Deals on vacations and trips to Middlebrook

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Massanutten Resort

Massanutten Resort

2.5 out of 5
Price was $793, price is now $654 per person
$654
per person
Nov 22 - Nov 29
found 13 hours ago
Roundtrip non-stop flight included
Savannah (SAV) to Weyers Cave (SHD)
This hotel features a golf course, a full-service spa, and a water park. Take advantage of ski lessons, ski rentals and ski passes on site, and enjoy snowboarding. There's fun for all ages with mini golf and a children's pool, and families will appreciate the onsite laundry facilities.
Mountainside Villas at Massanutten by Tripforth

Mountainside Villas at Massanutten by Tripforth

3.5 out of 5
Price was $1,165, price is now $923 per person
$923
per person
Nov 22 - Nov 29
found 13 hours ago
Roundtrip non-stop flight included
Savannah (SAV) to Weyers Cave (SHD)
This vacation home features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the indoor pool and perks like free self parking and free WiFi. A gym and barbecue grills are also provided.
Grey Pine Lodge

Grey Pine Lodge

2 out of 5
Price was $1,163, price is now $967 per person
$967
per person
Nov 22 - Nov 29
found 13 hours ago
Roundtrip non-stop flight included
Savannah (SAV) to Weyers Cave (SHD)
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area. A virtual front desk are provided for your convenience.
Love Ridge Mountain Lodging

Love Ridge Mountain Lodging

3 out of 5
Price was $1,235, price is now $1,037 per person
$1,037
per person
Nov 22 - Nov 29
found 13 hours ago
Roundtrip non-stop flight included
Savannah (SAV) to Weyers Cave (SHD)
This cabin features a garden, barbecue grills, and free self parking. A picnic area is also provided.
Massanutten's Woodstone Meadows by Tripforth

Massanutten's Woodstone Meadows by Tripforth

4 out of 5
Price was $1,140, price is now $965 per person
$965
per person
Nov 22 - Nov 29
found 13 hours ago
Roundtrip non-stop flight included
Savannah (SAV) to Weyers Cave (SHD)
This vacation home features an outdoor pool and a gym. Enjoy the indoor tennis court and perks like free self parking and free WiFi. There's a bar/lounge on site, and concierge services and barbecue grills 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 $130 total per night
$130 total
Oct 26 - Oct 27
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
Oct 16 - Oct 17
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
Reserve now, pay when you stay
$83 nightly
The price is $92 total per night
$92 total
Nov 2 - Nov 3
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 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
Nov 2 - Nov 3
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
Best Western Staunton Inn

Best Western Staunton Inn

2.5 out of 5
92 Rowe Road, Staunton, VA
Free Cancellation
Reserve now, pay when you stay
$84 nightly
The price is $94 total per night
$94 total
Nov 2 - Nov 3
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. A computer station and luggage storage are also provided.
Breakfast included
Pet friendly
Quality Inn Verona - Staunton North

Quality Inn Verona - Staunton North

2.5 out of 5
70 Lodge Lane, Verona, VA
Free Cancellation
Reserve now, pay when you stay
$69 nightly
The price is $77 total per night
$77 total
Nov 2 - Nov 3
Total with taxes and fees
This hotel features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free full breakfast each morning. Staff at the 24-hour front desk can provide around-the-clock assistance.
Breakfast included
Pet friendly
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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 $654. 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.

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Photo by Brittany Davidson
Photo by Brittany Davidson