Middleburg Vacation Packages

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Your Middleburg Vacation

Our vacation packages to Middleburg give you countless opportunities to discover new sights, sounds and tastes. And with all the finer details taken care of, you'll be free to enjoy your city break to the fullest. If sightseeing is on your list of things to do during your trip to Middleburg, find your way to popular attractions like Kerr Lake Country Club. Check out Expedia's wide range of travel options and book your dream vacation to Middleburg now.

Top Middleburg Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Wingate by Wyndham Raleigh South / Garner

Wingate by Wyndham Raleigh South / Garner

2.5 out of 5
per person
Sep 21 - Sep 28
found 20 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Raleigh (RDU)
8.6/10 Excellent! (1,003 reviews)
The hotel was under construction so the lobby and front desk were unavailable. Rooms were clean. Staff was fine but not really friendly.

Reviewed on Jul. 11, 2025

Tempo By Hilton Raleigh Downtown

Tempo By Hilton Raleigh Downtown

3 out of 5
Downtown Raleigh
Save 100% on your flight
per person
Sep 21 - Sep 28
found 20 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Raleigh (RDU)
9.4/10 Exceptional! (67 reviews)
Solid new build in downtown Raleigh. Very comfortable and convenient.

Reviewed on Jul. 12, 2025

Residence Inn Durham McPherson/Duke University Medical Cntr

Residence Inn Durham McPherson/Duke University Medical Cntr

3 out of 5
Downtown Durham
Save 100% on your flight
per person
Oct 1 - Oct 8
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Raleigh (RDU)
9.2/10 Wonderful! (434 reviews)
All good as expected

Reviewed on Jul. 19, 2025

Sheraton Raleigh Hotel

Sheraton Raleigh Hotel

3.5 out of 5
Downtown Raleigh
per person
Sep 21 - Sep 28
found 20 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Raleigh (RDU)
8.2/10 Very Good! (1,001 reviews)
The property was clean, friendly, and safe.

Reviewed on Jun. 27, 2025

Embassy Suites by Hilton Raleigh Crabtree

Embassy Suites by Hilton Raleigh Crabtree

3.5 out of 5
Northwest Raleigh
per person
Oct 1 - Oct 8
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Raleigh (RDU)
8.6/10 Excellent! (1,009 reviews)
Overall our visit was pleasant. The hotel is across the road from Crabtree Mall. The room was clean but the air conditioning unit was not properly functioning. It would also be a good idea to ask custodial staff to wipe down the elevator panels and buttons. They were filthy.

Reviewed on Jul. 17, 2025

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Middleburg Hotel Deals

Baymont by Wyndham Henderson Oxford

Baymont by Wyndham Henderson Oxford

2.5 out of 5
400 N Cooper Dr, Henderson, NC
Fully refundableReserve now, pay when you stay
The price is CA $123 per night from Jul 27 to Jul 28
CA $123
CA $138 total
Jul 27 - Jul 28
includes taxes & fees
7.6/10 Good! (674 reviews)
"Rooms was clean staff friendly and they serve breakfast"

Reviewed on Jul. 17, 2025

Baymont by Wyndham Henderson Oxford
Red Roof PLUS+ Henderson

Red Roof PLUS+ Henderson

2.5 out of 5
200 Simmons Street, Henderson, NC
Fully refundableReserve now, pay when you stay
The price is CA $104 per night from Jul 27 to Jul 28
CA $104
CA $117 total
Jul 27 - Jul 28
includes taxes & fees
7.4/10 Good! (697 reviews)
"Location"

Reviewed on Jul. 18, 2025

Red Roof PLUS+ Henderson
Hampton Inn Henderson

Hampton Inn Henderson

2.5 out of 5
385 Ruin Creek Rd, Henderson, NC
Fully refundableReserve now, pay when you stay
The price is CA $162 per night from Jul 27 to Jul 28
CA $162
CA $183 total
Jul 27 - Jul 28
includes taxes & fees
8.6/10 Excellent! (608 reviews)
"Property was clean and friendly staff"

Reviewed on Jul. 17, 2025

Hampton Inn Henderson
See all 254 properties in Middleburg
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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Middleburg vacation package cost?
You'll find cheap prices from CA $1,177 on Expedia for your Middleburg escape. However, factors like your choice of hotel, the season and length of stay will influence how much your vacation to Middleburg costs.
What are the cheapest months to go to Middleburg?
January, February and November are great times to look for cheap Middleburg vacation packages. Choosing to travel in less busy periods means you can typically find reduced prices on flights and accommodations.
How many days is enough for Middleburg?
With a well-organized travel plan, you can easily visit the main Middleburg attractions in a few days. But if you want to discover hidden spots or go on day trips, think about booking your Middleburg vacation for longer.
How to find the best Middleburg package deals?
Use Expedia's filter tool to help you find some fabulous Middleburg package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your escape for midweek, or browse for Middleburg package deals in the off-season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your vacation package well in advance.
Is it cheaper to book a Middleburg vacation as a package?
You can enjoy significant savings on your next Middleburg break by booking a customized vacation package. Check the "Package" heading, then enter your travel dates and destination to browse some great flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Middleburg?
If you're considering an impromptu Middleburg vacation, check out our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can score incredible deals on your flights and hotels by booking ahead.
How to plan a trip to Middleburg?

  1. Choose when to travel: Check your calendar and pack your bags. Your favourite season and the activities on offer will also help you decide when to escape to Middleburg.
  2. Plan your budget wisely: On top of the price of your hotel, you should consider other expenses too. These include food, flights and transportation. Also, put aside a little extra for unexpected expenses that may crop up during your trip to Middleburg.
  3. Decide how long to go away for: Now that you know more about Middleburg, you can work out the right length of your break. Put together a rough plan and allocate enough time to cover everything you want to see.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. Now all that's left is to find a Middleburg vacation 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.