Montgomery County Holidays

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Your Montgomery County Holiday

Make organising your next getaway quick and easy with a Montgomery County holiday package. Whether it's the history, cuisine or something else entirely that draws you to this destination, our packages will help you discover it all. Litchfield, Raymond and Harvel are some of the top cities here. Make sure your trip to Montgomery County includes a stay in at least one of them! Expedia has hotels, flights and all your other travel needs to help you put together your dream Montgomery County holiday today.

Top destinations in Montgomery County

Sign for a Drive In, Litchfield, Illinois, USA. Route 66
FlightsFlightsHotelsHotels

Litchfield

Litchfield

Top Montgomery County Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Hollywood Casino & Hotel St. Louis

Hollywood Casino & Hotel St. Louis

3.5 out of 5
Price was £1,389, price is now £1,225 per person
£1,225
per person
21 Jun - 28 Jun
found 5 hours ago
Return direct flight included
London (LON) to St. Louis (STL)
8.4/10 Very Good! (2,195 reviews)
Clean Rooms excellent environment

Reviewed on 14 May 2026

Osceola

Osceola

2 out of 5
Mount Pleasant
Price was £4,411, price is now £3,701 per person
£3,701
per person
5 Aug - 11 Aug
found 1 day ago
Return flight included
Glasgow (GLA) to St. Louis (STL)
No reviews
Nebraska

Nebraska

2 out of 5
Benton Park West
Price was £3,165, price is now £2,725 per person
£2,725
per person
5 Aug - 11 Aug
found 1 day ago
Return flight included
Glasgow (GLA) to St. Louis (STL)
No reviews
The Cheshire

The Cheshire

4 out of 5
Price was £1,688, price is now £1,466 per person
£1,466
per person
5 Aug - 11 Aug
found 1 day ago
Return flight included
Glasgow (GLA) to St. Louis (STL)
8.8/10 Excellent! (1,006 reviews)
Fun, quirky hotel. Great free breakfast.

Reviewed on 12 May 2026

The Knight Center at Washington University

The Knight Center at Washington University

2.5 out of 5
Price was £1,666, price is now £1,462 per person
£1,462
per person
5 Aug - 11 Aug
found 1 day ago
Return flight included
Glasgow (GLA) to St. Louis (STL)
9.4/10 Exceptional! (541 reviews)
Great location and perfect for event at Washington University

Reviewed on 14 May 2026

Montgomery County Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Abraham Lincoln Capital Airport (SPI)
Top Sights
Litchfield Museum and Route 66 Welcome Centre and Raymond Shoal Creek Golf Course

Top hotels in Montgomery County

Baymont by Wyndham Litchfield

Baymont by Wyndham Litchfield

2.5 out of 5
1405 W Hudson Dr Litchfield IL
Fully refundableReserve now, pay when you stay
The price is £76 per night from 17 May to 18 May
£76
17 May - 18 May
includes taxes & fees
8.2/10 Very Good! (1,000 reviews)
The room was very nice, the bed was way to tall for short people like me but very comfortable, it was a great place to rest before we finished our trip to Branson, MO. Breakfast was good and plenty. Parking excellent. A very nice Hotel all the way around.

Reviewed on 12 May 2026

Baymont by Wyndham Litchfield
Holiday Inn Express & Suites Litchfield West by IHG

Holiday Inn Express & Suites Litchfield West by IHG

2.5 out of 5
4 Thunderbird Circle Litchfield IL
Fully refundable
The price is £108 per night from 1 Jun to 2 Jun
£108
1 Jun - 2 Jun
includes taxes & fees
9.6/10 Exceptional! (621 reviews)
Clean room; quiet hotel; delicious breakfast Staff was helpful and friendly.

Reviewed on 10 May 2026

Holiday Inn Express & Suites Litchfield West by IHG
Hampton Inn by Hilton Litchfield

Hampton Inn by Hilton Litchfield

2.5 out of 5
11 Thunderbird Circle Litchfield IL
Fully refundableReserve now, pay when you stay
The price is £88 per night from 24 May to 25 May
£88
24 May - 25 May
includes taxes & fees
9/10 Wonderful! (652 reviews)
Our room and the property were spotless. Comfortable bed and decent breakfast. Pool was closed for maintenance. Our only concern was the traffic noise due to the close proximity to I-55. It was loud all night.

Reviewed on 4 May 2026

Hampton Inn by Hilton Litchfield
See all 193 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?
Custom build your Montgomery County travel package from just £1,225. Choose from any combination of hotels, flights and rental cars to craft the getaway you've been dreaming of. Remember to add on a few experiences or activities!
If I'm not able to travel, can I cancel my Montgomery County travel package?
Whether it's your hotel or flight, yes, you can cancel or amend it. Booked your Montgomery County travel package in the last 24 hours? You may be able to make changes or cancellations at no cost. For bookings older than that, you may incur a charge from your hotel, airline or car rental company. For further information, 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?
Bundle your flights and hotels, add extras such as activities, and save with a Montgomery County travel package. You won't just enjoy awesome discounts on your getaway — you'll have a world of choice at your fingertips too. When you book with Expedia, you can select from more than 550 air carriers and 1,000,000 properties worldwide. Your next affordable adventure starts right here, right now!
Does Expedia offer Book Now, Pay Later Montgomery County holidays?
Your bank balance shouldn't prevent you from going on holiday, so Expedia has worked out a solution to help. Now that we've joined forces with online lender Klarna, it's easier than ever to book a fantastic getaway without draining your savings. Klarna offers flexible payment options during the checkout process that take the worry out of budgeting for your trip. Consider one of these flexible payment options:

  • Pay monthly holidays: Make your holiday dreams a reality sooner with Klarna's monthly instalment plans. If making bite-sized repayments each month works for you, choose this option during the checkout process.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it possible to pay off your trip across multiple transactions.
  • Low deposit holidays: Pressing the "book now" button is easier with this payment plan. Put down a small deposit on your escape and then start working on your travel itinerary.

What are the top hotels in Montgomery County?
For hotels in Litchfield with cosy beds and friendly service, check out Baymont by Wyndham Litchfield and Holiday Inn Express & Suites Litchfield West, an IHG Hotel. If you plan to visit Nokomis as well, you'll get a wonderful night's sleep at Baymont by Wyndham Litchfield or Holiday Inn Express & Suites Litchfield West, an IHG Hotel.
How far in advance should I book my Montgomery County holiday?
While not all airlines release tickets early, you can usually start comparing international fares on Expedia up to 12 months in advance. This is the time when you can score some incredible deals. If you're purchasing tickets last minute, you may still be in luck. Sometimes the cheapest prices emerge just weeks before departure.
What does an Expedia Montgomery County travel package include?
Hotels, rental cars and flights — we have them well covered. With Expedia, you can create your Montgomery County package just the way you want. All you have to do is work out what you need. Once you've made your booking, you can add on fun things like activities and tours. The more you bundle, the greater 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 simple way to stretch your dollars further. What you include is your call. Rental cars, hotels and flights — choose any combination that suits your style.
Can I choose my airline with a Montgomery County Expedia travel package?
With a travel package, you're in control. Whether you'd like to fly to Montgomery County in coach or first class, simply pick from the available airline options. Expedia has access to over 550 airline partners all over the world.

* 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.