Windham Holidays

    Plan, book, travel with confidence
    payments icon
    Better together
    Save up to S$120 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Top hotels in Windham

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$165 per night from 2 Jul to 3 Jul
S$165
per night
2 Jul - 3 Jul
8.4/10 Very Good! (1,677 reviews)
"The property and staff were wonderful and beds very comfortable. The breakfast was less tgan stellar as pastries were stale. I would still stay there again, but choose to have breakfast elsewhere, as we did on the second day."

Reviewed on 26 Jun,2024

Casco Bay Hotel, Ascend Hotel Collection
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$239 per night from 30 Jun to 1 Jul
S$239
per night
30 Jun - 1 Jul
8.8/10 Excellent! (999 reviews)
"This is a great little hotel and perfect for a quick stay. Easy drive to the lakes and restaurants and things to do and well priced"

Reviewed on 23 Jun,2024

Microtel Inn & Suites By Wyndham Windham
Portland Harbor Hotel
Portland Harbor Hotel
4 out of 5
468 Fore Street, Portland, ME
Fully refundableReserve now, pay when you stay
The price is S$537 per night from 1 Jul to 2 Jul
S$537
per night
1 Jul - 2 Jul
9/10 Wonderful! (1,219 reviews)
"Our room was very clean and spacious and had a terrace overlooking the center courtyard- very nice!"

Reviewed on 26 Jun,2024

Portland Harbor Hotel
See all 2,934 properties in Windham
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.

Popular places to visit

Image for Seacoast Adventure

Seacoast Adventure

Bring the family to Seacoast Adventure and enjoy some excitement at this theme park in Windham. Stroll along this family-friendly area's lakeside or simply enjoy its restaurants.

Seacoast Adventure
Image for Maine Wildlife Park

Maine Wildlife Park

Meet the animals who live at Maine Wildlife Park during your trip to Windham. While in this family-friendly area, you can savour the top-notch restaurants.

Maine Wildlife Park
Image for Mercy Primary Care

Mercy Primary Care

If Mercy Primary Care is what brings you to town, hopefully you'll have a chance to explore more of Windham.

Mercy Primary Care

What to do in Windham

Image for Portland: Old Port Seafood Lovers Tour

Portland: Old Port Seafood Lovers Tour

S$195
Per adult
Portland: Old Port Seafood Lovers Tour
Image for Sunset Lighthouse Harbor Cruise from Portland's Old Port

Sunset Lighthouse Harbor Cruise from Portland's Old Port

S$120
Per adult
Sunset Lighthouse Harbor Cruise from Portland's Old Port
Image for Portland, Maine: Old Port Brewery & Pub Walking Tour

Portland, Maine: Old Port Brewery & Pub Walking Tour

S$119
Per adult
Portland, Maine: Old Port Brewery & Pub Walking Tour
See all activities in Windham
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.