Windham 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.

Top hotels in Windham

Microtel Inn & Suites By Wyndham Windham
Microtel Inn & Suites By Wyndham Windham
3 out of 5
965 Roosevelt Trail, Windham, ME
Fully refundableReserve now, pay when you stay
The price is S$148 per night from 1 Dec to 2 Dec
S$148
includes taxes & fees
1 Dec - 2 Dec
8.8/10 Excellent! (1,005 reviews)
"Nice stay overall"

Reviewed on 13 Nov,2024

Microtel Inn & Suites By Wyndham Windham
La Quinta Inn & Suites by Wyndham Portland
La Quinta Inn & Suites by Wyndham Portland
2.5 out of 5
340 Park Ave, Portland, ME
Fully refundableReserve now, pay when you stay
The price is S$123 per night from 26 Nov to 27 Nov
S$123
includes taxes & fees
26 Nov - 27 Nov
8.8/10 Excellent! (2,017 reviews)
Great stay, middling breakfast
"I enjoyed my stay, room was quiet, slept well 4 nights!!! Only downside was skimpy breakfast compared to la quinta in Harrisburg earlier on our trip."

Reviewed on 20 Nov,2024

La Quinta Inn & Suites by Wyndham Portland
Casco Bay Hotel, Ascend Hotel Collection
Casco Bay Hotel, Ascend Hotel Collection
3.5 out of 5
80 John Roberts Rd., South Portland, ME
Fully refundableReserve now, pay when you stay
The price is S$105 per night from 7 Dec to 8 Dec
S$105
includes taxes & fees
7 Dec - 8 Dec
8.4/10 Very Good! (2,376 reviews)
"Very good"

Reviewed on 22 Nov,2024

Casco Bay Hotel, Ascend Hotel Collection
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 Windham holiday package cost?
From just . Yes, you read that right. Our Windham holiday packages are an easy way to stretch your budget. Combine your favourite hotels, flights and rental car and get to know this wonderful destination.
How do I get a cheap travel package to Windham?
Browse and lock in everything in one place with our Windham holiday packages. You’ll discover deals on hotels, flights, tours and more that’ll keep your wallet happy and your adventurous spirit full. And, with more than 550 airlines and 1,000,000 hotels all over the world to select from, you’ll have the flexibility to mix and match as you like.
Where should I stay in Windham?
With so much to do in Windham, it’s a good idea to lock in a hotel close to its attractions. Seacoast Adventure, Maine Wildlife Park and Mercy Primary Care are some fascinating ones to put on your to-do list.
What are the top hotels in Windham?
Get your holiday off to a good start by staying at Classic Maine Waterfront Cottage On Pristine Highland Lake Windham. It’s one of most popular properties in Windham. Another leading option is Highland Lakefront Cabin.
How far in advance should I book my Windham holiday?
While not all air carriers release tickets early, you can normally start comparing international airfares on Expedia up to a year in advance. This is the time when you can nab some fantastic deals. If you’re booking at the last minute, there’s a chance you could get lucky. Discounted prices occasionally appear only weeks before departure.
What does an Expedia Windham travel package include?
Car rentals, flights and hotels — we connect you to the best deals. All you have to do is decide on your preferred combination. After you’ve made your booking, you can add on the exciting stuff like tours and experiences. Our travel packages make it simple to create an unforgettable Windham trip.
What should I know before booking a Windham travel package?
A travel package can be customized for your circumstances and is a great way to stretch your hard-earned dollars. How much you include is totally up to you. Hotels, rental cars and flights — decide on a combination that works with your plans.
Can I choose my airline with a Windham Expedia holiday package?
Expedia has access to more than 550 airline partners globally, so you definitely can. Simply select the airline you want and craft your ideal Windham getaway.
If I'm not able to travel, can I cancel my Windham holiday package?
It’s difficult to predict what the future holds, so it’s good to know that you can change or cancel your Windham holiday package. If you booked in the last 24 hours, you may be eligible for a refund. If your booking is older, your hotel, airline or car rental company may charge a fee. Check our Customer Service Portal to find out more.

What to do in Windham

* 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.