Winston Holidays

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    Save up to €900 when you book a flight and hotel together*

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

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

Top hotels in Winston

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 €77 per night from 14 Nov to 15 Nov
€77
14 Nov - 15 Nov
includes taxes & fees
8/10 Very good! (1,000 reviews)
"The building is slowing being renovated. Beautiful view of a large garden and doorstep parking. Our room had not been completely refitted with both bedside tables and the new desk, but we are looking forward to seeing how the room appears next stay. Note to self, get to breakfast a little earlier ..."

Reviewed on 3 Nov 2026

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
The price is €76 per night from 1 Dec to 2 Dec
€76
1 Dec - 2 Dec
includes taxes & fees
8.6/10 Excellent! (1,005 reviews)
"We stayed in an accessible room and that was great with regard to bars and accessibility to the toilet, etc. The bathroom was a bit rough around the edges as the carpentry did not look quite finished. The staff was very friendly. We only have one complaint. They have a rule that you cannot leave ..."

Reviewed on 2 Nov 2026

Red Roof Inn Cameron
Quality Inn Cameron

Quality Inn Cameron

2.5 out of 5
1803 Comfort Ln Cameron MO
Fully refundable
The price is €95 per night from 6 Dec to 7 Dec
€95
6 Dec - 7 Dec
includes taxes & fees
Quality Inn Cameron
See all 69 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.

Frequently asked questions

How much does a Winston holiday package cost?
You'll find cheap prices on Expedia for your Winston break. However, factors like your choice of hotel, the season and length of stay will determine how much your holiday to Winston costs.
What are the cheapest months to go to Winston?
If you're hoping to snag a cheap Winston holiday package, consider planning a trip in January, February and November. You're likely to find better rates on hotels and airfares during these months — ideal for budget-conscious travellers.
How many days is enough for Winston?
Usually, a handful of days is enough to go to the major attractions during your Winston holiday. However, if you prefer to have time to unwind or go on day tours, consider extending your trip.
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 customise 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 holiday as a package?
You can enjoy significant savings on your Winston getaway by booking a customised holiday 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 holiday 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.
How to plan a trip to Winston?

  1. Pick your dates: What you plan to do in Winston and your favourite season can help you decide when to get away.
  2. Set a budget: Factor in costs like flights, food and transportation when working out how much to put aside for your trip to Winston. Then, pick a property that matches your budget, whether that's a wallet-friendly stay or a swankier getaway.
  3. Determine how many days away: Start by making a list of all the sights and activities you want to get to in Winston. Then, estimate how long you'll need for each, as well as any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, car rental, flights and more into a personalised Winston holiday package.

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