Middlebrook Vacations from $427

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The Latest Middlebrook vacation packages

Price found within the past 48 hours. Click for updated prices.
Motel 6 Harrisonburg, VA - South

Motel 6 Harrisonburg, VA - South

2 out of 5
Price was $503, price is now $427 per person
$427
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Weyers Cave (SHD)
7.2/10 Good! (1,003 reviews)
This is always our go to place to stay when we visit our daughter at Bridgewater College. Always clean and close to everything.

Reviewed on Nov 9, 2026

Hotel Madison & Shenandoah Conference Ctr

Hotel Madison & Shenandoah Conference Ctr

3.5 out of 5
Price was $775, price is now $594 per person
$594
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Weyers Cave (SHD)
9.4/10 Exceptional! (1,229 reviews)
Only briefly during our Friday-Sunday stay did we have hot water. The lack of towels, soap, and tissues was also very annoying. I have stayed here a number of times but I was disappointed this time.

Reviewed on Nov 9, 2026

Massanutten Resort

Massanutten Resort

2.5 out of 5
Price was $745, price is now $616 per person
$616
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Weyers Cave (SHD)
8/10 Very Good! (1,634 reviews)

Hyatt Studios Harrisonburg

Hyatt Studios Harrisonburg

2.5 out of 5
Price was $544, price is now $465 per person
$465
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Weyers Cave (SHD)
9/10 Wonderful! (297 reviews)
Wonderful hotel

Reviewed on Nov 9, 2026

Holiday Inn Staunton Conference Center by IHG

Holiday Inn Staunton Conference Center by IHG

3 out of 5
Price was $513, price is now $440 per person
$440
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Weyers Cave (SHD)
8.2/10 Very Good! (1,006 reviews)

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Middlebrook Hotel Deals

Motel 6 Staunton, VA

Motel 6 Staunton, VA

2 out of 5
96 Baker Lane Staunton VA
Fully refundableReserve now, pay when you stay
$63 nightly
The price is $70 total per night from Nov 22 to Nov 23
$70 total
Nov 22 - Nov 23
Total with taxes and fees
Motel 6 Staunton, VA
Hotel 24 South

Hotel 24 South

3 out of 5
24 South Market Street Staunton VA
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $124 total per night from Dec 7 to Dec 8
$124 total
Dec 7 - Dec 8
Total with taxes and fees
9.4/10 Exceptional! (1,267 reviews)
"Very welcoming and helpful staff!"

Reviewed on Nov 9, 2026

Hotel 24 South
Avid Hotel Staunton

Avid Hotel Staunton

2.5 out of 5
62 Sangers Lane Staunton VA
Fully refundable
$93 nightly
The price is $104 total per night from Nov 22 to Nov 23
$104 total
Nov 22 - Nov 23
Total with taxes and fees
Avid Hotel Staunton
See all 1,183 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.

Find the Best Middlebrook Vacation Packages

Middlebrook Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Shenandoah Valley Regional Airport (SHD)
Population
210
Top Sights
American Shakespeare Center, Rockbridge Vineyard and Mary Baldwin College

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Frequently asked questions

How much does a Middlebrook vacation package cost?
You'll find cheap prices from $427 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.

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