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$389 per night from 13 Aug to 14 Aug
AU$389
13 Aug - 14 Aug
includes taxes & fees
8.8/10 Excellent! (1,003 reviews)
"Bed a little lumpy. Otherwise perfect... great location!"

Reviewed on 31 Jul. 2025

Dormir
Clarion Hotel Portland

Clarion Hotel Portland

2.5 out of 5
1230 Congress St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is AU$260 per night from 11 Aug to 12 Aug
AU$260
11 Aug - 12 Aug
includes taxes & fees
7.8/10 Good! (1,001 reviews)
"Breakfast food served out of a closet was a little odd, but it did taste good."

Reviewed on 1 Aug. 2025

Clarion Hotel Portland
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$185 per night from 24 Aug to 25 Aug
AU$185
24 Aug - 25 Aug
includes taxes & fees
7.8/10 Good! (1,106 reviews)
"It was a nice place. The food was limited and the pool could use a cleaning but not to bad. Overall it was a good experience"

Reviewed on 1 Aug. 2025

Days Inn by Wyndham Airport/Maine Mall
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

Port City Light Cruise

Port City Lights Cruise

AU$59
per adult
100% of travellers recommend
Port City Lights Cruise
Vintage Fire Engine Tours

Vintage Fire Truck Sightseeing Tour of Portland Maine

AU$59
per adult
98% of travellers recommend
Vintage Fire Truck Sightseeing Tour of Portland Maine
Portland: Sunset Lighthouse Cruise in Casco Bay with Drinks

Portland: Sunset Lighthouse Cruise in Casco Bay with Drinks

AU$106
per adult
Portland: Sunset Lighthouse Cruise in Casco Bay with Drinks
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.