Montgomery County Holidays

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    Save up to S$600 when you book a flight and hotel together*

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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 S$164 per night from 17 May to 18 May
S$164
17 May - 18 May
includes taxes & fees
8.2/10 Very Good! (702 reviews)
Clean but dated room. Bathtub stained. Carpet filthy. Couch needs to be thrown away EXPEDITIOUSLY! Guy at the desk has a nasty attitude. Side eyes you as if to judge you. Ion like that.

Reviewed on 9 Apr, 2026

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 S$117 per night from 25 May to 26 May
S$117
25 May - 26 May
includes taxes & fees
8/10 Very Good! (481 reviews)
We were in the second floor but we could park right under our door number. The clerk wasn’t very helpful. But other guests were and were able to answer my questions. It was not quiet at night. People were talking loadly after midnight

Reviewed on 22 Apr, 2026

Americas Best Value Inn Winona
Relax Inn & Suites

Relax Inn & Suites

2 out of 5
328 US-82 Winona MS
The price is S$88 per night from 1 May to 2 May
S$88
1 May - 2 May
includes taxes & fees
6/10 (56 reviews)
It was cheap. They were friendly.

Reviewed on 10 Apr, 2026

Relax Inn & Suites
See all 77 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?
We make it simple to explore the world, with Montgomery County holiday packages starting from as low as . You'll have the flexibility to combine your favourite airlines, hotels and car rental. For the ultimate getaway, why not add a couple of experiences and tours to your itinerary?
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, rental cars or activities, you can browse and book everything in one place. You'll have plenty of choice at your fingertips as well. Expedia has more than 550 airlines and 1,000,000 hotels around the globe to choose from. Fly with who you want, stay where you like and save a bundle — now that's the ideal holiday!
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 great bases for discovering this vibrant Montgomery County city.
How far in advance should I book my Montgomery County holiday?
To score cheap prices, book as early as you can. Airlines usually release flight tickets, along with some of the lowest fares, around a year in advance. Hotels, experiences and car rental should also be booked well in advance to avoid disappointment. If you were hoping for a last-minute getaway in Montgomery County, there are always plenty of great deals on Expedia. Book something in today!
What does an Expedia Montgomery County travel package include?
Flights, rental cars and hotels, or any combination of them — it's totally up to you. Whether you're exploring Montgomery County with the entire family or travelling solo, there's a bundle to fit every budget and style. Once you've made your booking, why not add on some activities?
Can I choose my airline with a Montgomery County Expedia holiday package?
Yes, definitely. Expedia has over 550 airline partners to pick from across the world. With such a big range of choice, finding the ideal carrier to get you to Montgomery County will be a cinch.
If I'm not able to travel, can I cancel my Montgomery County holiday package?
Yes you can, and we're here to help. You may be able to cancel and rebook your Montgomery County holiday package for free if you booked in the last 24 hours. But you may be charged a fee by your airline, hotel or car rental company for older bookings. If life throws you a curveball, browse our Customer Service Portal for more information.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.