
Windham Holidays from £1,267
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to £335 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Packages with flights are ATOL protected
Your Windham Holiday
With plenty of highlights as well as some hidden gems, this city is best experienced with a Windham holiday 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 holiday to Windham today.
Top Windham Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.

2 River Road Inn & Cottages
per person
26 Sept - 3 Oct
found 1 day ago
Return direct flight included
London (LON) to Portland (PWM)
9/10 Wonderful! (213 reviews)
The property was absolutely beautiful and the staff and owners also just wonderful people. It was so clean from outside to inside and very convenient to Short sands and long sands and Oqunquit. I would highly recommend anyone they also are dog friendly.
Reviewed on 7 Jul 2025
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, East End Beach and Portland Museum of Art |
Top hotels in Windham

Clarion Hotel Portland
1230 Congress St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is £123 per night from 13 Jul to 14 Jul
£123
13 Jul - 14 Jul
includes taxes & fees
7.8/10 Good! (1,006 reviews)
"Everything is good. Coffee and tea in lobby ."
Reviewed on 5 Jul 2025

Days Inn by Wyndham Airport/Maine Mall
461 Maine Mall Rd, South Portland, ME
Fully refundableReserve now, pay when you stay
The price is £103 per night from 9 Jul to 10 Jul
£103
9 Jul - 10 Jul
includes taxes & fees
7.8/10 Good! (1,009 reviews)
"Perfect"
Reviewed on 4 Jul 2025

Ramada Plaza by Wyndham Portland
155 Riverside St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is £121 per night from 9 Jul to 10 Jul
£121
9 Jul - 10 Jul
includes taxes & fees
7.6/10 Good! (1,030 reviews)
"Super comfy bed. Excellent stay"
Reviewed on 2 Jul 2025
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

Downtown Golden Adventure Quest Experience in Portland
£6
per adult

Sunset Lighthouse Cruise Tour from Casco Bay
£41
per adult
90% of travellers recommend

Portland: Schooner Tall Ship Cruise on Casco Bay
£80
per adult
Frequently asked questions
More trip options
Expedia's Latest Trends
Hotels
Flights
Cheap Flights to CaliforniaCheap Flights to PalestineCheap Flights to SyriaCheap Flights to ChristmasCheap Flights to Saint Helena IslandCheap Flights to DepositCheap Flights to Bar HarborCheap Flights to HonoluluCheap Flights to BangorCheap Flights to HavanaCheap Flights to North PoleCheap Flights to PortlandCheap Flights to San Diego
Activities
Holiday Rentals
General
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.