Winkler County Vacations & Trips from $569

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Your Winkler County Vacation

Reserve a vacation package to Winkler County and make planning your getaway a breeze. With all the logistics organized before you depart, you can focus on enjoying every moment in this interesting destination. Expect to have a to-do list as long as your arm during your trip to Winkler County. One city you'll want to spend some time in is Kermit. Expedia has hotels, flights and whatever else you need to help you organize your own tailored Winkler County vacation today.

Top destinations in Winkler County

A large industrial drilling rig silhouetted against a sunset sky with scattered clouds.

A desert landscape with sand dunes and sparse vegetation.

The Latest Winkler County Vacation Packages

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

Holiday Inn Express Kermit by IHG

$569

per person

Nov 14 - Nov 18

found 13 hours ago

Roundtrip flight included

Dallas (DFW) to Pecos (PEQ)

9.4/10 Exceptional! (272 reviews)

Staff no really helpful

Reviewed on Oct 4, 2026

Find the Best Winkler County Vacation Packages

Winkler County Essential Information

Language	English
Currency	U.S dollars
Closest Airport	Midland Intl. Airport (MAF)

Winkler County Hotel Deals

Cobblestone Inn & Suites - Kermit

876 South East Avenue Kermit TX

Fully refundableReserve now, pay when you stay

$132 nightly

$149 total

Oct 24 - Oct 25

Total with taxes and fees

Target Hospitality-Kermit South Lodge

549 E Highway 115 Kermit TX

2/10 (1 review)

"rude"

Reviewed on Feb 2, 2024

Get rates

Holiday Inn Express Kermit by IHG

1019 CR 313 Kermit TX

Fully refundable

$135 nightly

$153 total

Oct 17 - Oct 18

Total with taxes and fees

9.4/10 Exceptional! (274 reviews)

"Staff no really helpful"

Reviewed on Oct 4, 2026

See all 52 properties in Winkler 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.