Middleburg Vacation Packages

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Top Middleburg Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Island Oaks RV Resort

Island Oaks RV Resort

4 out of 5
Price was CA $1,147, price is now CA $856 per person
CA $856
per person
Aug 2 - Aug 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Jacksonville (JAX)
9.2/10 Wonderful! (32 reviews)
It was fine

Reviewed on Jun 27, 2026

Legacy Vacation Resorts Palm Coast

Legacy Vacation Resorts Palm Coast

3 out of 5
Price was CA $1,285, price is now CA $1,033 per person
CA $1,033
per person
Aug 27 - Aug 31
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Jacksonville (JAX)
8.8/10 Excellent! (1,660 reviews)
I was very pleased with everything from checking to check out. Property and apartment were clean and very comfortable, and close to everything you may need as well as to the beach.

Reviewed on Jun 30, 2026

Hammock Beach Golf Resort & Spa

Hammock Beach Golf Resort & Spa

4 out of 5
Price was CA $1,652, price is now CA $1,388 per person
CA $1,388
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Jacksonville (JAX)
8.8/10 Excellent! (1,005 reviews)
I was disappointed with our recent stay at Hammock Beach. They now charge an additional fee for mini golf, which used to be included. Years ago, the pool temperatures were comfortable, the waterfalls were flowing, and the overall experience was much more enjoyable. This visit, the pools felt more like hot tubs than swimming pools. The water was uncomfortably warm, and it made me question whether the temperatures were being properly regulated for cleanliness and guest comfort. Unfortunately, the experience was not what I remembered, and the added charges along with the pool conditions have made this a place I do not plan to visit again. This version keeps your concerns clear, factual, and more likely to be helpful to future guests.

Reviewed on Jul 2, 2026

Landing Furnished Apartments near UNF

Landing Furnished Apartments near UNF

4 out of 5
Price was CA $1,294, price is now CA $1,103 per person
CA $1,103
per person
Sep 18 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Jacksonville (JAX)
10/10 Exceptional! (1 review)
Highly recommend! Felt like home, can’t wait to stay again

Reviewed on Jun 7, 2026

Marriott Jacksonville Downtown

Marriott Jacksonville Downtown

4 out of 5
Downtown Jacksonville
Price was CA $1,230, price is now CA $1,053 per person
CA $1,053
per person
Sep 18 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Jacksonville (JAX)
8.4/10 Very good! (1,004 reviews)
Excelent.

Reviewed on Jun 27, 2026

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Middleburg Hotel Deals

TownePlace Suites by Marriott Middleburg

TownePlace Suites by Marriott Middleburg

3 out of 5
1625 JEREMIAH ST Middleburg FL
Fully refundableReserve now, pay when you stay
The price is CA $158 per night from Jul 26 to Jul 27
CA $158
CA $178 total
Jul 26 - Jul 27
includes taxes & fees
9.8/10 Exceptional! (121 reviews)
"This Hotel is new every corner. Room have everything in it. Amenities are great and always organized. Lobby and all areas are super clean."

Reviewed on Jun 30, 2026

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 $262 per night from Jul 11 to Jul 12
CA $262
CA $300 total
Jul 11 - Jul 12
includes taxes & fees
Hyatt Regency Jacksonville
Wyndham Garden Jacksonville

Wyndham Garden Jacksonville

3 out of 5
4660 Salisbury Road Jacksonville FL
Fully refundableReserve now, pay when you stay
The price is CA $111 per night from Jul 9 to Jul 10
CA $111
CA $126 total
Jul 9 - Jul 10
includes taxes & fees
8/10 Very good! (1,916 reviews)
"This hotel had roaches! I have never experienced something like that"

Reviewed on Jun 29, 2026

Wyndham Garden Jacksonville
See all 1,874 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 Evolution Jetsports

CA $221
per traveller
90% of travellers recommend
1 Hour Jet Ski Rental in Jacksonville, FL Evolution Jetsports
See all activities in Middleburg

Frequently asked questions

How much does a Middleburg vacation package cost?
Offering excellent value package deals from CA $856 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.

Explore a world of travel with Expedia

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