Deals on vacations and trips to Middlebrook

Save when you book Middlebrook package deals

Choose two or more items and save on your trip:

Middlebrook flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Affordable Suites of America Waynesboro

Affordable Suites of America Waynesboro

2.5 out of 5
Price was $453, price is now $433 per person
$433
per person
Jun 5 - Jun 7
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) to Weyers Cave (SHD)
This apartment doesn't skimp on freebies - guests receive free WiFi and free self parking. A picnic area, laundry facilities, and barbecue grills are also on offer.
Stable Craft Brewing & Cidery

Stable Craft Brewing & Cidery

2 out of 5
Price was $882, price is now $734 per person
$734
per person
May 27 - May 31
found 21 hours ago
Roundtrip non-stop flight included
Hartford (HFD) to Weyers Cave (SHD)
This farm stay doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden and a virtual front desk are also provided.
The Blackburn Inn and Conference Center

The Blackburn Inn and Conference Center

3.5 out of 5
Price was $632, price is now $566 per person
$566
per person
May 27 - May 31
found 21 hours ago
Roundtrip non-stop flight included
Hartford (HFD) to Weyers Cave (SHD)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A coffee shop, a terrace, and a garden are also on offer.
Hotel 24 South

Hotel 24 South

3 out of 5
Price was $679, price is now $618 per person
$618
per person
May 27 - May 31
found 21 hours ago
Roundtrip non-stop flight included
Hartford (HFD) to Weyers Cave (SHD)
This hotel features an indoor pool, a 24-hour gym, and a restaurant. Relax with a drink at the bar/lounge and enjoy perks like free WiFi. Self parking, a 24-hour business center, and a lobby fireplace are also offered.
Love Ridge Mountain Lodging

Love Ridge Mountain Lodging

3 out of 5
Price was $604, price is now $576 per person
$576
per person
Jun 5 - Jun 7
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) to Weyers Cave (SHD)
This cabin features a garden, barbecue grills, and free self parking. A picnic area and wedding services are also provided.

Top Middlebrook hotels deals

Hotel 24 South

Hotel 24 South

3 out of 5
24 South Market Street Staunton VA
Free Cancellation
Reserve now, pay when you stay
$116 nightly
The price is $129 total per night
$129 total
May 3 - May 4
Total with taxes and fees
This hotel features an indoor pool, a 24-hour gym, and a restaurant. Relax with a drink at the bar/lounge and enjoy perks like free WiFi. Self parking, a 24-hour business center, and a lobby fireplace are also offered.
Pool
Pet friendly
Motel 6 Staunton, VA

Motel 6 Staunton, VA

2 out of 5
96 Baker Lane Staunton VA
Free Cancellation
Reserve now, pay when you stay
$63 nightly
The price is $70 total per night
$70 total
May 1 - May 2
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A snack bar/deli, express check-out, and dry cleaning are also on offer.
Pet friendly
Parking included
Sleep Inn Staunton

Sleep Inn Staunton

2.5 out of 5
222 Jefferson Hwy Staunton VA
Free Cancellation
$100 nightly
The price is $112 total per night
$112 total
Apr 26 - Apr 27
Total with taxes and fees
Free self parking is available and the hotel's front desk is staffed around-the-clock. Guests will appreciate free perks like continental breakfast and WiFi in public areas. Luggage storage and a safe deposit box are also provided.
Breakfast included
Pet friendly
Holiday Inn Express & Suites Staunton by IHG

Holiday Inn Express & Suites Staunton by IHG

2.5 out of 5
47 Rolling Thunder Lane Staunton VA
Free Cancellation
$109 nightly
The price is $121 total per night
$121 total
Apr 19 - Apr 20
Total with taxes and fees
This hotel features an indoor pool and a gym. Business travelers can take advantage of the free WiFi in public areas. Free self-serve breakfast is served.
Pool
Breakfast included
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
Free Cancellation
$118 nightly
The price is $131 total per night
$131 total
May 10 - May 11
Total with taxes and fees
This hotel features an indoor pool and a gym. Enjoy the free buffet breakfast each morning. Staff at the 24-hour front desk can provide around-the-clock assistance.
Pool
Breakfast included
Holiday Inn Staunton Conference Center by IHG

Holiday Inn Staunton Conference Center by IHG

3 out of 5
152 Fairway Lane Staunton VA
Free Cancellation
$97 nightly
The price is $108 total per night
$108 total
Apr 19 - Apr 20
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.
Pool
Pet friendly
Don't see what you're looking for?
See all available properties in Middlebrook
View all properties
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.

Frequently asked questions

How much are vacation packages to Middlebrook?
Vacation packages, which include flights and hotels in Middlebrook, start from as low as $433. Make your travel dreams a reality and lock in your trip with Travelocity today.
Where can I get the best vacation package deals for Middlebrook?
There are sensational Middlebrook package deals waiting for you with Travelocity. Did you know we partner with 400 airlines and 1,000,000 properties around the world? Keep this in mind the next time you're ready to check another destination off your must-visit list.
Why should I book my Middlebrook vacation package via Travelocity?
With exceptional service, 24/7 customer support and some of the most perfect escapes on offer, you'll never wander alone. And if you find a cheaper price, we'll match it. That's our Price Match Guarantee.
Can I save money on my Middlebrook car rental if I book it with a hotel or flight?
Combining your flight, car and hotel into a Middlebrook vacation package is a great way to score an amazing deal. Plus, having your own set of wheels gives you the freedom to find your way to all the landmarks you're eager to explore. Situated 40 mi from Middlebrook, Monticello is one attraction that should have a place on your itinerary. Fill up the tank and make a day trip of it.
Which airport is best for Middlebrook?
Charlottesville-Albemarle Airport (CHO) is 40 mi from the downtown area and is the beginning point for many unforgettable experiences. Alternatively, Lynchburg Regional Airport (LYH) is 50 mi away from central Middlebrook and Shenandoah Valley Regional Airport (SHD) is 25 mi away from central Middlebrook.
Where should I stay when visiting Middlebrook?
The Spacious Retreat on 34 Acres in the Country - Short Scenic Drive to Lexington! is recommended by many visitors. Book as soon as possible before it's too late.

Photos of local treasures

Browse Middlebrook vacation photos for more inspiration

Middlebrook