Caldwell County Vacation Packages
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Your Caldwell County Vacation
When adventure comes knocking on your door, seize the opportunity with a vacation package to Caldwell County. Get ready to discover a destination loved for its culture and a lot more. A trip to Caldwell County wouldn't be complete without spending a few nights in Princeton. This city is one of the best places to visit here. Expedia has hotels, flights, car rentals and more to help you organize your own customized Caldwell County vacation today.
Top Caldwell County Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Days Inn by Wyndham Calvert City/Paducah East
CA $1,648
per person
Sep 21 - Sep 25
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Paducah (PAH)
7.2/10 Good! (697 reviews)
The irony was the non-smoking sign in the room when the quilt had 4 obvious cigarette burn holes on full display
Reviewed on Aug 12, 2026
The Lakehouse Inn at Sledd Creek
CA $1,951
per person
Sep 21 - Sep 25
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Paducah (PAH)
10/10 Exceptional! (172 reviews)
Great place to stay. I wish more places would maintain their property the way these people do. I will definitely be back.
Reviewed on Aug 10, 2026
The Outpost
CA $1,780
per person
Sep 21 - Sep 25
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Paducah (PAH)
9.2/10 Wonderful! (30 reviews)
This was a delightful surprise. It was very cute and well maintained. The Outpost was within walking distance of everywhere we wanted to go. The stay was incredibly relaxing and we truly had a wonderful time. Highly recommend!
Reviewed on Aug 4, 2026
Caldwell County Hotel Deals
Kentucky Dam Village State Resort Park
166 upper village Dr Gilbertsville KY
Fully refundableReserve now, pay when you stay
CA $96
CA $106 total
Aug 18 - Aug 19
includes taxes & fees
9/10 Wonderful! (1,161 reviews)
"The property is extremely well maintained, all staff in all departments very helpful. The Harbor Lights restaurant is wonderful. Great food more than reasonable prices. Many activities. Wonderful attractions and restaurants in the area. Lots to do."
Reviewed on Aug 11, 2026
Days Inn by Wyndham Madisonville
1900 Lantaff Blvd Madisonville KY
Fully refundableReserve now, pay when you stay
CA $98
CA $109 total
Sep 6 - Sep 7
includes taxes & fees
Baymont by Wyndham Madisonville
1891 Lantaff Blvd Madisonville KY
CA $136
CA $151 total
Sep 6 - Sep 7
includes taxes & fees
8/10 Very good! (371 reviews)
"Awesome service. King suite with jacuzzi tub in it, pool view the best looking pool water I've seen in a long time."
Reviewed on Aug 12, 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.
Frequently asked questions
How much does a Caldwell County vacation package cost?
From as little as CA $1,622. Yes, you read that correctly. Our Caldwell County vacation packages are an awesome way to make your budget go further. Bundle your flights, hotels and rental car and get out and see this top destination.
How do I get a cheap travel package to Caldwell County?
Our Caldwell County vacation packages promise plenty of savings for the savvy globetrotter. For the best deals, simply bundle your hotel, flights and extras (such as activities) into an affordable package. But impressive bargains are just the beginning of your next unforgettable adventure. Book with Expedia and and you'll have over 550 airlines and 1,000,000 hotel options worldwide to choose from. No matter your style or budget, there's a vacation package here just for you.
What are the top hotels in Caldwell County?
Check out American Inn Princeton and Stratton Inn in Princeton. Any good Caldwell County itinerary should include a stop in this city!
How far in advance should I book my Caldwell County vacation?
Reserving your tickets early with Expedia means one less thing to have to worry about. Most carriers display prices up to 12 months prior to departure dates. Generally, this is the cheapest time to book. If circumstances have left you booking late, discount tickets to Caldwell County occasionally appear just weeks before departure.
What does an Expedia Caldwell County travel package include?
Much of that depends on you. You can choose from a range of Caldwell County packages, such as a flight, rental car and hotel. You can also book a hotel and a flight, or a flight with a rental car. Once you've made your booking, you can add the fun stuff like tours and activities. Whatever your ideal Caldwell County vacation looks like, get ready to save!
What should I know before booking a Caldwell County travel package?
An Expedia travel package can be customized for your budget and is a simple way to make your hard-earned dollars stretch further. What you include is totally up to you. Rental cars, hotels and flights — decide on a combination that suits your style.
Can I choose my airline with a Caldwell County Expedia vacation package?
Definitely. Expedia has over 550 airline partners to choose from all over the world. With so much choice, finding the right carrier to fly you to Caldwell County will be easy.
If I'm not able to travel, can I cancel my Caldwell County vacation package?
Whether it's your flight or hotel, you can cancel or alter it. Booked your Caldwell County vacation package in the last 24 hours? You may be able to make changes at no cost. If it's been longer than that, you may incur a charge from your hotel, airline or car rental company. For further information, browse our Customer Service Portal. We're here to help you every step of the way.
Stay near popular Caldwell County attractions
Caldwell County Fine Arts Center
Enjoy an outing to Caldwell County Fine Arts Center during your stay in Princeton. Discover the area's entertainment venues and temples.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
