Middlebrook Holidays

Photo by Brittany Davidson
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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 6 Jul to 7 Jul
S$134
6 Jul - 7 Jul
includes taxes & fees
9.2/10 Wonderful! (1,157 reviews)
"Very nice with comfortable beds."

Reviewed on 10 Jun, 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$158 per night from 29 Jun to 30 Jun
S$158
29 Jun - 30 Jun
includes taxes & fees
9.4/10 Exceptional! (1,000 reviews)
"We highly recommend this hotel. The hotel is in close proximity to a great Indian restaurant down the hill and the American Shakespeare Center's Blackfriar Theater right next door. We were thrilled to experience a great performance of The Winter's Tale. We also appreciated that the hotel was willing ..."

Reviewed on 9 Jun, 2025

Hotel 24 South
Holiday Inn Express And Suites Waynesboro East by IHG
Holiday Inn Express And Suites Waynesboro East by IHG
2.5 out of 5
108 Chicurel Lane, Waynesboro, VA
Fully refundable
The price is S$162 per night from 23 Jun to 24 Jun
S$162
23 Jun - 24 Jun
includes taxes & fees
9/10 Wonderful! (347 reviews)
"Nice location, lots of restaurants nearby, friendly staff."

Reviewed on 11 Jun, 2025

Holiday Inn Express And Suites Waynesboro East by IHG
See all 1,082 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.