Middleburg Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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Your Middleburg Vacation

Skip the hassle of planning your next grand adventure with a Middleburg vacation package. Whether you're lured here by its art, food, architecture or other highlights, this city offers limitless opportunities for discovery. In the mood for a bit of sightseeing? A trip to Middleburg isn't complete without checking out Shade Mountain Winery & Vineyard, T & Ds Cats of the World and other major attractions. Your dream Middleburg vacation is a few clicks away. Browse flights, accommodations and more on Expedia for a trip that's tailored just for you.

Top Middleburg vacation deals

Price found within the past 48 hours. Click for updated prices.
  • A building with a sign that reads "Keller House A Bed & Breakfast" and a phone number.
    Dec 11 - Dec 16

    Keller House + Flight

    Centre Hall
    5 nights
    3.0 star property
    9.6/10 - Exceptional (104 reviews)
    "Very welcoming, easy to find, and cozy. Perfect for couples. Great location with zero traffic and not far from major stores. Nice Italian restaurant right next to it. Beautiful scenery as well. Breakfast was delicious and the family were warm and kind"
    Reviewed September 12, 2026
    Roundtrip • Calgary (YYC) - Harrisburg (MDT)
    YYC - SCE • 1 stop SCE - YYC • 2 stops
    CA $1,883
    CA $1,830
    per traveller
    found 1 day ago
    Keller House

Discover the most popular places to visit in Middleburg

Shade Mountain Winery & Vineyard

You can enjoy a tasting or tour at Shade Mountain Winery & Vineyard during your travels to Middleburg. You can attend a sporting event while in the area.
See properties

Middleburg Hotel Deals

A spacious lobby with a reception desk, a fireplace, a staircase, and a seating area.

Quality Inn Selinsgrove

Quality Inn Selinsgrove
2.5 star property
17.3 km from Middleburg
8.0 out of 10, Very good, (1,000 reviews)
The price is CA $103
CA $115 total
includes taxes & fees
Nov 28 - Nov 29
Quality Inn Selinsgrove
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.
See all properties in Middleburg

Frequently Asked Questions

How much does a Middleburg vacation package cost?

You'll find cheap prices from CA $1,830 on Expedia for your Middleburg escape. However, factors like the hotel choice, length of stay and season will determine how much your vacation to Middleburg costs.

What are the cheapest months to go to Middleburg?

Travel in the off-season and you're likely to find cheap Middleburg vacation packages. Bear in mind that school vacation periods and local events and festivals can impact prices, so do some research before booking.

How many days is enough for Middleburg?

With a well-planned itinerary, you can easily hit the most popular Middleburg attractions in a handful of days. But if you'd like to venture off the beaten track or go on day tours, think about booking your Middleburg vacation for longer.

How to find the best Middleburg package deals?

Use Expedia's filters 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're looking to save, plan your adventure for midweek, or search for Middleburg package deals in the off-peak season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to lock in your vacation package well in advance.

Is it cheaper to book a Middleburg vacation as a package?

Expedia vacation packages are designed to make your money go further. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll typically get a better deal than booking each component separately. And you'll still get the flexibility to create a customized Middleburg vacation by choosing your favourite accommodation type, airline and car class.

How to plan a trip to Middleburg?

  1. Choose your dates: The things you'd like to do in Middleburg and your preferred season can help you decide when to go.
  2. Set your budget: Factor in expenses such as flights, meals and transportation when working out how much to put aside for your trip to Middleburg. Then, pick a property that fits your budget, whether that's a low-cost option or a deluxe retreat.
  3. Decide how many days away: Start by compiling a list of the attractions and activities you want to get to in Middleburg. Then, estimate how long you'll need at each, including any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, flights, car rental and more into a tailored Middleburg vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.