
Windham Vacation Packages
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Your Windham Vacation
With plenty of highlights as well as some hidden gems, this city is best experienced with a Windham vacation package. Book a hotel in Parkside, which is good for festivals, markets and walking. If your trip to Windham includes a little sightseeing, don't miss well-known attractions like Maine Wildlife Park, Riverside Municipal Golf Course and MAGAN Trailhead. Check out Expedia's wide range of travel options and begin planning your perfect vacation to Windham today.
Top Windham Vacation Deals
Price found within the past 48 hours. Click for updated prices.

Ogunquit River Inn & Suites
Moody
Price was CA $1,970, price is now CA $1,336 per person
CA $1,336
per person
Aug 1 - Aug 5
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Portland (PWM)
9/10 Wonderful! (1,011 reviews)
The staff was very welcoming and pleasant. The view from our balcony room overlooking the Ogunquit river was beautiful and tranquil. The breakfast included was better than average with many offerings including warm entrees. Nice comfy robes (even slippers included) was a bonus.
Reviewed on Jun 22, 2026

The Meadowmere Resort
Price was CA $2,421, price is now CA $1,647 per person
CA $1,647
per person
Aug 1 - Aug 5
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Portland (PWM)
8.6/10 Excellent! (1,000 reviews)
Price was good for the amenities offered and location. Our room was just recently renovated.
Reviewed on Jun 22, 2026

Portland Harbor Hotel
Downtown Portland
Price was CA $1,950, price is now CA $1,452 per person
CA $1,452
per person
Aug 1 - Aug 5
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Portland (PWM)
9.4/10 Exceptional! (1,786 reviews)
Great friendly place and the location was perfect! So walkable to many shops, restaurants and sites.
Reviewed on Jun 23, 2026

Old Orchard Beach Inn
Price was CA $1,905, price is now CA $1,530 per person
CA $1,530
per person
Aug 1 - Aug 5
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Portland (PWM)
8.2/10 Very good! (1,001 reviews)
Cozy, quiet, clean room. Helpful staff. Great location and nice breakfast.
Reviewed on Jun 23, 2026

Hampton Inn Portland Downtown - Waterfront
Downtown Portland
Price was CA $1,909, price is now CA $1,560 per person
CA $1,560
per person
Aug 1 - Aug 5
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Portland (PWM)
8.8/10 Excellent! (1,007 reviews)
Wonderful hotel with great location. Indoor pool. Free coffee (great) 24/7
Reviewed on Jun 22, 2026
Windham Hotel Deals

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med
340 Park Ave Portland ME
Fully refundableReserve now, pay when you stay
The price is CA $197 per night from Jun 29 to Jun 30
CA $197
CA $218 total
Jun 29 - Jun 30
includes taxes & fees
8.6/10 Excellent! (2,200 reviews)
"This was a brief stay on our driving trip through the New England states. The property is very nice, modern and well maintained. Rooms are super clean, well appointed and have great amenities. Breakfast was decent, although the coffee was mostly gone when I filled my cup before leaving. I would definitely ..."
Reviewed on Jun 22, 2026

Portland Harbor Hotel
468 Fore Street Portland ME
Fully refundableReserve now, pay when you stay
The price is CA $366 per night from Jun 28 to Jun 29
CA $366
CA $459 total
Jun 28 - Jun 29
includes taxes & fees
9.4/10 Exceptional! (1,773 reviews)
"Great friendly place and the location was perfect! So walkable to many shops, restaurants and sites."
Reviewed on Jun 23, 2026

Cambria Hotel Portland Downtown-Old Port
25 HANCOCK STREET Portland ME
Fully refundableReserve now, pay when you stay
The price is CA $370 per night from Jun 28 to Jun 29
CA $370
CA $448 total
Jun 28 - Jun 29
includes taxes & fees
9.4/10 Exceptional! (1,253 reviews)
"The staff was fine but not always as helpful as they could have been. The rooms were great and the beds clean and comfortable. The shower floor needed to be cleaned but the rest of the place was great. It’s in a wonderful location so we could walk to all the places we wanted to visit. The airport ..."
Reviewed on Jun 22, 2026
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 Smartphone Audio Tour: Self-Guided Drive
CA $24
per traveller
100% of travellers recommend
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.








