Hotels in Enterprise

your current months are January, 2025 and February, 2025.
January 2025
February 2025
Free cancellation options if plans change
Unlock travel rewards with One Key
Save more with Member Prices

Where to stay in Enterprise?

Best Western Plus Circle Inn
Lobby

Best Western Plus Circle Inn

2.5 star property
8.8 out of 10, Excellent, (585)
The price is $120
includes taxes & fees
$106 per night
Jan 26 - Jan 27
Best Western Plus Circle Inn
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.

Top landmarks in Enterprise

Boll Weevil Monument

If you're planning a bit of sightseeing during your trip, head to Boll Weevil Monument— just one of the monuments in central Enterprise.

See properties in Boll Weevil Monument
Boll Weevil Monument

Dixie Boys Baseball Park

You can catch an event at Dixie Boys Baseball Park, located 2.3 mi (3.7 km) from central Enterprise. If you think Dixie Boys Baseball Park is cool, you also might like Bates Memorial Stadium, located nearby.

See properties in Dixie Boys Baseball Park
Dixie Boys Baseball Park

Enterprise and related destinations

Enterprise is well-known for its attractions such as Boll Weevil Monument and Dixie Boys Baseball Park. Visitors to this family-friendly city speak highly of the restaurants whereas sights include The Depot Museum and Enterprise Public Library.

See all hotels in Enterprise

Chillicothe is well-known for its attractions such as Downtown Greenway and Chillicothe Country Club. This family-friendly city has something for everyone including sights like Chillicothe City Hall and Daryl Danner Memorial Park within a small-town setting.

See all hotels in Chillicothe

Madisonville is well-known for its attractions such as Ruby Laffon Log Cabin and Mahr Park. Visitors to this family-friendly city speak highly of the restaurants whereas sights include Madisonville Country Club and Gleam Mahr Center for Arts.

See all hotels in Madisonville
Early morning scouting scenic area on outskirts of Madisonville. This pond was created by strip mining which is prevalent in Western Kentucky.
Photo by Bill Griffin
Open Photo by Bill Griffin

Grayville is well-known for its attractions such as Grayville Memorial Park and Grayville City Hall. This family-friendly city has something for everyone including sights like Grayville Public Library within a small-town setting.

See all hotels in Grayville

Jacksonville is well-known for its attractions such as River Run Park and Nichols Green Park. Visitors to this family-friendly city speak highly of the restaurants whereas sights include Lake Jacksonville and Mud Creek Off-Road Park.

See all hotels in Jacksonville
A once-in-a-lifetime experience! The kids LOVED seeing the animals, especially the zebras, up close.
Photo by Mark Hendricks
Open Photo by Mark Hendricks

Frequently asked questions

What hotels do travelers like in Enterprise?
Guests like Days Inn by Wyndham Enterprise, Rodeway Inn & Suites and Executive Inn & Suites.
Where can I find free parking with my stay in Enterprise?
Park your car for free at Executive Inn & Suites.
Can I book a refundable hotel in Enterprise?
If you need the flexibility to change your plans to Enterprise, most properties provide refundable* rates you can book. You can see these accommodations by searching our site and using the “fully refundable” filter to narrow the results down.
Where can I stay with my pet in Enterprise?
Your furry friend can stay with you at these pet-friendly hotels: Hampton Inn Enterprise, Candlewood Suites Enterprise S, an IHG Hotel and Rodeway Inn & Suites. There are 5 alternatives to choose from on our site.
Which Enterprise hotels do guests like for their terrific location?
Our guests rave about the location of Best Western Plus Circle Inn.
Where can I stay in Enterprise if I'm looking for a cheap accommodation?
Best Western Plus Circle Inn and Hampton Inn Enterprise are two accommodations you might want to consider that’ll save you money.
Where can I stay in Enterprise if I want a vacation rental instead of a hotel?
If you’re looking for a good alternative to a hotel, look over our selection of 30 vacation homes. In addition, you can choose from 17 apartments.
Where can I stay if I'm traveling to Enterprise for a family-friendly vacation?
Parents traveling with children may want to consider Holiday Inn Express And Suites Enterprise, an IHG Hotel.
What will the weather in Enterprise be like during my visit?
July and August are typically the warmest months in Enterprise when the average temp is 80°F. January and February are the coldest months when the average temperature is 54°F. August and December are the months with the most rain.
Why should I book my Enterprise accommodation with Hotels.com?
There are lots of reasons to book your Enterprise trip with us: our free cancellations on selected hotels* gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.