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.

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

Dormir

Dormir

3 out of 5
965 Roosevelt Trail, Windham, ME
Fully refundableReserve now, pay when you stay
The price is AU$386 per night from 13 Aug to 14 Aug
AU$386
13 Aug - 14 Aug
includes taxes & fees
8.8/10 Excellent! (1,003 reviews)
"I like the cleanliness. I do wish that for the price, room cleaning/replenishing towels, was available. Currently have to bring dirty towels down, in order to get clean ones."

Reviewed on 5 Aug. 2025

Dormir
Days Inn by Wyndham Airport/Maine Mall

Days Inn by Wyndham Airport/Maine Mall

2 out of 5
461 Maine Mall Rd, South Portland, ME
Fully refundableReserve now, pay when you stay
The price is AU$194 per night from 24 Aug to 25 Aug
AU$194
24 Aug - 25 Aug
includes taxes & fees
7.8/10 Good! (1,136 reviews)
"Room by exterior door to hotel very loud in morning"

Reviewed on 7 Aug. 2025

Days Inn by Wyndham Airport/Maine Mall
Germaine Inn South Portland

Germaine Inn South Portland

2 out of 5
675 Main Street I-95, Rt 1-I95 ex 45-I295 Ex 3, South Portland, ME
Fully refundable
The price is AU$179 per night from 17 Aug to 18 Aug
AU$179
17 Aug - 18 Aug
includes taxes & fees
7.4/10 Good! (124 reviews)
"We loved the indoor pool, the breakfast, and the mural in the room!"

Reviewed on 6 Aug. 2025

Germaine Inn South Portland
See all 3,300 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

What to do in Windham

Afternoon Windjammer Cruise Along the Coast of Portland Maine

Afternoon Windjammer Cruise Along the Coast of Portland Maine

AU$103
per adult
Afternoon Windjammer Cruise Along the Coast of Portland Maine
Sunset Lighthouse Cruise Tour from Casco Bay

Sunset Lighthouse Cruise Tour from Casco Bay

AU$86
per adult
90% of travellers recommend
Sunset Lighthouse Cruise Tour from Casco Bay
Harbor Lights and Sights Cruise

Harbor Lights and Sights Cruise

AU$83
per adult
86% of travellers recommend
Harbor Lights and Sights Cruise
See all activities in Windham

Frequently asked questions

How much does a Windham holiday package cost?
Offering great value package deals on Expedia, you'll be surprised at how little a holiday to Windham costs! Expedia's packages simplify travel planning and maximise your savings.
What are the cheapest months to go to Windham?
If you're looking to snag a cheap Windham holiday package, consider visiting in January, February and November. You'll generally find lower rates on hotels and airfares during these quieter months — perfect for a budget-friendly break.
How many days is enough for Windham?
With a well-organised travel plan, you can easily hit the most popular Windham attractions in a few days. But if you prefer to discover hidden spots or go on day trips, consider booking your Windham holiday for longer.
How to find the best Windham package deals?
Start your search for a Windham package deal by entering your preferred trip dates and destination under our "Packages" tab. Then add a few filters, like "Property type" and "Guest rating," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the ideal Windham package deal right away, just play around with your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Windham adventure underway.
Is it cheaper to book a Windham holiday as a package?
An Expedia holiday package could save you hundreds of dollars when compared to booking hotels and flights individually. Better still, you can personalise your Windham getaway to fit your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a holiday package to Windham?
If you have your Windham travel dates finalized, book early to score some awesome deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spontaneous getaways? Our last-minute deals are ideal for jetting off on a whim.
How to plan a trip to Windham?

  1. Pick your dates: What you'd like to do in Windham and your favourite season can help you decide when to travel.
  2. Set your budget: Factor in expenses like food, flights and transportation when calculating how much to put aside for your trip to Windham. Then, pick a property that works with your budget, whether that's a low-cost option or a deluxe retreat.
  3. Decide how long to go away for: Now that you know more about Windham, you can work out the right length of your break. Create a draft itinerary and allocate enough time to get through everything on your must-do list.
  4. Bundle your accommodation and airfare: Once you've nailed down your travel dates and duration, lock in the perfect Windham 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.