Windham Holidays

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Top hotels in Windham

Microtel Inn & Suites By Wyndham Windham
Microtel Inn & Suites By Wyndham Windham
3 out of 5
965 Roosevelt Trail, Windham, ME
The price is S$148 per night from 19 Feb to 20 Feb
S$148
includes taxes & fees
19 Feb - 20 Feb
8.8/10 Excellent! (1,001 reviews)
"We have stayed several times, when the pricing is reasonable. When we do, it’s a sweet and simple little hotel."

Reviewed on 13 Feb,2025

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$243 per night from 3 Mar to 4 Mar
S$243
includes taxes & fees
3 Mar - 4 Mar
9/10 Wonderful! (1,470 reviews)
"Awesome place to get cozy for a few days. Great staff, restaurant, and lots of free waters/coffee and snacks."

Reviewed on 16 Feb,2025

Portland Harbor Hotel
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$139 per night from 19 Feb to 20 Feb
S$139
includes taxes & fees
19 Feb - 20 Feb
7.6/10 Good! (1,021 reviews)
Easy, clean, quiet.
"Quick and easy check in. Friendly host. Clean rooms. Quiet. Not much more you can ask for."

Reviewed on 5 Feb,2025

Ramada Plaza by Wyndham Portland
See all 2,995 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?
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.

What to do in Windham

Old Wharf Street Portland, ME

Audio Guided Walking Tour from Old Port of Portland, Maine

S$11
per adult
Audio Guided Walking Tour from Old Port of Portland, Maine
Portland, Maine: Local Brewery & Spirits Bus Tour

Portland, Maine: Local Brewery & Spirits Bus Tour

S$135
per adult
100% of travellers recommend
Portland, Maine: Local Brewery & Spirits Bus Tour
Private Professional Vacation Photoshoot in Portland

Private Professional Vacation Photoshoot in Portland

S$302
per adult
Private Professional Vacation Photoshoot in Portland
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. 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.