Deals on vacations and trips to Middlebrook

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Holiday Inn Staunton Conference Center by IHG

Holiday Inn Staunton Conference Center by IHG

3 out of 5
Price was $992, price is now $823 per person
$823
per person
Oct 23 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Weyers Cave (SHD)
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.
Modern Peaks Hot Tub Sauna Theatre Room

Modern Peaks Hot Tub Sauna Theatre Room

2 out of 5
Save 100% on your flight
Price was $3,328, price is now $2,786 per person
$2,786
per person
Oct 23 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.
Iris Inn and Cabins

Iris Inn and Cabins

4.5 out of 5
Price was $2,019, price is now $1,692 per person
$1,692
per person
Oct 23 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.
The Blackburn Inn and Conference Center

The Blackburn Inn and Conference Center

3.5 out of 5
Price was $1,093, price is now $917 per person
$917
per person
Oct 23 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.
Mtn Retreat Movie Theater Arcade Hot Tub Slps 10

Mtn Retreat Movie Theater Arcade Hot Tub Slps 10

2 out of 5
Price was $2,465, price is now $2,071 per person
$2,071
per person
Oct 23 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Weyers Cave (SHD)
This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. Barbecue grills are provided for your convenience.

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
$60 nightly
The price is $69 total per night
$69 total
Aug 9 - Aug 10
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
Aug 24 - Aug 25
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
$103 nightly
The price is $115 total per night
$115 total
Sep 6 - Sep 7
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
$99 nightly
The price is $110 total per night
$110 total
Sep 6 - Sep 7
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.
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
$105 nightly
The price is $117 total per night
$117 total
Aug 30 - Aug 31
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
$90 nightly
The price is $100 total per night
$100 total
Sep 3 - Sep 4
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 $823. 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.