas Best Value Inn Winona

Americas Best Value Inn Winona

2 out of 5
301 SE Frontage Road, Winona, MS
Fully refundableReserve now, pay when you stay
The price is £79 per night from 15 Aug to 16 Aug
£79
15 Aug - 16 Aug
includes taxes & fees
8/10 Very Good! (422 reviews)
"Nothing fancy but a great location and nice breakfast options."

Reviewed on 6 Aug 2025

Americas Best Value Inn Winona
Relax Inn & Suites

Relax Inn & Suites

2 out of 5
328 US-82, Winona, MS
5.6/10 (41 reviews)
"Met all of our needs: clean, quiet, frig, microwave, AC. Bed had unexpectedly luxurious and soft sheets."

Reviewed on 23 Jul 2025

Get rates
Relax Inn & Suites
See all 61 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?
Get your credit card ready, because a trip to Montgomery County starts from just . When you combine your flights, hotels and more into a travel package, you'll pick up the best deals.
If I'm not able to travel, can I cancel my Montgomery County travel package?
It's impossible to predict what the future holds, so it's good to know that you can cancel or change your Montgomery County travel package. If you made your booking in the last 24 hours, you may be eligible for a refund. If it's an older booking, your hotel, airline or car rental company may charge a fee. Check our Customer Service Portal to learn more.
How do I get a cheap travel package to Montgomery County?
If you love getting a great deal, bundle your bookings into a Montgomery County travel package. Whether you're searching for flights, hotels, rental cars or activities, you can book them all in one place. You'll have ample choice at your fingertips as well. Expedia has over 550 air carriers and 1,000,000 properties worldwide to choose from. Fly with who you prefer, find a room where you like and save a tidy sum — now that's the ideal escape!
Does Expedia offer Book Now, Pay Later Montgomery County holidays?
We certainly do. Expedia has teamed up with online lender Klarna to help you easily pay for your holiday in manageable instalments. Simply choose the payment plan that works for you during checkout and take the stress out of budgeting for your next trip. Remember to bundle your accommodation, flights and car hire with Expedia to get the biggest bang for your holiday buck. Browse our flexible payment options below:

  • Pay monthly holidays: Klarna has manageable monthly payment plans that suit all types of budgets, so you can book that well-earned holiday now.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it easy to pay off your holiday across multiple transactions.
  • Low deposit holidays: When you stumble on an amazing deal but your budget doesn't quite go that far, Klarna's low deposit holiday plan will help you lock it in.

What are the top hotels in Montgomery County?
If you're on your way to Winona, you can't go past Holiday Inn Express and Suites Winona North, an IHG Hotel and Americas Best Value Inn Winona. Both are excellent bases for discovering this unique Montgomery County city.
How far in advance should I book my Montgomery County holiday?
Travellers are usually able to compare international flights on Expedia up to 12 months prior to departure. Booking late? With a little bit of luck, it's still possible to nab an affordable ticket just weeks before your journey.
What does an Expedia Montgomery County travel package include?
You can select from a combination of rental cars, hotels and flights. Once you've made your booking, you can add some experiences and tours. Want to pick your airfare class? That's also possible. The choice is yours when it comes to organising your dream Montgomery County trip.
What should I know before booking a Montgomery County travel package?
Get ready to save with an Expedia travel package. Bundle your airfares, rental cars and hotels and land great discounts. Hotels aren't your only option, though. We have beachfront villas, cosy city apartments and even houseboats and castles!
Can I choose my airline with a Montgomery County Expedia travel package?
Most definitely. Expedia has more than 550 airline partners to choose from worldwide. With all that choice at your fingertips, finding the ideal carrier to fly you to Montgomery County will be a cinch.

* 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.