Deals on vacations and trips to Winslow

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Top Winslow hotels deals

Holiday Inn Express & Suites Evansville North by IHG

Holiday Inn Express & Suites Evansville North by IHG

2.5 out of 5
324 Rusher Creek Road Evansville IN
Free Cancellation
$90 nightly
The price is $104 total per night
$104 total
Jan 3 - Jan 4, 2026
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like self-serve breakfast and free self parking.
Pool
Breakfast included
Hampton Inn Princeton

Hampton Inn Princeton

2.5 out of 5
107 S Richland Creek Dr Princeton IN
Free Cancellation
Reserve now, pay when you stay
$93 nightly
The price is $105 total per night
$105 total
Jan 3 - Jan 4, 2026
Total with taxes and fees
This hotel features an indoor pool and a gym. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A business center, dry cleaning, and laundry facilities are also on offer.
Pool
Breakfast included
Baymont by Wyndham Evansville North/Haubstadt

Baymont by Wyndham Evansville North/Haubstadt

2.5 out of 5
12798 Access Road 1250 S Haubstadt IN
Free Cancellation
Reserve now, pay when you stay
$76 nightly
The price is $85 total per night
$85 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Pool
Breakfast included
Hampton Inn Jasper

Hampton Inn Jasper

2.5 out of 5
355 3rd Ave Jasper IN
Free Cancellation
Reserve now, pay when you stay
$102 nightly
The price is $115 total per night
$115 total
Jan 17 - Jan 18, 2026
Total with taxes and fees
This hotel features an indoor pool and a gym. Enjoy the hot tub and free perks like buffet breakfast and free self parking. A 24-hour business center, free WiFi in public areas, and express check-in are also on offer.
Pool
Hot Tub
Clarion Pointe

Clarion Pointe

2.5 out of 5
272 Brucke Strasse Jasper IN
Free Cancellation
Reserve now, pay when you stay
$71 nightly
The price is $80 total per night
$80 total
Jan 8 - Jan 9, 2026
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the gym and free perks like self-serve breakfast and free self parking. A 24-hour business center, free WiFi in public areas, and a terrace are also on offer.
Pool
Breakfast included
Baymont by Wyndham Washington

Baymont by Wyndham Washington

2.5 out of 5
7 Cumberland Dr Washington IN
Free Cancellation
Reserve now, pay when you stay
$94 nightly
The price is $110 total per night
$110 total
Dec 23 - Dec 24
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and free perks like buffet breakfast and free self parking.
Pool
Hot Tub
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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 are vacation packages to Winslow?
Vacation packages, which provide both flights and hotels in Winslow, start from . Turn your travel dreams into reality and secure your trip with Travelocity today.
Where can I get the best vacation package deals for Winslow?
It's difficult to beat Travelocity when it comes to crafting your Winslow package deal. There are as many as 400 air carriers and 1,000,000 worldwide properties to select from. Reserve your trip now and get ready to tick another exciting destination off your travel bucket list.
Why should I book my Winslow vacation bundle via Travelocity?
Nothing tops the satisfaction of knowing you've just bagged the best price available — that's our Price Match Guarantee. Add to that our fantastic range of magical destinations and 24/7 team of customer service professionals and you've got the blueprint for a stress-free vacation.
Can I save money on my Winslow car rental if I bundle it with my hotel or flight?
You sure can — combine your car, flight and hotel into a Winslow vacation package and you'll save tons. With so much to see and do in and around Winslow, having your own ride will come in handy. Once you've buckled yourself in, get out on the wide open road and make your way to Indianapolis Motor Speedway, an unmissable sight approximately 110 mi from Winslow.
Which airport is best for Winslow?
The main airport is Evansville Regional Airport (EVV), which is 30 mi southwest of downtown Winslow.

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