Winston Holidays

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    Save up to S$134 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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Winston Flight & Hotel Packages

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

Hotel Delle Civette

3 out of 5
Nomentano
Price was S$2,501, price is now S$934 per person
S$934
per person
22 Sept - 27 Sept
found 12 hours ago
Return flight included
London (LON) to Rome (FCO)
9.4/10 Exceptional! (218 reviews)
Great place to stay, if back in Roma will stay there again!

Reviewed on 1 Aug, 2025

MyTALE Creative Academy Hotel

MyTALE Creative Academy Hotel

4 out of 5
Rome City Centre
Save 100% on your flight
Price was S$2,371, price is now S$1,291 per person
S$1,291
per person
22 Sept - 27 Sept
found 12 hours ago
Return flight included
London (LON) to Rome (FCO)
9.4/10 Exceptional! (123 reviews)
The check in was at 4 pm instead of 3. The staff were unsure about the situation. The building where we should stay is somewhere else.

Reviewed on 10 Aug, 2025

Hotel Splendide Royal - The Leading Hotels of the World

Hotel Splendide Royal - The Leading Hotels of the World

5 out of 5
Rome City Centre
Save 100% on your flight
Price was S$5,393, price is now S$3,166 per person
S$3,166
per person
22 Sept - 27 Sept
found 12 hours ago
Return flight included
London (LON) to Rome (FCO)
9.4/10 Exceptional! (1,005 reviews)
The hotel was spotless and the staff were very nice. When we arrived there was a woman screaming in the lobby. Additionally the gym was new yet had a must order and down in the basement. It was called a spa yet not a spa. Breakfast beautiful and delicious as was the night lounge upstairs

Reviewed on 9 Aug, 2025

Parco dei Principi Grand Hotel & SPA - Preferred Hotels & Resorts

Parco dei Principi Grand Hotel & SPA - Preferred Hotels & Resorts

5 out of 5
Pinciano
Save 100% on your flight
Price was S$3,100, price is now S$1,966 per person
S$1,966
per person
22 Sept - 27 Sept
found 12 hours ago
Return flight included
London (LON) to Rome (FCO)
9/10 Wonderful! (811 reviews)
Great quiet location. Quick walk through the park to the top of the Spanish Steps. The park is amazing. You feel like you’re back in time with all the ruins and head on and headless statues.

Reviewed on 17 Aug, 2025

Hotel Ottaviano Augusto

Hotel Ottaviano Augusto

3 out of 5
Vatican
Save 100% on your flight
Price was S$1,736, price is now S$1,165 per person
S$1,165
per person
22 Sept - 27 Sept
found 12 hours ago
Return flight included
London (LON) to Rome (FCO)
9/10 Wonderful! (293 reviews)
The staff was very attentive!

Reviewed on 17 Jul, 2025

Top hotels in Winston

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 S$124 per night from 2 Sept to 3 Sept
S$124
2 Sept - 3 Sept
includes taxes & fees
8.6/10 Excellent! (1,008 reviews)
"it was fine!"

Reviewed on 19 Aug, 2025

Red Roof Inn 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 S$111 per night from 26 Aug to 27 Aug
S$111
26 Aug - 27 Aug
includes taxes & fees
8.2/10 Very Good! (1,003 reviews)
"Large clean room."

Reviewed on 13 Aug, 2025

SureStay Hotel by Best Western 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 S$106 per night from 31 Aug to 1 Sept
S$106
31 Aug - 1 Sept
includes taxes & fees
7.6/10 Good! (774 reviews)
Amazing comfort
"It was awesome!!!!! Everyone was great & the rooms very nice!!!! Will be back again & definitely recommend to any and all I know! Thank you! Penny Jason"

Reviewed on 6 Aug, 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.

Frequently asked questions

How much does a Winston holiday package cost?
You'll find cheap prices from S$934 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.