Middleburg Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
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Top Middleburg Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Embassy Suites by Hilton Jacksonville Baymeadows
CA $987
per person
Nov 27 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Jacksonville (JAX)
8.4/10 Very good! (1,504 reviews)
The young lady at the check-in counter was very professional, friendly, and helpful. The main lobby was nice and welcoming.
However, the room itself was outdated. The furniture and tub were old, the carpet appeared worn, and the mattress definitely needs to be replaced. There was also an odor in the room that made the overall experience less pleasant.
For a one-night stay, it wasn’t terrible, but I would prefer a cleaner and more updated location for my next stay.
Reviewed on Sep 29, 2026
Ready to book your vacation to Middleburg?
Middleburg Hotel Deals
TownePlace Suites by Marriott Middleburg
1625 JEREMIAH ST Middleburg FL
Fully refundableReserve now, pay when you stay
CA $189
CA $212 total
Oct 11 - Oct 12
includes taxes & fees
Hyatt Regency Jacksonville
225 E Coastline Dr Jacksonville FL
Fully refundableReserve now, pay when you stay
CA $261
CA $299 total
Oct 10 - Oct 11
includes taxes & fees
9/10 Wonderful! (1,847 reviews)
"Great hotel. Nice view. Downtown is tiny but could walk to everywhere"
Reviewed on Sep 29, 2026
Embassy Suites by Hilton Jacksonville Baymeadows
9300 Baymeadows Road Jacksonville FL
Fully refundableReserve now, pay when you stay
CA $167
CA $190 total
Oct 4 - Oct 5
includes taxes & fees
8.4/10 Very good! (1,510 reviews)
"The young lady at the check-in counter was very professional, friendly, and helpful. The main lobby was nice and welcoming. However, the room itself was outdated. The furniture and tub were old, the carpet appeared worn, and the mattress definitely needs to be replaced. There was also an odor in ..."
Reviewed on Sep 29, 2026
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.
What to do in Middleburg
Jacksonville FL: Ortega River Kayak Rental Adventure
CA $56
per traveller
1 Hour Jet Ski Rental in Jacksonville, FL Jax Jet Skis
CA $203
per traveller
90% of travellers recommend
Frequently asked questions
How much does a Middleburg vacation package cost?
Offering excellent value package deals from CA $987 on Expedia, you'll be surprised at how little a vacation to Middleburg costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Middleburg?
If you're looking to snag a cheap Middleburg vacation package, consider travelling in February, April and September. You'll generally find better prices on hotels and airfares during these months — ideal for budget-conscious travellers.
How many days is enough for Middleburg?
The ideal length of your Middleburg vacation depends on what you'd like to see. Generally, a few days to a week will give you time to check out all the leading sights and discover some hidden treasures along the way.
How to find the best Middleburg package deals?
Start your search for a Middleburg package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply some filters, like "Popular locations" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect Middleburg package deal right away, just tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Middleburg adventure off to a flying start.
Is it cheaper to book a Middleburg vacation as a package?
An Expedia vacation package could land you great savings when compared to booking hotels and flights separately. Better still, you can tailor your Middleburg trip to match your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Middleburg?
If you're planning an impromptu Middleburg getaway, 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 land amazing deals on your flights and hotels by booking well in advance.
How to plan a trip to Middleburg?
- Pick your travel dates: The things you'd like to do in Middleburg and your preferred season will help you decide when to get away.
- Set your budget: Factor in costs like flights, food and transportation when working out how much to put aside for your trip to Middleburg. Then, choose a hotel that works with your budget, whether that's an economical stay or a more luxurious getaway.
- Decide how many days away: Start by listing all the activities and attractions you'd like to experience in Middleburg. Then, estimate how long you'll need at each, including any travel time.
- Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a customized Middleburg vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
