Winn Holidays

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    Save up to S$134 when you book a flight and hotel together*
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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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Top hotels in Winn

Gateway Inn
Gateway Inn
2.5 out of 5
1963 Medway Road, Medway, ME
The price is S$147 per night from 24 Nov to 25 Nov
S$147
includes taxes & fees
24 Nov - 25 Nov
8.2/10 Very Good! (353 reviews)
"Right in a location where I needed a motel."

Reviewed on 1 Nov,2024

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$170 per night from 8 Dec to 9 Dec
S$170
includes taxes & fees
8 Dec - 9 Dec
8.8/10 Excellent! (152 reviews)
"They accommodated my late arrival. Flight was delayed and wouldn’t have made it in time for check in. Room was spacious and clean. Really quiet as well. When we come back we will stay here again."

Reviewed on 20 Oct,2024

Briarwood Motor Inn
The Whitetail and Suites
The Whitetail and Suites
2.5 out of 5
67 West Broadway, Lincoln, ME
8.2/10 Very Good! (158 reviews)
Great location, very quiet and clean.
"This was a one-night stay for us to attend a funeral in a remote area. It was in a good location that offered everything we needed. Room was quiet and large. Bed was firm and while we did sleep all night, it was "crinkly" and super firm. The spider webs that greeted us outside in front of the door ..."

Reviewed on 15 Oct,2024

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The Whitetail and Suites
See all 70 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?
Starting from as little as , you can build your own Winn holiday package. Simply bundle hotels, flights and car rentals and we’ll reward you with discounts.
How do I get a cheap travel package to Winn?
Secure flights that suit your busy schedule, add a hotel room to your booking and see how much you save with a Winn holiday package. It’s that easy! From flights and hotels to rental cars and tours, Expedia is your gateway to cheap travel. And with more than 550 air carriers and 1,000,000 hotel options throughout the world to choose from, you won’t be short of choice.
How far in advance should I book my Winn holiday?
To bag discount prices, book as early as you can. Air carriers usually release flight tickets, along with some of the lowest fares, up to 12 months ahead of time. Hotels, activities and car rental should also be booked early to avoid disappointment. If you were hoping for a last-minute getaway to Winn, there are always lots of great deals on Expedia. Book something in today!
What does an Expedia Winn travel package include?
Hotels, flights and car rentals — we bring you the very best deals. All you’ll have to do is decide on your favourite combination. After you’ve made your booking, you can add on the exciting stuff like activities and sightseeing tours. Our travel packages make it simple to put together an amazing Winn getaway.
What should I know before booking a Winn travel package?
Locking in all the parts of your getaway together is one of the easiest ways to save. Combine car rentals, airfares and hotels into a neat little package. But you’re not limited to hotels. Expedia features all kinds of properties, including holiday rentals such as beachfront villas and city apartments. The list is almost endless!
Can I choose my airline with a Winn Expedia holiday package?
You certainly can. Expedia has access to more than 550 airline partners around the world, so pick the carrier that best fits your travel preferences.
If I'm not able to travel, can I cancel my Winn holiday package?
You sure can, and we’re here to help. You may be able to cancel or amend your Winn holiday package at no cost within 24 hours of booking. However, you may incur a fee from your airline, hotel or car rental company if your booking is older than that. If life gets in the way of your holiday, visit our Customer Service Portal for further information.

* 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.