Winn Holidays

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    Save up to S$134 when you book a flight and hotel together*
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Top hotels in Winn

Gateway Inn

Gateway Inn

2.5 out of 5
1963 Medway Road, Medway, ME
Fully refundableReserve now, pay when you stay
The price is S$140 per night from 15 Aug to 16 Aug
S$140
15 Aug - 16 Aug
includes taxes & fees
8.2/10 Very Good! (389 reviews)
"Place was clean and comfortable. Would gladly stay here again."

Reviewed on 12 Aug, 2025

Gateway Inn
Briarwood Motor Inn

Briarwood Motor Inn

2.5 out of 5
223 West Broadway, Lincoln, ME
Fully refundableReserve now, pay when you stay
The price is S$162 per night from 24 Aug to 25 Aug
S$162
24 Aug - 25 Aug
includes taxes & fees
8.8/10 Excellent! (164 reviews)
Comfortable
"Check in was pleasant and easy. The receptionist was very welcoming. The room was clean and comfortable. The bathroom could use some repairs."

Reviewed on 5 Aug, 2025

Briarwood Motor Inn
The Whitetail and Suites

The Whitetail and Suites

2.5 out of 5
67 West Broadway, Lincoln, ME
The price is S$166 per night from 14 Aug to 15 Aug
S$166
14 Aug - 15 Aug
includes taxes & fees
8.4/10 Very Good! (168 reviews)
"Amazing customer service 👏"

Reviewed on 29 Jul, 2025

The Whitetail and Suites
See all 73 properties in Winn
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 Winn holiday package cost?
You can pick up a holiday package to this destination on Expedia. But how much your holiday to Winn costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to Winn?
You can generally find lower prices and better availability in January, February and March. Explore our cheap Winn holiday packages and you could score some great off-season deals.
How many days is enough for Winn?
With a well-planned itinerary, you can easily visit the top Winn sights in a handful of days. But if you'd like to venture off the beaten track or take day trips, consider booking your Winn holiday for longer.
How to find the best Winn package deals?
Use Expedia's handy filters to find some of the best Winn package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your break for midweek, or search for Winn package deals in the off-season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to lock in your holiday package well in advance.
Is it cheaper to book a Winn holiday as a package?
You can enjoy significant savings on your Winn escape by booking a tailored holiday package. Click on the "Package" heading, then enter your travel dates and destination to browse the best hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a holiday package to Winn?
If you're planning an impromptu Winn adventure, browse our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can find sensational deals on your hotels and flights by booking ahead.
How to plan a trip to Winn?

  1. Pick your dates: The things you plan to do in Winn and your favourite season will help you decide when to go.
  2. Budget wisely: On top of the price of your hotel, you should consider other expenses too. These include transportation, flights and food. Also, set aside a little extra for unexpected expenses that may crop up during your trip to Winn.
  3. Decide how long to go for: Now that you're more familiar with Winn, you can figure out the perfect length of your holiday. Pull together a draft plan and allocate enough time to get through everything on your must-do list.
  4. Bundle your accommodation and airfare: After you've settled on your dates and duration, lock in the perfect Winn holiday package for you.

* 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.