Windham Holidays
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Top hotels in Windham
Portland Harbor Hotel
468 Fore Street Portland ME
The price is S$402 per night from 7 Jun to 8 Jun
S$402
7 Jun - 8 Jun
includes taxes & fees
9.4/10 Exceptional! (1,755 reviews)
"Had an amazing 40th birthday celebration here . Everything was amazing from start to finish ! The courtyard King was well worth it and we loved opening up the door for an evening breeze . Central to dinner and shopping . Walked to dinner reservations + the ferry terminal to ferry over to Peaks Island ..."
Reviewed on 28 May, 2026
Portland Regency Hotel & Spa
20 Milk Street Portland ME
Fully refundableReserve now, pay when you stay
The price is S$359 per night from 7 Jun to 8 Jun
S$359
7 Jun - 8 Jun
includes taxes & fees
9.4/10 Exceptional! (1,659 reviews)
"Great location in the heart of the historic district."
Reviewed on 29 May, 2026
Cambria Hotel Portland Downtown-Old Port
25 HANCOCK STREET Portland ME
Fully refundableReserve now, pay when you stay
The price is S$387 per night from 7 Jun to 8 Jun
S$387
7 Jun - 8 Jun
includes taxes & fees
9.4/10 Exceptional! (1,220 reviews)
"Great location. Good breakfast. Parking was fine."
Reviewed on 28 May, 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
Harbor Lights and Sights Cruise
S$68
per adult
90% of travellers recommend
Portland Smartphone Audio Tour: Self-Guided Drive
S$19
per traveller
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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. 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.
