Deals on vacations and trips to Middlebrook

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Days Inn by Wyndham Staunton

Days Inn by Wyndham Staunton

2 out of 5
Price was $586, price is now $532 per person
$532
per person
Sep 30 - Oct 4
found 9 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Weyers Cave (SHD)
This motel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.
Iris Inn and Cabins

Iris Inn and Cabins

4.5 out of 5
Price was $868, price is now $791 per person
$791
per person
Sep 20 - Sep 22
found 4 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Weyers Cave (SHD)
A restaurant and a bar/lounge are featured at this resort. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. A terrace, a garden, and a snack bar/deli are also on offer.
Modern Peaks Hot Tub Sauna Theatre Room

Modern Peaks Hot Tub Sauna Theatre Room

2 out of 5
Price was $1,538, price is now $1,405 per person
$1,405
per person
Oct 24 - Oct 26
found 8 hours ago
Roundtrip flight included
New York (NYC) to Weyers Cave (SHD)
This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden and barbecue grills are also provided.
Spark by Hilton Waynesboro

Spark by Hilton Waynesboro

2.5 out of 5
Price was $1,496, price is now $1,372 per person
$1,372
per person
Oct 16 - Oct 19
found 4 hours ago
Roundtrip non-stop flight included
Sacramento (SMF) to Weyers Cave (SHD)
A 24-hour gym, self parking, and laundry facilities are featured at this hotel. Enjoy the free continental breakfast each morning. Business travelers can take advantage of the 24-hour business center.
Econo Lodge Waynesboro - Skyline Drive

Econo Lodge Waynesboro - Skyline Drive

2 out of 5
Price was $1,441, price is now $1,337 per person
$1,337
per person
Oct 16 - Oct 19
found 4 hours ago
Roundtrip non-stop flight included
Sacramento (SMF) to Weyers Cave (SHD)
A seasonal outdoor pool, free self parking, and laundry facilities are featured at this motel. Guests will appreciate free perks like continental breakfast and WiFi in public areas. Multilingual staff at the 24-hour front desk can provide around-the-clock assistance.

Top Middlebrook hotels deals

Howard Johnson by Wyndham Lexington

Howard Johnson by Wyndham Lexington

2 out of 5
2836 North Lee Highway Lexington VA
Free Cancellation
Reserve now, pay when you stay
$63 nightly
The price is $69 total per night
$69 total
Aug 19 - Aug 20
Total with taxes and fees
This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Pool
Breakfast included
Hotel 24 South

Hotel 24 South

3 out of 5
24 South Market Street Staunton VA
Free Cancellation
Reserve now, pay when you stay
$108 nightly
The price is $121 total per night
$121 total
Sep 8 - Sep 9
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
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
$106 nightly
The price is $118 total per night
$118 total
Sep 13 - Sep 14
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
avid hotel Staunton by IHG

avid hotel Staunton by IHG

2.5 out of 5
62 Sangers Lane Staunton VA
Free Cancellation
$103 nightly
The price is $115 total per night
$115 total
Sep 13 - Sep 14
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
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
$110 nightly
The price is $122 total per night
$122 total
Aug 23 - Aug 24
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 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
$92 nightly
The price is $102 total per night
$102 total
Sep 10 - Sep 11
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
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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 $532. 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

A snow-covered road winding through a forest with bare trees.