Middlebrook Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Photo by Brittany Davidson

  • Plan, book, travel with confidence

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    Better together

    Save up to CA $1,096 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

Ready to book your vacation to Middlebrook?

 

Choose your dates

Middlebrook Hotel Deals

Hotel 24 South

Hotel 24 South

3 out of 5
24 South Market Street, Staunton, VA
Fully refundableReserve now, pay when you stay
The price is CA $159 per night from Aug 31 to Sep 1
CA $159
CA $178 total
Aug 31 - Sep 1
includes taxes & fees
9.4/10 Exceptional! (1,001 reviews)
"Great Place"

Reviewed on Aug. 22, 2025

Hotel 24 South
Wingate by Wyndham Lexington

Wingate by Wyndham Lexington

2.5 out of 5
1100 N Lee Hwy, Lexington, VA
Fully refundableReserve now, pay when you stay
The price is CA $120 per night from Sep 2 to Sep 3
CA $120
CA $138 total
Sep 2 - Sep 3
includes taxes & fees
8.2/10 Very Good! (1,004 reviews)
"It was clean and close to school"

Reviewed on Aug. 21, 2025

Wingate by Wyndham Lexington
Holiday Inn Express & Suites Waynesboro East by IHG

Holiday Inn Express & Suites Waynesboro East by IHG

2.5 out of 5
108 Chicurel Lane, Waynesboro, VA
Fully refundable
The price is CA $144 per night from Sep 1 to Sep 2
CA $144
CA $160 total
Sep 1 - Sep 2
includes taxes & fees
9/10 Wonderful! (407 reviews)
"Easy to check in"

Reviewed on Aug. 21, 2025

Holiday Inn Express & Suites Waynesboro East by IHG
See all 1,084 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 Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Middlebrook vacation package cost?
You'll find cheap prices on Expedia for your Middlebrook break. However, a range of factors like the length of stay, hotel choice and season will determine how much your vacation to Middlebrook costs.
What are the cheapest months to go to Middlebrook?
Plan your getaway for the off-peak season and you're likely to score cheap Middlebrook vacation packages. Remember that school vacation periods and major events and festivals can have an impact on prices, so do some research before you go.
How many days is enough for Middlebrook?
The ideal duration for your Middlebrook vacation depends on what you'd like to see. Generally, a handful of days to a week will give you plenty of time to hit all the top sights and discover some hidden gems along the way.
How to find the best Middlebrook package deals?
Use Expedia's filters to find some fabulous Middlebrook package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your break for midweek, or search for Middlebrook package deals in the low season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to book your vacation package well in advance.
Is it cheaper to book a Middlebrook vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll typically land a better deal than booking each component individually. And you'll still have the freedom to create a tailored Middlebrook vacation by choosing your favourite accommodation type, airline and car class.
When to book a vacation package to Middlebrook?
Enjoy incredible discounts by reserving your flights in advance with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for an impromptu Middlebrook break.
How to plan a trip to Middlebrook?

  1. Choose the best time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to visit Middlebrook.
  2. Plan your budget wisely: In addition to the cost of your hotel, you'll need to factor in other expenses too. These include flights, transportation and food. Also, set aside some extra funds for unexpected expenses that could crop up during your trip to Middlebrook.
  3. Work out your trip length: Consider how long you want to spend exploring Middlebrook. Plan your itinerary so you can get to all the attractions and activities you're interested in at a comfortable pace.
  4. Combine your airfare and accommodations: Once you've nailed down your travel dates and duration, lock in the perfect Middlebrook vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.