Windham Holidays

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    Save up to S$134 when you book a flight and hotel together*
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Top hotels in Windham

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 S$215 per night from 13 Jul to 14 Jul
S$215
13 Jul - 14 Jul
includes taxes & fees
7.8/10 Good! (1,008 reviews)
"Nice hotel close to the airport with shuttle service"

Reviewed on 7 Jul, 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 S$166 per night from 10 Jul to 11 Jul
S$166
10 Jul - 11 Jul
includes taxes & fees
7.8/10 Good! (1,003 reviews)
"We had a clean and comfortable room with what felt like a new king size bed for an affordable price! 😊 The staff members were polite, helpful and friendly. A complimentary breakfast was available with a number of food choices. We will definitely stay here again when in the Portland area."

Reviewed on 8 Jul, 2025

Days Inn by Wyndham Airport/Maine Mall
Ramada Plaza by Wyndham Portland
Ramada Plaza by Wyndham Portland
3 out of 5
155 Riverside St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is S$219 per night from 21 Jul to 22 Jul
S$219
21 Jul - 22 Jul
includes taxes & fees
7.6/10 Good! (1,030 reviews)
"Super comfy bed. Excellent stay"

Reviewed on 2 Jul, 2025

Ramada Plaza by Wyndham Portland
See all 3,332 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.

What to do in Windham

Portland Downtown Highlights: "The Golden Adventure" Exploration Game

Downtown Golden Adventure Quest Experience in Portland

S$11
per adult
Downtown Golden Adventure Quest Experience in Portland
Portland Old Port Ghost Walk

2-Hour Portland Old Port Ghost Walking Tour

S$37
per adult
2-Hour Portland Old Port Ghost Walking Tour
Afternoon Windjammer Cruise Along the Coast of Portland Maine

Afternoon Windjammer Cruise Along the Coast of Portland Maine

S$86
per adult
Afternoon Windjammer Cruise Along the Coast of Portland Maine
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. 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.