Enterprise Vacations

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Find the Best Enterprise Vacation Packages

Enterprise Hotel Deals

The Cottage: cozy 3-bedroom home 5.5 miles from Winnsboro.

The Cottage: cozy 3-bedroom home 5.5 miles from Winnsboro.

Winnsboro LA
¥25,382
¥51,770 total
Oct 15 - Oct 16
includes taxes & fees
10/10 Exceptional! (6 reviews)
"The Cottage has a nice clean southern charm to it. Very welcoming. Only 10 minutes from Walmart, Popeyes and other downtown staples. It’s beautifully decorated, full size coffee bar, & nice functional appliances. Beds were comfortable with clean sheets that had a great smell. Bathrooms amenities ..."

Reviewed on Oct 11, 2026

The Cottage: cozy 3-bedroom home 5.5 miles from Winnsboro.
Cozy 2BR Cottage! Stay Near Restaurants & Golf

Cozy 2BR Cottage! Stay Near Restaurants & Golf

Columbia LA
¥18,244
¥33,048 total
Oct 20 - Oct 21
includes taxes & fees
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

Cozy 2BR Cottage! Stay Near Restaurants & Golf
James' Cabin

James' Cabin

Gilbert LA
9.8/10 Exceptional! (20 reviews)
"The perfect place for travelers who carry work with them. Peaceful and quiet."

Reviewed on Aug 16, 2026

Get rates
James' Cabin
See all 7 properties in Enterprise
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.

Frequently asked questions

How much does an Enterprise vacation package cost?
You can pick up a vacation package to this popular destination 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?
January, February and August are the best times to look for cheap Enterprise vacation packages. Choosing to travel in quieter periods means you'll typically find lower prices on flights and accommodations.
How many days is enough for Enterprise?
With a well-planned itinerary, you can easily tick off the top Enterprise attractions in a few days. But if you'd like to discover lesser-known spots or go on day tours, think about 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.
How to plan a trip to Enterprise?
  1. Choose the perfect time to travel: Your schedule, favorite season and the type of weather you enjoy can all impact your decision on when to travel to Enterprise.
  2. Calculate your budget: Ensure you have enough money to cover everything from food and transportation to flights and experiences. Your accommodations will likely be the largest expense during your trip to Enterprise.
  3. Decide your trip length: Consider how long you'd like to spend exploring Enterprise. Plan your days so you can get to all the experiences and attractions you're interested in at a comfortable pace.
  4. Combine your airfare and accommodations: Once you've settled on your travel dates and duration, book the right Enterprise vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.