Deals on vacations and trips to Middlebrook

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Quality Inn Waynesboro - Skyline Drive

Quality Inn Waynesboro - Skyline Drive

2.5 out of 5
Price was $474, price is now $469 per person
$469
per person
Sep 19 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Weyers Cave (SHD)
A seasonal outdoor pool, free self parking, and laundry facilities are featured at this hotel. Guests will appreciate free perks like full breakfast and WiFi in public areas. Staff at the 24-hour front desk can provide around-the-clock assistance.
Massanutten Resort

Massanutten Resort

2.5 out of 5
Price was $559, price is now $518 per person
$518
per person
Sep 19 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Weyers Cave (SHD)
This hotel features a golf course, a full-service spa, and 4 restaurants. 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.
Holiday Inn Staunton Conference Center by IHG

Holiday Inn Staunton Conference Center by IHG

3 out of 5
Price was $524, price is now $500 per person
$500
per person
Sep 19 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) 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.
Quality Inn Verona - Staunton North

Quality Inn Verona - Staunton North

2.5 out of 5
Price was $476, price is now $471 per person
$471
per person
Sep 19 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Weyers Cave (SHD)
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.
Sleep Inn Staunton

Sleep Inn Staunton

2.5 out of 5
Price was $505, price is now $500 per person
$500
per person
Sep 19 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Weyers Cave (SHD)
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.

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 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.
Hotel 24 South

Hotel 24 South

3 out of 5
24 South Market Street Staunton VA
Free Cancellation
Reserve now, pay when you stay
$107 nightly
The price is $120 total per night
$120 total
Sep 7 - Sep 8
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.
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
$110 nightly
The price is $122 total per night
$122 total
Aug 23 - Aug 24
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
$105 nightly
The price is $117 total per night
$117 total
Aug 23 - Aug 24
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 $469. 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.