Middlebrook Vacations from $771

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The Latest Middlebrook vacation packages

Price found within the past 48 hours. Click for updated prices.
Clarion Pointe Harrisonburg

Clarion Pointe Harrisonburg

2.5 out of 5
Price was $814, price is now $771 per person
$771
per person
Dec 19 - Dec 22
found 2 hours ago
Roundtrip flight included
Green Bay (GRB) to Weyers Cave (SHD)
8.6/10 Excellent! (1,167 reviews)
Staff professional. Room clean and comfortable. Convenient location off of highway exit. Restaurants/ shopping near by. Free coffee available in lobby. Would stay again

Reviewed on Nov 4, 2025

Mountainside Villas at Massanutten by Tripforth

Mountainside Villas at Massanutten by Tripforth

3.5 out of 5
Price was $1,078, price is now $1,016 per person
$1,016
per person
Dec 19 - Dec 22
found 2 hours ago
Roundtrip flight included
Green Bay (GRB) to Weyers Cave (SHD)
9/10 Wonderful! (330 reviews)
Check in was easy and everything was clean.

Reviewed on Nov 2, 2025

Home2 Suites By Hilton Harrisonburg University

Home2 Suites By Hilton Harrisonburg University

3 out of 5
Price was $880, price is now $834 per person
$834
per person
Dec 19 - Dec 22
found 2 hours ago
Roundtrip flight included
Green Bay (GRB) to Weyers Cave (SHD)
9.2/10 Wonderful! (72 reviews)
The staff was not particularly friendly. We went out to get coffee. A half hour after breakfast was advertise to begin, and there was nothing, not that it had all been consumed, it just hadn’t been put out. One other guest politely asked about the coffee and the employee snapped back “I’m just one person can’t you see how much I have to do?” Another thing we didn’t particularly like is that the property was HEAVILY sent with a very sweet air freshener. Of course some air freshener is fine, but this was ALOT

Reviewed on Nov 9, 2025

The Summit at Massanutten Resort by Tripforth

The Summit at Massanutten Resort by Tripforth

3.5 out of 5
Price was $1,420, price is now $1,346 per person
$1,346
per person
Dec 19 - Dec 22
found 2 hours ago
Roundtrip flight included
Green Bay (GRB) to Weyers Cave (SHD)
9/10 Wonderful! (66 reviews)
Beautiful resort, clean & spacious condo. Lots of activities for the family to enjoy. I recommend staying away from the timeshare presentation they offer guest.

Reviewed on Jul 24, 2025

Massanutten Resort

Massanutten Resort

2.5 out of 5
Price was $898, price is now $854 per person
$854
per person
Dec 19 - Dec 22
found 2 hours ago
Roundtrip flight included
Green Bay (GRB) to Weyers Cave (SHD)
8/10 Very Good! (1,015 reviews)
Staff was absolutely above and beyond. Rooms was clean and noce view.

Reviewed on Nov 11, 2025

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Middlebrook Hotel Deals

Sleep Inn Staunton

Sleep Inn Staunton

2.5 out of 5
222 Jefferson Hwy, Staunton, VA
Fully refundable
$83 nightly
The price is $92 total per night from Dec 8 to Dec 9
$92 total
Dec 8 - Dec 9
Total with taxes and fees
9.2/10 Wonderful! (1,333 reviews)
Yhe most friendly staff , everything so clean inside and out , really the best Sleep Inn we have ever stayed at ..

Reviewed on Nov 9, 2025

Sleep Inn Staunton
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 12 to Nov 13
$70 total
Nov 12 - Nov 13
Total with taxes and fees
8.2/10 Very Good! (1,002 reviews)
Room was clean. Room temperature is good

Reviewed on Nov 9, 2025

Motel 6 Staunton, VA
Quality Inn Verona - Staunton North

Quality Inn Verona - Staunton North

2.5 out of 5
70 Lodge Lane, Verona, VA
Fully refundableReserve now, pay when you stay
$71 nightly
The price is $79 total per night from Dec 8 to Dec 9
$79 total
Dec 8 - Dec 9
Total with taxes and fees
8/10 Very Good! (901 reviews)
Not beautiful surroundings, but a very pleasant stay. Very very clean and tidy. Nice staff.

Reviewed on Nov 8, 2025

Quality Inn Verona - Staunton North
See all 1,133 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 $771 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.