Enterprise Holidays
- Plan, book, travel with confidence
- Better togetherSave up to S$1,300 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
- Rest easyPlan, book, and manage your trip all in one place
Top hotels in Enterprise
Holiday Inn Express & Suites Enterprise by IHG
9 North Pointe Boulevard Enterprise AL
Fully refundable
S$172
23 Aug - 24 Aug
includes taxes & fees
8.6/10 Excellent! (422 reviews)
"I felt like I was at home"
Reviewed on 11 Aug, 2026
Best Western Plus Circle Inn
715 Boll Weevil Circle Enterprise AL
Fully refundableReserve now, pay when you stay
S$164
30 Aug - 31 Aug
includes taxes & fees
Hampton Inn Enterprise
8 West Pointe Court Enterprise AL
S$148
2 Sept - 3 Sept
includes taxes & fees
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.
Stay near popular Enterprise attractions
Boll Weevil Monument
8.6/10 (115 reviews)
The world's only monument to an agricultural pest celebrates how the boll weevil crisis transformed Enterprise's economy. This quirky statue honours resilience through agricultural diversification.
Tartan Pines Golf Club
7.6/10 (30 reviews)
This championship course weaves through protected wetlands with scenic bridges adding both beauty and challenge. Enjoy a round on lush fairways before relaxing at the full-service clubhouse restaurant.
Dixie Boys Baseball Park
7.8/10 (32 reviews)
This community baseball park fosters youth talent through local tournaments and league games. Catch a spirited afternoon match during spring and summer, when the fields come alive with young athletes.
Enterprise City Hall
Enterprise City Hall combines modern functionality with architectural charm as the city's administrative hub. Visit the nearby Boll Weevil Monument to experience local heritage.
Bates Memorial Stadium
This beloved 1956 football stadium, nicknamed "The Hole," brings Enterprise's community together every fall Friday night. Experience small-town America as passionate fans cheer their high school heroes under the lights.
Ouida Street Park
Ouida Street Park is just one of the places to see in Enterprise, so why not enjoy the other things to explore during your travels? While in this family-friendly area, you can savour the restaurants and cafes.
Enterprise Public Library
Enterprise Public Library is just one of the places to see in Enterprise, so why not enjoy the other things to explore during your travels? While in this family-friendly area, you can savour the restaurants and cafes.
Hannah Road Community Common Area
Hannah Road Community Common Area is just one of the places to see in Enterprise, so why not enjoy the other things to explore during your travels? While in this family-friendly area, you can savour the restaurants and cafes.
Frequently asked questions
How much does an Enterprise holiday package cost?
Offering excellent value package deals on Expedia, you'll be thrilled with how little a holiday to Enterprise costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Enterprise?
January, April and November are the best times to search for cheap Enterprise holiday packages. Opting to travel in less busy periods means you'll typically find lower prices on hotels and flights.
How many days is enough for Enterprise?
The ideal length of your Enterprise holiday depends on what you'd like to do and see. Generally, a handful of days to a week will give you plenty of time to tick off all the top sights and explore some hidden gems along the way.
Is it worth booking a holiday package to Enterprise?
During your Enterprise holiday, you can count on experiencing some top-notch golfing and views. Leave enough room in your itinerary to discover leading attractions like Boll Weevil Monument and Tartan Pines Golf Club.
How to find the best Enterprise package deals?
Bagging a cheap Enterprise package deal is easy with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your maximum budget, apply some filters and see what's available. You can fine-tune your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to discover the most pocket-friendly Enterprise package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book an Enterprise holiday as a package?
An Expedia holiday package could land you great savings when compared to arranging flights and stays separately. Better still, you can customise your Enterprise escape to match your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a holiday package to Enterprise?
If you're planning an impromptu Enterprise trip, check out our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can land incredible deals on your flights and hotels by booking well in advance.
How to plan a trip to Enterprise?
- Choose when to get away: Check your diary and get your bags packed. Your preferred time of year and the type of activities on offer will also help you decide when to holiday in Enterprise.
- Calculate your budget: Ensure you have enough money to cover everything from meals and transportation to flights and experiences. Your accommodation will likely be the biggest expense during your trip to Enterprise.
- Decide how long to go for: Now that you know more about Enterprise, you can figure out the perfect length of your break. Pull together a draft plan and allocate enough time to get through everything on your must-do list.
- Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a customised Enterprise holiday package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
