Caldwell County Holidays

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    Save up to S$1,300 when you book a flight and hotel together*

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Top hotels in Caldwell County

Kentucky Dam Village State Resort Park

Kentucky Dam Village State Resort Park

3 out of 5
166 upper village Dr Gilbertsville KY
Fully refundableReserve now, pay when you stay
The price is S$119 per night from 15 Jun to 16 Jun
S$119
15 Jun - 16 Jun
includes taxes & fees
9/10 Wonderful! (1,104 reviews)
"Rooms are always clean and the surroundings are beautiful!"

Reviewed on 13 Jun, 2026

Kentucky Dam Village State Resort Park
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 S$112 per night from 14 Jun to 15 Jun
S$112
14 Jun - 15 Jun
includes taxes & fees
7/10 Good! (929 reviews)
"Nice quiet, quick stay not far out of the way"

Reviewed on 12 Jun, 2026

Days Inn by Wyndham Madisonville
Baymont by Wyndham Madisonville

Baymont by Wyndham Madisonville

2.5 out of 5
1891 Lantaff Blvd Madisonville KY
The price is S$139 per night from 28 Jun to 29 Jun
S$139
28 Jun - 29 Jun
includes taxes & fees
8/10 Very Good! (350 reviews)
"It was a clean, comfortable stay. My sister and I booked separately. The front desk staff realized this and graciously changed my room to be close to hers without having to be asked."

Reviewed on 11 Jun, 2026

Baymont by Wyndham Madisonville
See all 616 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 holiday package cost?
From as little as . Yes, you read that correctly. Our Caldwell County holiday 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 holiday 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 holiday 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 holiday?
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 holiday 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 holiday 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 holiday package?
Whether it's your flight or hotel, you can cancel or alter it. Booked your Caldwell County holiday 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 choices and temples.
See properties

* 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.