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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Top Middleburg Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Margaritaville Jacksonville Beach

Margaritaville Jacksonville Beach

2.5 out of 5
Oceanfront
Price was CA $1,298, price is now CA $1,136 per person
CA $1,136
per person
Jan 2 - Jan 8
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Jacksonville (JAX)
8.8/10 Excellent! (4,619 reviews)
We were very disappointed with our stay at Margaritaville Jacksonville. The bathroom door did not close properly - there was a huge gap through which everything was visible. This is completely unacceptable for a family with children. The carpet was EXTREMELY dirty, covered in stains - it was unpleasant just being in the room. We were told the pool would be heated, but it turned out to be very cold. For the price we paid, we expected much better. Would not recommend for families.

Reviewed on Nov 14, 2026

The Villas of Amelia Island

The Villas of Amelia Island

4 out of 5
Price was CA $1,567, price is now CA $1,228 per person
CA $1,228
per person
Jan 27 - Feb 2
found 19 hours ago
Roundtrip flight included
Calgary (YYC) to Jacksonville (JAX)
8.4/10 Very good! (1,280 reviews)
Beautiful beach resort with many amenities.

Reviewed on Nov 13, 2026

Landing Furnished Apartments - Baymeadows

Landing Furnished Apartments - Baymeadows

3 out of 5
Southside
Price was CA $1,970, price is now CA $1,580 per person
CA $1,580
per person
Jan 27 - Feb 2
found 18 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Jacksonville (JAX)
No reviews

Beachside Motel

Beachside Motel

2 out of 5
Price was CA $1,418, price is now CA $1,198 per person
CA $1,198
per person
Jan 27 - Feb 2
found 18 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Jacksonville (JAX)
9.2/10 Wonderful! (1,007 reviews)
The motel was clean and staff was friendly. Nice pool, beach was nearby. The price was very reasonable. I would stay here again.

Reviewed on Nov 14, 2026

Hampton Inn Jacksonville Beach/Oceanfront

Hampton Inn Jacksonville Beach/Oceanfront

3 out of 5
Oceanfront
Price was CA $1,593, price is now CA $1,375 per person
CA $1,375
per person
Jan 2 - Jan 9
found 11 hours ago
Roundtrip flight included
Toronto (YYZ) to Jacksonville (JAX)
9.2/10 Wonderful! (2,525 reviews)

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Middleburg Hotel Deals

TownePlace Suites by Marriott Middleburg

TownePlace Suites by Marriott Middleburg

2.5 out of 5
1625 JEREMIAH ST Middleburg FL
Fully refundableReserve now, pay when you stay
The price is CA $158 per night from Nov 29 to Nov 30
CA $158
CA $178 total
Nov 29 - Nov 30
includes taxes & fees
TownePlace Suites by Marriott Middleburg
Hyatt Regency Jacksonville

Hyatt Regency Jacksonville

4 out of 5
225 E Coastline Dr Jacksonville FL
Fully refundableReserve now, pay when you stay
The price is CA $231 per night from Nov 22 to Nov 23
CA $231
CA $265 total
Nov 22 - Nov 23
includes taxes & fees
Hyatt Regency Jacksonville
Embassy Suites by Hilton Jacksonville Baymeadows

Embassy Suites by Hilton Jacksonville Baymeadows

3.5 out of 5
9300 Baymeadows Road Jacksonville FL
Fully refundableReserve now, pay when you stay
The price is CA $169 per night from Dec 3 to Dec 4
CA $169
CA $191 total
Dec 3 - Dec 4
includes taxes & fees
Embassy Suites by Hilton Jacksonville Baymeadows
See all 1,894 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.
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What to do in Middleburg

1 Hour Jet Ski Rental in Jacksonville, FL Evolution Jetsports

1 Hour Jet Ski Rental in Jacksonville, FL Jax Jet Skis

CA $205
per traveller
90% of travellers recommend
1 Hour Jet Ski Rental in Jacksonville, FL Jax Jet Skis
See all activities in Middleburg

Frequently asked questions

How much does a Middleburg vacation package cost?
Offering excellent value package deals from CA $1,136 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.