Middlebrook Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Brittany Davidson
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    Better together
    Save up to £335 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    Plan, book, and manage your trip all in one place

Middlebrook Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Shenandoah Valley Regional Airport (SHD)
Population
210
Max Temp Winter
7ºC
Max Temp Summer
27ºC
Top Sights
American Shakespeare Centre, Rockbridge Vineyard and Mary Baldwin College

Our pick of the best Middlebrook Hotel Deals

Hotel 24 South
Hotel 24 South
3 out of 5
24 South Market Street, Staunton, VA
Stay at this 3-star historic hotel in Staunton. Enjoy free Wi-Fi, breakfast (surcharge) and room service. Our guests praise the helpful staff and the convenient ...
9.4/10 Exceptional! (1,003 reviews)
"Beautiful property with the pools,ocean, restaurant facility, small store, beautiful grounds, friendly staff"

Reviewed on 24 Jun 2025

Hotel 24 South
Sleep Inn Staunton
Sleep Inn Staunton
2.5 out of 5
222 Jefferson Hwy, Staunton, VA
Stay at this business-friendly hotel in Staunton. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in ...
9.2/10 Wonderful! (1,181 reviews)
"Felt comfortable"

Reviewed on 25 Jun 2025

Sleep Inn Staunton
Holiday Inn Express And Suites Waynesboro East by IHG
Holiday Inn Express And Suites Waynesboro East by IHG
2.5 out of 5
108 Chicurel Lane, Waynesboro, VA
Stay at this hotel in Waynesboro. Enjoy free breakfast, free Wi-Fi and a fitness centre. Our guests praise the breakfast and the helpful staff in their reviews. ...
9/10 Wonderful! (356 reviews)
"Breakfast options could have been better. Include better quality fruits and variety."

Reviewed on 24 Jun 2025

Holiday Inn Express And Suites Waynesboro East by IHG
See all 1,080 properties in Middlebrook
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

Why should I book my Middlebrook holiday with Expedia?
Expedia has you covered for every aspect of your next Middlebrook trip. You'll always get the best deals, but when you bundle your flights, accommodation and/or hire car into a holiday package, you'll get even more savings. Keen to really make the most of your stay? Add a few fun activities and tours to your package. We offer flexible cancellation policies on most bookings, so you won't need to stress if your plans change. Head over to our Customer Service Portal link to find out more.
When is the best time of year to holiday in Middlebrook?
Into sightseeing but don't like big crowds? Organise your Middlebrook escape for December, January and February. Typically, it's a lot quieter than in April, July and August. To give you an idea of the type of weather you can experience, the average daytime temperature in January, the coolest time of year in Middlebrook, is 0ºC. The warmest month here is July, when temperatures average 23ºC.
What is the top hotel for my holiday in Middlebrook?
Hometown Inn Staunton sets the stage for a wonderful holiday in Middlebrook, offering all the comforts and conveniences you need and more.
How do I get a cheap holiday to Middlebrook?
Combine your flights and hotels, throw in extras such as activities, and save with a Middlebrook holiday. You won't just score impressive discounts on your escape --- you'll have plenty of choice too. When you book with Expedia, you'll have your pick of over 400 partner airlines and 321,000 hotels throughout the world. Your unforgettable holiday begins right here, right now! Learn more about how you can save money on your holiday when you book a flight and hotel together with Expedia.
Do I need a visa for my Middlebrook holiday?
Visa requirements for Middlebrook vary depending on your nationality and purpose of your visit. Make sure you check official government websites to determine if you need a visa for your holiday. Here you'll also find the most up-to-date information, including details about application procedures and any supporting documentation that may be necessary. Research your visa requirements well ahead of time to ensure a smooth travel experience. Also make sure your passport is valid for a further six months from the date of your return.
What should I wear on my Middlebrook holiday?
First, think about the types of activities you'll be doing during your Middlebrook trip and bring versatile pieces that can be mixed and matched. For fashion inspiration or even information on dress codes, browse style blogs or relevant social media accounts. Take a look at the weather forecast so you can pack appropriately. The warmest time of year in Middlebrook is July, with average daytime temperatures of 23ºC. If you plan to visit in the coolest month of January, the mercury averages 0ºC during the day.
What does an Expedia Middlebrook holiday include?
Hotels, flights and a shiny set of wheels for all your road trip adventures. Simply choose your preferred bundle and gain access to great discounts. Once you've made your booking, add on a couple of tours and activities and watch your savings stack up. When it comes to creating your Middlebrook trip, you're the one in control! Expedia features all kinds of properties, with the most sought after in Middlebrook including cabins and private holiday homes. With Expedia, you'll always have the flexibility and freedom to personalise your holiday your way.
Does Expedia offer Book Now, Pay Later Middlebrook holidays?
Your bank balance shouldn't prevent you from escaping on holiday, so Expedia has devised a solution to help. Now that we've joined forces with online lender Klarna, it's easier than ever to book an incredible getaway without exhausting your savings. Klarna offers flexible payment options during the checkout process that take the worry out of budgeting for your break. Consider one of these flexible payment options:

  • Pay monthly holidays: If paying bite-sized amounts each month is something that would work for you, Klarna can help. Paying in easy monthly instalments will make your holiday dreams come true.
  • No-deposit holidays: If no upfront fee for your trip makes clicking that "book now" button more stress-free, opt for a no-deposit holiday plan with Klarna so that you can Book Now, Pay Later!

Can I choose my airline with a Middlebrook Expedia holiday?
Yes, and with over 400 airlines to choose from throughout the world, it's all about choice. Scroll through the available options and see which airline best fits your budget and needs.

* 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.