Middlebrook Holidays

Photo by Brittany Davidson

  • Plan, book, travel with confidence

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    Better together

    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Middlebrook

Sleep Inn Staunton

Sleep Inn Staunton

2.5 out of 5
222 Jefferson Hwy, Staunton, VA
Fully refundableReserve now, pay when you stay
The price is S$134 per night from 3 Aug to 4 Aug
S$134
3 Aug - 4 Aug
includes taxes & fees
9.2/10 Wonderful! (1,205 reviews)
"Very clean. Great breakfast!"

Reviewed on 14 Jul, 2025

Sleep Inn Staunton
Hotel 24 South

Hotel 24 South

3 out of 5
24 South Market Street, Staunton, VA
Fully refundableReserve now, pay when you stay
The price is S$159 per night from 14 Aug to 15 Aug
S$159
14 Aug - 15 Aug
includes taxes & fees
9.4/10 Exceptional! (1,008 reviews)
"Very good staff was friendly and engaging with guests will recommend to others"

Reviewed on 14 Jul, 2025

Hotel 24 South
Howard Johnson by Wyndham Lexington

Howard Johnson by Wyndham Lexington

2 out of 5
2836 North Lee Highway, Lexington, VA
Fully refundableReserve now, pay when you stay
The price is S$93 per night from 20 Jul to 21 Jul
S$93
20 Jul - 21 Jul
includes taxes & fees
8/10 Very Good! (1,423 reviews)
"This hotel is a nice and quiet stay with beautiful views. Everything was overall very clean. My family and I stayed here for one night but intend to come back and stay here again the next time we find ourselves in Virginia."

Reviewed on 15 Jul, 2025

Howard Johnson by Wyndham Lexington
See all 1,077 properties in Middlebrook
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 does a Middlebrook holiday package cost?
You'll find cheap prices on Expedia for your Middlebrook getaway. However, factors like your choice of hotel, the season and length of stay will determine how much your holiday to Middlebrook costs.
What are the cheapest months to go to Middlebrook?
The off-season is the best time to visit Middlebrook if you're trying to save. Another tip for finding cheap Middlebrook holiday packages? Try to avoid public holidays and any major events or festivals.
How many days is enough for Middlebrook?
Usually, a handful of days is enough to visit the major sights during your Middlebrook holiday. However, if you'd like to have some time to rest or go on day trips, think about extending your itinerary.
How to find the best Middlebrook package deals?
Start your search for a Middlebrook package deal by entering your travel dates and destination under our "Packages" tab. Then apply some filters, like "Popular locations" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the ideal Middlebrook package deal straight away, just play around with your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Middlebrook escape off to a flying start.
Is it cheaper to book a Middlebrook holiday as a package?
You can enjoy significant savings on your next Middlebrook getaway by booking a customised holiday package. Click on the "Package" heading, then select your destination and travel dates to see some great airfares and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a holiday package to Middlebrook?
If you're considering a spontaneous Middlebrook adventure, browse our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can land awesome deals on your flights and hotels by booking ahead.
How to plan a trip to Middlebrook?

  1. Pick the ideal time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to visit Middlebrook.
  2. Plan your budget wisely: As well as the cost of your accommodation, you should factor in other expenses. These include transportation, food and flights. Also, put aside some extra funds for unexpected costs that could arise during your trip to Middlebrook.
  3. Work out your trip length: Think about how long you want to spend discovering Middlebrook. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a comfortable pace.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. All that's left now is to pick a Middlebrook holiday package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.