Webster County Vacation Packages 2026 from $881

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Your Webster County Vacation

Make planning your next getaway a piece of cake with a Webster County vacation package. Whether it's nature, history or something else that lures you to this destination, our package deals will help you discover the best of it. Can't decide where to stay? Clay is one of the best cities to visit during a trip to Webster County. Round up your loved ones and pack your bags, because your Webster County vacation is only a few clicks away with Expedia.

Top destinations in Webster County

A snow-covered railway bridge with bare trees in the foreground.

The Latest Webster County Vacation Packages

Price found within the past 48 hours. Click for updated prices.

Motel 6 Owensboro, KY

$881

per person

Oct 14 - Oct 18

found 1 day ago

Roundtrip flight included

Sarasota (SRQ) to Evansville (EVV)

5.6/10 (532 reviews)

The maids never clean the room. The floors are filthy. It will turn your feet black. You can tell the sheets haven't been changed? Because there's hairs and crumbs and stains all over it. Curtains has holes. It's a rand down crack motel

Reviewed on Sep 7, 2026

Wingate by Wyndham Owensboro

$924

per person

Oct 14 - Oct 18

found 1 day ago

Roundtrip flight included

Sarasota (SRQ) to Evansville (EVV)

7.6/10 Good! (907 reviews)

Very affordable with staff that was more than helpful. Breakfast for the price of stay was hard to beat.

Reviewed on Sep 10, 2026

Greenfield Inn & Suites Owensboro, KY Airport

$928

per person

Oct 14 - Oct 18

found 1 day ago

Roundtrip flight included

Sarasota (SRQ) to Evansville (EVV)

8.6/10 Excellent! (1,006 reviews)

The room was clean.

Reviewed on Sep 8, 2026

Quality Inn & Suites Rockport - Owensboro North (GOLD AWARD WINNER)

$998

per person

Oct 14 - Oct 18

found 1 day ago

Roundtrip flight included

Sarasota (SRQ) to Evansville (EVV)

8.2/10 Very Good! (423 reviews)

Never going back Minimun of 25 characters

Reviewed on Sep 5, 2026

Rodeway Inn Owensboro South

$884

per person

Oct 14 - Oct 18

found 1 day ago

Roundtrip flight included

Sarasota (SRQ) to Evansville (EVV)

6.2/10 (277 reviews)

No pool ,rooms not clean,breakfast not good, 2 1/2 star motel.

Reviewed on Sep 8, 2026

Find the Best Webster County Vacation Packages

Webster County Essential Information

Language	English
Currency	U.S dollars
Closest Airport	Evansville Regional Airport (EVV)

Webster County Hotel Deals

Private Lake & Dock: Log Cabin, 2 Mi to Clay!

Clay KY

10/10 Exceptional! (2 reviews)

"Very nice little place. Had a great time swimming and fishing in the lake. Caught a huge bass! Great place to slow down and enjoy family. Hopefully we are welcome back. I would love to book again."

Reviewed on Aug 31, 2026

Get rates

Greenfield Inn & Suites Owensboro, KY Airport

3220 W Parrish Ave Owensboro KY

Fully refundableReserve now, pay when you stay

$76 nightly

$86 total

Sep 23 - Sep 24

Total with taxes and fees

8.6/10 Excellent! (1,000 reviews)

"The room was clean."

Reviewed on Sep 8, 2026

Wingate by Wyndham Owensboro

51 Bon Harbor Hls Owensboro KY

Fully refundableReserve now, pay when you stay

$71 nightly

$83 total

Sep 27 - Sep 28

Total with taxes and fees

7.6/10 Good! (915 reviews)

"Very affordable with staff that was more than helpful. Breakfast for the price of stay was hard to beat."

Reviewed on Sep 10, 2026

See all 132 properties in Webster 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.