Middlebrook Vacations from $248

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The Latest Middlebrook vacation packages

Price found within the past 48 hours. Click for updated prices.
Ramada by Wyndham Harrisonburg

Ramada by Wyndham Harrisonburg

2 out of 5
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Weyers Cave (SHD)
6.8/10 (1,002 reviews)
Excellent breakfast.

Reviewed on Jul 8, 2025

Mountainside Villas at Massanutten by Tripforth

Mountainside Villas at Massanutten by Tripforth

3.5 out of 5
Save 100% on your flight
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Weyers Cave (SHD)
9/10 Wonderful! (320 reviews)
Town home was beautiful! We will def.stay again.

Reviewed on Aug 8, 2025

Clarion Pointe Harrisonburg

Clarion Pointe Harrisonburg

2.5 out of 5
per person
Oct 3 - Oct 10
found 16 hours ago
Roundtrip flight included
Austin (AUS) to Weyers Cave (SHD)
8.6/10 Excellent! (1,094 reviews)
It was a nice stay! The pool area is a great outdoor relief rather than sitting in your room. We enjoyed the pet friendly room !

Reviewed on Aug 7, 2025

Massanuttens Shenandoah Villas by Tripforth

Massanuttens Shenandoah Villas by Tripforth

4 out of 5
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Weyers Cave (SHD)
7.6/10 Good! (141 reviews)
Great stay..bathrooms needed to be cleaned

Reviewed on Jun 30, 2025

Massanutten's Regal Vistas by Tripforth

Massanutten's Regal Vistas by Tripforth

3.5 out of 5
Save 100% on your flight
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Weyers Cave (SHD)
8.8/10 Excellent! (55 reviews)
This is the 2nd time in a year that we stayed in Massanutten Resort. We love the beautiful scenery and the comfort of the Regal Vista condo. Also, the resort is 20 minutes away from Shenandoah National Park where we love to hike. Will definitely come back again.

Reviewed on May 2, 2025

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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
$114 nightly
The price is $128 total per night from Aug 24 to Aug 25
$128 total
Aug 24 - Aug 25
Total includes taxes and fees
9.4/10 Exceptional! (1,001 reviews)
"No complaints"

Reviewed on Aug 7, 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
$93 nightly
The price is $107 total per night from Sep 10 to Sep 11
$107 total
Sep 10 - Sep 11
Total includes taxes and fees
8.2/10 Very Good! (1,002 reviews)
"The room smelled like mold"

Reviewed on Aug 7, 2025

Wingate by Wyndham Lexington
Holiday Inn Express And Suites Staunton by IHG

Holiday Inn Express And Suites Staunton by IHG

2.5 out of 5
47 Rolling Thunder Lane, Staunton, VA
Fully refundable
$113 nightly
The price is $126 total per night from Aug 31 to Sep 1
$126 total
Aug 31 - Sep 1
Total includes taxes and fees
9.4/10 Exceptional! (805 reviews)
Great place
"Great breakfast, clean, sunny room. Great shower."

Reviewed on Aug 9, 2025

Holiday Inn Express And Suites Staunton by IHG
See all 1,083 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.

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Frequently asked questions

How much does a Middlebrook vacation package cost?
You'll find cheap prices from $248 on Expedia for your Middlebrook getaway. However, factors like your choice of hotel, the season and length of stay will determine how much your vacation to Middlebrook costs.
What are the cheapest months to go to Middlebrook?
You can usually find lower prices and better availability in December, January and February. Explore our cheap Middlebrook vacation packages and you could score some great off-season deals.
How many days is enough for Middlebrook?
With a well-organized travel plan, you can easily visit the most popular Middlebrook sights in a few days. But if you want to discover hidden spots or go on day tours, consider booking your Middlebrook vacation for longer.
How to find the best Middlebrook package deals?
Start your search for a Middlebrook package deal by entering your travel dates and destination under our "Packages" tab. Then apply some filters, like "Popular locations" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the ideal Middlebrook package deal straight away, just play around with your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Middlebrook escape off to a flying start.
Is it cheaper to book a Middlebrook vacation as a package?
You can enjoy significant savings on your next Middlebrook getaway by booking a customized vacation package. Click on the "Package" heading, then select your destination and travel dates to see some great airfares and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Middlebrook?
If you're considering a spontaneous Middlebrook adventure, browse our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can land awesome deals on your flights and hotels by booking ahead.
Does Expedia offer Book Now, Pay Later Middlebrook vacation packages?
Set off on your perfect escape to Middlebrook with Expedia's Book Now, Pay Later vacations. No need to save up or wait until payday — we've teamed up with online lender Affirm to give you more financial flexibility. Our vacation packages with payment plans allow you to split the cost across 3, 6 or 12 months. With no late payment fees or hidden charges, it's easy to budget for your trip and snap up bargains while they last.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.