Winston Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Top Winston Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Masquerade Tower at Rio Hotel & Casino

Masquerade Tower at Rio Hotel & Casino

3 out of 5
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Las Vegas (LAS)
7.4/10 Good! (472 reviews)
The floor we stayed on was outdated. The bathroom was rusted real bad and the tv was very small.

Reviewed on Aug. 4, 2025

Riverside Hotel

Riverside Hotel

3.5 out of 5
East Fort Lauderdale
per person
Oct 29 - Nov 1
found 22 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Miami (MIA)
9/10 Wonderful! (2,458 reviews)
I just liked the hotel

Reviewed on Aug. 4, 2025

Hotel Colonnade Coral Gables, Autograph Collection

Hotel Colonnade Coral Gables, Autograph Collection

4 out of 5
Coral Gables Section
per person
Sep 9 - Sep 16
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Miami (MIA)
9.2/10 Wonderful! (1,005 reviews)
I liked the property. Checking in staff was good. Check out staff not so good. Also hotel charge 25 dollar destination fee per day. As per Expedia u pay what u see on the booking. So not happy about that.

Reviewed on May 26, 2025

SIRTAJ - Beverly Hills

SIRTAJ - Beverly Hills

4 out of 5
per person
Oct 15 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Los Angeles (LAX)
8.4/10 Very Good! (1,012 reviews)
It was Beverly Hills… just hard to navigate and a bit underwhelming as far as the hotel is concerned. The parking was a bit odd too.

Reviewed on Jul. 31, 2025

Horseshoe Las Vegas

Horseshoe Las Vegas

4 out of 5
Las Vegas Strip
per person
Oct 6 - Oct 10
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Las Vegas (LAS)
7.8/10 Good! (10,566 reviews)
We were only here for one night. I was a little nervous after having read some reviews, but I was pleasantly surprised. Yes, it is an older hotel. The carpet is a little frayed and it isn't glitzy. But our room was a great size, the beds were comfortable and the bathroom was large, clean and well lit. I would not hesitate to stay again

Reviewed on Aug. 4, 2025

Ready to book your vacation to Winston?

 

Choose your dates

Winston Hotel Deals

Red Roof Inn Cameron

Red Roof Inn Cameron

2 out of 5
501 Northland Drive, Cameron, MO
Fully refundableReserve now, pay when you stay
The price is CA $108 per night from Aug 11 to Aug 12
CA $108
CA $119 total
Aug 11 - Aug 12
includes taxes & fees
8.6/10 Excellent! (1,007 reviews)
"Clean, friendly staff"

Reviewed on Aug. 2, 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
The price is CA $104 per night from Sep 2 to Sep 3
CA $104
CA $115 total
Sep 2 - Sep 3
includes taxes & fees
7.6/10 Good! (766 reviews)
"Very nice staff."

Reviewed on Jul. 26, 2025

Days Inn by Wyndham Cameron
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
The price is CA $108 per night from Aug 11 to Aug 12
CA $108
CA $118 total
Aug 11 - Aug 12
includes taxes & fees
8.2/10 Very Good! (1,008 reviews)
"Everything was great!"

Reviewed on Aug. 1, 2025

SureStay Hotel by Best Western 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Winston vacation package cost?
Offering excellent value package deals from CA $537 on Expedia, you'll be surprised at how little a vacation to Winston costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Winston?
You can usually find lower prices and better availability in January, February and November. Check out our cheap Winston vacation packages and you could get some great off-season discounts.
How many days is enough for Winston?
With a well-organized itinerary, you can easily visit the most popular Winston attractions in a handful of days. But if you'd like to discover hidden spots or go on day tours, think about booking your Winston vacation for longer.
How to find the best Winston package deals?
Landing a cheap Winston package deal is a breeze with Expedia. Once you've entered your trip dates and destination under our "Packages" tab, set your budget, add some filters and see what's available. You can tweak your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Sort the results by "Price: low to high" to view the most affordable Winston package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Winston vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking hotels and flights separately. Better still, you can personalize your Winston escape to match your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Winston?
If you have your Winston travel dates finalized, book early to snap up some incredible deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spontaneous getaways? Our last-minute deals are ideal for impromptu escapes.
How to plan a trip to Winston?

  1. Choose when to travel: Check your schedule and get packing. Your preferred time of year and the type of activities available will also help you decide when to visit Winston.
  2. Work out your budget: Ensure you have enough money to cover everything from food and transportation to experiences and flights. Your hotel will likely be the biggest expense during your trip to Winston.
  3. Decide your trip length: Consider how long you'd like to spend discovering Winston. Plan your itinerary so you can get to all the attractions and experiences you're interested in without rushing.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. All that's left is to pick a Winston vacation package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.