Caldwell County Vacations & Trips

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ￥109,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Caldwell County Hotel Deals

Kentucky Dam Village State Resort Park

Kentucky Dam Village State Resort Park

3 out of 5
166 upper village Dr Gilbertsville KY
The price is ￥12,201 per night from May 6 to May 7
￥12,201
￥13,449 total
May 6 - May 7
includes taxes & fees
9/10 Wonderful! (1,081 reviews)
What a beautiful resort. The room was clean and the staff were exceptional. The waitress in the breakfast buffet was so friendly and helpful. The staff make this resort! They should all have a raise!

Reviewed on Apr 28, 2026

Kentucky Dam Village State Resort Park
Hotel Barkley

Hotel Barkley

2 out of 5
139 Days Inn Drive Kuttawa KY
Fully refundableReserve now, pay when you stay
The price is ￥14,202 per night from May 3 to May 4
￥14,202
￥16,107 total
May 3 - May 4
includes taxes & fees
9/10 Wonderful! (68 reviews)
Clean room, comfortable bed.

Reviewed on Apr 28, 2026

Hotel Barkley
Days Inn by Wyndham Madisonville

Days Inn by Wyndham Madisonville

2 out of 5
1900 Lantaff Blvd Madisonville KY
Fully refundableReserve now, pay when you stay
The price is ￥12,925 per night from May 3 to May 4
￥12,925
￥14,354 total
May 3 - May 4
includes taxes & fees
7/10 Good! (907 reviews)
The breakfast could be better. No yogurts, fresh fruit, danishes, meat. There was gravy and sometimes buscuits. Scrambled eggs. 1 waffle maker. The pool was big but not for kids. Its too deep for smaller kids. But does go to 11 feet. Its FREEZING. The room could have been hotter and maybe it wouldn't ...

Reviewed on Apr 24, 2026

Days Inn by Wyndham Madisonville
See all 604 properties in Caldwell County
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 . 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.