Winston Holidays

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    Save up to HK$1,282 when you book a flight and hotel together*
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Top hotels in Winston

La Quinta Inn & Suites by Wyndham Helena

La Quinta Inn & Suites by Wyndham Helena

3 out of 5
701 Washington St, Helena, MT
Fully refundableReserve now, pay when you stay
The price is HK$908 per night from 7 Sept to 8 Sept
HK$908
HK$997 total
7 Sept - 8 Sept
includes taxes & fees
7.4/10 Good! (1,001 reviews)
"The staff were polite and friendly. Terri, in the kitchen, made mornings sweet and enjoyable."

Reviewed on 14 Aug 2025

La Quinta Inn & Suites by Wyndham Helena
Baymont by Wyndham Helena

Baymont by Wyndham Helena

2.5 out of 5
750 N Fee St, Helena, MT
Fully refundableReserve now, pay when you stay
The price is HK$678 per night from 14 Sept to 15 Sept
HK$678
HK$748 total
14 Sept - 15 Sept
includes taxes & fees
8/10 Very Good! (1,520 reviews)
"The room smelled like smoke."

Reviewed on 13 Aug 2025

Baymont by Wyndham Helena
Super 8 by Wyndham Helena

Super 8 by Wyndham Helena

2 out of 5
2200 11th Ave, Helena, MT
Fully refundableReserve now, pay when you stay
The price is HK$791 per night from 18 Aug to 19 Aug
HK$791
HK$870 total
18 Aug - 19 Aug
includes taxes & fees
5.2/10 (1,009 reviews)
"Staff was great, breakfast was good. The rest of hotel was in need of upgrades, all around. Laundry area was gross, and the ice machine was off. There are great Laundromats in Helena."

Reviewed on 12 Aug 2025

Super 8 by Wyndham Helena
See all 208 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 escape. However, factors like the season, choice of hotel and length of stay will influence how much your holiday to Winston costs.
What are the cheapest months to go to Winston?
You can generally find reduced prices and better availability in January, February and November. Check out our cheap Winston holiday packages and you could land some great off-season discounts.
How many days is enough for Winston?
The ideal length for your Winston holiday depends on what you'd like to do. Generally, a few days to a week will give you plenty of time to hit all the main attractions and explore some hidden treasures along the way.
How to find the best Winston package deals?
Begin your search for a Winston package deal by entering your destination and preferred trip dates under our "Packages" tab. Then select some filters, like "Property type" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the perfect Winston package deal right away, just play around with your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Winston escape underway.
Is it cheaper to book a Winston holiday as a package?
An Expedia holiday package could land you considerable savings when compared to arranging flights and hotels separately. Better still, you can customise your Winston escape to match your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a holiday package to Winston?
Score fantastic discounts by reserving your flights ahead of time with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for an impromptu Winston adventure.
How to plan a trip to Winston?

  1. Choose the right time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to visit Winston.
  2. Figure out your budget: Ensure you have enough money to pay for everything from transportation and dining out to flights and experiences. Your accommodation will likely be the largest expense during your trip to Winston.
  3. Decide how long to go for: Now that you know more about Winston, you can work out the right length of your break. Put together a draft plan and allocate enough time for all the things you want to do.
  4. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. All that's left is to choose a Winston holiday 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.