Windham Holidays

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Your Windham Holiday

Book a Windham holiday package and get ready to experience the highlights of this city. Think about staying in the neighbourhood of Parkside, which is good for festivals, markets and walking. Eager to explore? Maine Wildlife Park, Riverside Municipal Golf Course and MAGAN Trailhead are among the top places to visit during a trip to Windham. No matter your travel plans or budget, putting together a tailored Windham holiday is a cinch with Expedia.

Beautiful view of the beach with palm trees

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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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Windham Holiday

Windham Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Portland Intl. Jetport Airport (PWM)
Max Temp Winter
-1.11ºC
Max Temp Summer
24ºC
Top Sights
State Theatre, Portland Museum of Art and East End Beach

Our pick of the best Windham Hotel Deals

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 AU$161 per night from 1 Dec to 2 Dec
AU$161
includes taxes & fees
1 Dec - 2 Dec
8.8/10 Excellent! (1,000 reviews)
Excellence
"Had an amazing time . The whole hotel was clean, staff was super kind and helpful.the location was excellent close to all sorts of restaurants and shopping.i very much recommend"

Reviewed on 25 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 AU$136 per night from 1 Dec to 2 Dec
AU$136
includes taxes & fees
1 Dec - 2 Dec
8.8/10 Excellent! (2,024 reviews)
Convenient and reasonable place to stay
"We went up to Portland to see the Maine Celtics and this place was reasonable and convenient. The room was very nice, the accessible bathroom very large. Could have used a bit more vacuuming (some wrappers, somebody nail clipping - ew)"

Reviewed on 25 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 AU$119 per night from 13 Dec to 14 Dec
AU$119
includes taxes & fees
13 Dec - 14 Dec
8.4/10 Very Good! (2,384 reviews)
"nice hotel !"

Reviewed on 27 Nov. 2024

Casco Bay Hotel, Ascend Hotel Collection
See all 2,834 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.
All Inclusive Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

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

Portland Downtown Highlights: "The Golden Adventure" Exploration Game

Downtown Golden Adventure Quest Experience in Portland

AU$16
Per adult
Downtown Golden Adventure Quest Experience in Portland
Downtown Portland: Coastal Vibe and Old Mansions with In-Add Audio Tour

Downtown Portland: Coastal Vibe and Old Mansions with In-Add Audio Tour

AU$14
Per adult
Downtown Portland: Coastal Vibe and Old Mansions with In-Add Audio Tour
Enjoying lobster rolls

Old Port "Seafood Lovers" Walking Lunch Tour in Portland, Maine

AU$232
Per adult
100% of travellers recommend
Old Port "Seafood Lovers" Walking Lunch Tour in Portland, Maine
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.