Enterprise Vacations from $996
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The Latest Enterprise vacation packages
Price found within the past 48 hours. Click for updated prices.
Postcard Cabins Homochitto, Outdoor Collection by Marriott Bonvoy
$996
per person
Oct 7 - Oct 14
found 24 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Natchez (HEZ)
9.8/10 Exceptional! (130 reviews)
I can't say enough!!! Our stay was peaceful and relaxing! The cabin was very unique, I have never seen anything like it. If you are planning a trip, do it, you won't regret it!
Reviewed on Aug 24, 2026
Enterprise Hotel Deals
James' Cabin
Gilbert LA
$155 nightly
$172 total
Aug 31 - Sep 1
Total with taxes and fees
9.8/10 Exceptional! (20 reviews)
"The perfect place for travelers who carry work with them. Peaceful and quiet."
Reviewed on Aug 16, 2026
Cozy 2BR Cottage! Stay Near Restaurants & Golf
Columbia LA
9.2/10 Wonderful! (27 reviews)
"The place was great & super cute! The beds were comfy & we had an ample amount of linen, towels, & dishes. Overall we enjoyed our stay but there was a couple of things that weren’t listed appropriately: it says there is a futon with one of the queen beds but it’s only an air mattress & the shower ..."
Reviewed on Jun 29, 2026
The Cottage: cozy 3-bedroom home 5.5 miles from Winnsboro.
Winnsboro LA
$269 nightly
$299 total
Sep 4 - Sep 5
Total with taxes and fees
10/10 Exceptional! (4 reviews)
"Nice neighborhood"
Reviewed on Jun 28, 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.
Find the Best Enterprise Vacation Packages
Enterprise Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
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Frequently asked questions
How much does an Enterprise vacation package cost?
You can pick up a vacation package to this popular destination from $996 on Expedia. However, how much your vacation to Enterprise costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Enterprise?
If you're hoping to book a cheap Enterprise vacation package, consider traveling in June, November and December. You'll typically find better rates on flights and hotels during these months — ideal for a budget-friendly break.
How many days is enough for Enterprise?
With a well-organized itinerary, you can easily hit the main Enterprise sights in a handful of days. But if you'd like to discover hidden gems or take day trips, consider booking your Enterprise vacation for longer.
How to find the best Enterprise package deals?
Use Expedia's handy filters to find some of the best Enterprise package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or search for Enterprise package deals in the low season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package well in advance.
Is it cheaper to book an Enterprise vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking accommodations and flights individually. Better still, you can personalize your Enterprise escape to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Enterprise?
Score amazing discounts by reserving your flights in advance with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for an impromptu Enterprise vacation.
Does Expedia offer Book Now, Pay Later Enterprise vacation packages?
Your Enterprise break should be a relaxing escape from your busy life, not a reason for money-related stress. So to allow you that extra flexibility, we've teamed up with online lender Affirm to bring you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
