Winslow Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Winslow Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Beard and Lady Inn
CA $1,089
per person
Oct 4 - Oct 10
found 20 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Fort Smith (FSM)
9.2/10 Wonderful! (55 reviews)
We would love to come back! Loved the soaking claw-foot tub and b&w decor in our room. A few minor things: When we booked via hotels.com it mentioned a welcome gift with the room we chose (#11) but there wasn't anything. It also felt a bit like the place was left to its own devices... breakfast list mentioned yogurt, but there was none. However, there was oatmeal and coffee. The place was so quiet and clean. We met Eve (not the owner) who has the Apothecary next door and she was lovely! We were the only ones renting the night we stayed so we had the entire place to ourselves. Be prepared that there is nothing around. I mean NOTHING. So you'll have to take a short drive in to eat dinner etc., which was fine with us. Overall, a very unique place to stay! It felt like taking a trip back to the 1800s and LOVED not having any TV in sight! Sad to know it's up for sale... I hope the new owners will keep it as is.
Reviewed on Aug 24, 2026
Ready to book your vacation to Winslow?
Winslow Hotel Deals
Ozark Mountain Log Cabin Retreat in Northwest Arkansas
Winslow AR
10/10 Exceptional! (25 reviews)
"Beautiful property and responsive host. Highly recommend and hope to stay again sometime."
Reviewed on Aug 31, 2026
Cowboy Cabin is nestled in a little woodland village – playground, pond and more
Winslow AR
CA $166
CA $290 total
Sep 3 - Sep 4
includes taxes & fees
9.8/10 Exceptional! (45 reviews)
"The place and the view is quiet and clean. It is a great get away. The host was so nice and accommodating. TV and remote works good as well! We would definitely return. The drive back to the cabins is a little narrow. The driveway itself is a little steeper than the pictures if you’re driving a car ..."
Reviewed on Aug 14, 2026
Graduate by Hilton Fayetteville AR
70 N East Ave Fayetteville AR
Fully refundableReserve now, pay when you stay
CA $158
CA $180 total
Sep 7 - Sep 8
includes taxes & fees
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 Winslow vacation package cost?
You can snap up a vacation package to this top destination from CA $1,089 on Expedia. However, how much your vacation to Winslow costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Winslow?
Plan your trip for the low season and you're likely to get cheap Winslow vacation packages. Remember that school vacation periods and major festivals and events can impact prices, so do your research before booking.
How many days is enough for Winslow?
Generally, a handful of days is enough to explore the top attractions during your Winslow vacation. However, if you'd like to have more time to rest or go on day tours, think about extending your itinerary.
How to find the best Winslow package deals?
Finding a cheap Winslow package deal is easy with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your budget range, add a couple of filters and browse what's available. You can fine-tune your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to view the most economical Winslow package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are often lower.
Is it cheaper to book a Winslow vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll usually get a better deal than booking each component individually. And you'll still get the freedom to create a customized Winslow vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Winslow?
Score incredible discounts by booking your flights in advance with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for an impromptu Winslow getaway.
How to plan a trip to Winslow?
- Choose the best time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to travel to Winslow.
- Calculate your budget: Make sure you have enough money to pay for everything from transportation and dining out to activities and flights. Your accommodations will likely be the biggest expense during your trip to Winslow.
- Decide your trip length: Consider how much time you'd like to spend discovering Winslow. Plan your days so you can get to all the activities and attractions you're interested in at a leisurely pace.
- Bundle your bookings: With your travel dates in order, you can combine your flights, car rental, hotels and more into a tailored Winslow vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
