Winston Vacations from $196

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The Latest Winston vacation packages

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

Henrosa Hotel

3.5 out of 5
South Beach
per person
Sep 11 - Sep 15
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Miami (MIA)
8.4/10 Very Good! (795 reviews)
Good location and friendly staff, Lois recently remodeled. My room door had plenty of sand in the floor.

Reviewed on Jun 28, 2025

Horseshoe Las Vegas

Horseshoe Las Vegas

4 out of 5
Las Vegas Strip
Save 100% on your flight
per person
Sep 21 - Sep 24
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Las Vegas (LAS)
7.8/10 Good! (10,356 reviews)
They want to charge me $22 dollars for 5 minutes early checking.

Reviewed on Jul 12, 2025

The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
per person
Sep 12 - Sep 15
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Miami (MIA)
8/10 Very Good! (1 review)
SIRTAJ - Beverly Hills

SIRTAJ - Beverly Hills

4 out of 5
per person
Sep 18 - Sep 23
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Los Angeles (LAX)
8.4/10 Very Good! (1,004 reviews)
It is a good no-frills option in Beverley Hills and close to UCLA. Rooms are ok - beds pretty good, bathrooms are new. There's no restaurant and not much else besides coffee and flavored sparkling water. But it was convenient and not a bad price. Be careful getting parking - the garage is closed on weekends and you have to go into an office building and get let in by a security guard to get your car.

Reviewed on Jul 10, 2025

Chamberlain West Hollywood

Chamberlain West Hollywood

4 out of 5
West Hollywood
Save 100% on your flight
per person
Sep 18 - Sep 23
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Los Angeles (LAX)
9/10 Wonderful! (1,005 reviews)
The property is nice and in the heart of West Hollywood. It was nice and quiet. The water pressure in the shower was a little low but all in all I had an excellent stay.

Reviewed on Jul 4, 2025

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Winston Hotel Deals

SureStay Hotel by Best Western Cameron
SureStay Hotel by Best Western Cameron
2.5 out of 5
2210 US Highway 36, Cameron, MO
Fully refundableReserve now, pay when you stay
$78 nightly
The price is $86 total per night from Jul 19 to Jul 20
$86 total
Jul 19 - Jul 20
Total includes taxes and fees
8.2/10 Very Good! (1,001 reviews)
"Rooms were clean and an added bonus is they accept pets. There was a nice grassy area next to the motel where I could walk my dog"

Reviewed on Jul 6, 2025

SureStay Hotel by Best Western Cameron
Red Roof Inn Cameron
Red Roof Inn Cameron
2 out of 5
501 Northland Drive, Cameron, MO
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $93 total per night from Jul 20 to Jul 21
$93 total
Jul 20 - Jul 21
Total includes taxes and fees
8.6/10 Excellent! (1,005 reviews)
"We enjoyed that they had an outdoor pool even though the hours aren't what we are used to when we stay places. Rooms were cozy, staff was nice. We didn't get breakfast there cause we woke up late, but we would definitely stay here again if we're in the area"

Reviewed on Jul 4, 2025

Red Roof Inn Cameron
Days Inn by Wyndham Cameron
Days Inn by Wyndham Cameron
2 out of 5
601 E. Bryan Road, Highway 36 and 69, Cameron, MO
Fully refundableReserve now, pay when you stay
$77 nightly
The price is $84 total per night from Jul 22 to Jul 23
$84 total
Jul 22 - Jul 23
Total includes taxes and fees
7.6/10 Good! (756 reviews)
Three ladies Quilting,
"Everything was fine no complaints"

Reviewed on Jul 10, 2025

Days Inn by Wyndham Cameron
See all 56 properties in Winston
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.

Find the Best Winston Vacation Packages

Winston Essential Information

Language
English
Currency
U.S dollars
Top Sights
Gallatin Methodist Church, Cameron Veterans Memorial Golf Glub and Adam-ondi-Ahman

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Frequently asked questions

How much does a Winston vacation package cost?
You'll find cheap prices from $196 on Expedia for your Winston break. However, factors like your choice of hotel, the season and length of stay will determine how much your vacation to Winston costs.
What are the cheapest months to go to Winston?
If you'd like to score a cheap Winston vacation package, consider planning a trip in December, January and February. You're likely to find lower prices on accommodations and flights during these months --- ideal for budget-conscious travelers.
How many days is enough for Winston?
Typically, a handful of days is enough to check out the major sights during your Winston vacation. But if you prefer to have some time to chill out or take day tours, think about extending your itinerary.
How to find the best Winston package deals?
Bagging a cheap Winston package deal is a breeze with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your budget range, add a couple of filters and see what's available. You can customize your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most pocket-friendly Winston package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Winston vacation as a package?
You can enjoy significant savings on your Winston getaway by booking a customized vacation package. Check the "Package" heading, then enter your travel dates and destination to view some great flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Winston?
If you're planning a spur-of-the-moment Winston trip, browse our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can find incredible deals on your flights and hotels by booking well in advance.
Does Expedia offer Book Now, Pay Later Winston vacation packages?
Set off on your dream trip to Winston with help from Expedia's Book Now, Pay Later vacations. There's no need to scrimp and save or wait until your next payday --- we've teamed up with online lender Affirm to offer you flexibility with your finances. Our vacation packages with payment plans let you spread the cost over 3, 6 or 12 months. With no late payment fees or hidden charges, you can easily stick to your budget and snap up travel deals before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.