Hotels in Enterprise

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Check prices for these dates

Tonight
May 10 - May 11
Tomorrow
May 11 - May 12
Next weekend
May 16 - May 18
In two weeks
May 23 - May 25

Where to stay in Enterprise?

Best Western Plus Circle Inn
Lobby

Best Western Plus Circle Inn

2.5 star property
9.0 out of 10, Wonderful, (613)
$97 nightly
The price is $110
May 18 - May 19
Total includes taxes and fees
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.
trending_down

Our prices for hotels in Enterprise are cheapest in December

See average prices and weather for all months

Price trends for hotels in Enterprise

Pricing is based on two traveler single night rates
May
$132
Average price during May is $132
Jun
$132
Average price during June is $132
Jul
$141
Average price during July is $141
Aug
$121
Average price during August is $121
Sep
$112
Average price during September is $112
Oct
$119
Average price during October is $119
Nov
$115
Average price during November is $115
Dec
$96
Average price during December is $96
Jan
$112
Average price during January is $112
Feb
$114
Average price during February is $114
Mar
$118
Average price during March is $118
Apr
$134
Average price during April is $134
Currently viewing crowd sizes and weather for May.

May

trending_upHigh crowds
High 84°F / low 64°F. Sunny most days.
84°
weather_sun
May, High crowds, average high temperature 84 degrees Fahrenheit, average low temperature 64 degrees Fahrenheit. Sunny most days.
64°
90°
weather_sun
June, High crowds, average high temperature 90 degrees Fahrenheit, average low temperature 71 degrees Fahrenheit. Sunny most days.
71°
91°
weather_sun
July, High crowds, average high temperature 91 degrees Fahrenheit, average low temperature 73 degrees Fahrenheit. Sunny most days.
73°
90°
weather_sun
August, Moderate crowds, average high temperature 90 degrees Fahrenheit, average low temperature 73 degrees Fahrenheit. Sunny most days.
73°
87°
weather_sun
September, Moderate crowds, average high temperature 87 degrees Fahrenheit, average low temperature 69 degrees Fahrenheit. Sunny most days.
69°
79°
weather_sun
October, High crowds, average high temperature 79 degrees Fahrenheit, average low temperature 59 degrees Fahrenheit. Sunny most days.
59°
68°
weather_sun
November, Moderate crowds, average high temperature 68 degrees Fahrenheit, average low temperature 49 degrees Fahrenheit. Sunny most days.
49°
62°
weather_sun
December, Low crowds, average high temperature 62 degrees Fahrenheit, average low temperature 46 degrees Fahrenheit. Sunny most days.
46°
59°
weather_sun
January, Low crowds, average high temperature 59 degrees Fahrenheit, average low temperature 41 degrees Fahrenheit. Sunny most days.
41°
64°
weather_sun
February, Low crowds, average high temperature 64 degrees Fahrenheit, average low temperature 46 degrees Fahrenheit. Sunny most days.
46°
71°
weather_sun
March, Moderate crowds, average high temperature 71 degrees Fahrenheit, average low temperature 51 degrees Fahrenheit. Sunny most days.
51°
77°
weather_sun
April, Low crowds, average high temperature 77 degrees Fahrenheit, average low temperature 56 degrees Fahrenheit. Sunny most days.
56°
Monthly weather averages (˚F)
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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.

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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.

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Dixie Boys Baseball Park

Enterprise and related destinations

Enterprise is well-known for its attractions such as Boll Weevil Monument and Tartan Pines Golf Club. Visitors to this family-friendly city speak highly of the restaurants whereas sights include Dixie Boys Baseball Park and Enterprise City Hall.

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Chillicothe is well-known for its attractions such as Chillicothe Country Club and Livingston County Library. This family-friendly city has something for everyone including sights like Chillicothe City Hall and Grand River Historical Society Museum within a small-town setting.

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

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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 City Hall and Grayville Public Library. This family-friendly city has something for everyone including sights like Grayville Memorial Park within a small-town setting.

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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.

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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
A tranquil hotel pool encircled by beautiful arches, enhancing the ambiance for leisure and relaxation.

Summer Getaway Sale

Save 25% or more on select hotels, and earn 50% more rewards on all properties. Book by May 26 and travel by Sep 30, 2025. See terms*
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Frequently asked questions

What hotels do travelers like in Enterprise?
Best Western Plus Circle Inn, Hampton Inn Enterprise and Holiday Inn Express And Suites Enterprise by IHG are all properties that our guests really like.
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?
An inexpensive option worth considering is Best Western Plus Circle Inn.
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 15 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.

Terms and conditions

*Book by 5/26/2025 11:59 pm in hotel property local time. Stay between 4/17/2025-9/30/2025. Member Prices are available to Hotels.com® app users and One Key members. Limited availability, blackout periods may apply.

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