Portland Holidays
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Where to stay in Portland
Find the best Portland areas and neighborhoods for the activities you enjoy most. Learn more about Portland
Downtown Portland
4 out of top 10 points of interest in this area
3.5/5(2 area reviews)
A noteworthy feature of Downtown Portland is its captivating waterfront views. While you're in town, be sure to stop and check out Cross Insurance Arena and Merrill Auditorium.
Top hotels in Portland
The Westin Portland Harborview
157 High St Portland ME
Fully refundableReserve now, pay when you stay
The price is S$127 per night from 5 Jan to 6 Jan
S$127
5 Jan - 6 Jan, 2026
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
Yes
Reviewed on 14 Dec, 2025
Portland Harbor Hotel
468 Fore Street Portland ME
Fully refundableReserve now, pay when you stay
The price is S$193 per night from 23 Dec to 24 Dec
S$193
23 Dec - 24 Dec
includes taxes & fees
9.2/10 Wonderful! (1,712 reviews)
Lovely stay in a beautiful room, appreciated the upgrade. Easy walk to downtown activities.
Reviewed on 12 Dec, 2025
Portland Regency Hotel & Spa
20 Milk Street Portland ME
Fully refundableReserve now, pay when you stay
9.4/10 Exceptional! (1,549 reviews)
Perfect location, great hospitality.
Reviewed on 12 Dec, 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.
Popular places to visit
Thompson's Point
Commune with nature and explore the great outdoors at Thompson's Point during your travels in Portland. Stroll along the waterfront or attend a sporting event in the area.
What to do in Portland
Portland Maine Self-Guided Driving & Walking Audio Tour Bundle
S$29
per adult
100% of travellers recommend
Maine: Portland Smartphone-Based Walking Audio Tour
S$15
per traveller
Portland Smartphone Audio Tour: Self-Guided Drive
S$20
per traveller
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- Resorts in Windham
- Flights to Old Orchard Beach
- Flights to Portland
- Flights from Portland
- Flights from Cape Elizabeth
- Flights from Gray
- Flights from Gorham
- Flights from Baltimore (BWI) to Portland (PWM)
- Flights from Newark Liberty Intl. Airport (EWR) to Portland (PWM)
- Flights from Washington (IAD) to Portland (PWM)
- Flights from Islip (ISP) to Portland (PWM)
- Flights from New York (JFK) to Portland (PWM)
- Flights from Los Angeles (LAX) to Portland (PWM)
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- Bath Holidays
- Casco Holidays
- Charles Q. Clapp House
- Visit Cousins Island
- Fitzpatrick Stadium
- Kennebunkport Holidays
- Moody Holidays
- Visit Ocean Park
- Ogunquit Playhouse
- Ogunquit Holidays
- Old Orchard Beach Holidays
- Visit Old Orchard Beach
- Visit Orrs Island
- Poland Holidays
- Portland Head Light
- Sebago Lake State Park
- Sebago Holidays
- St. Peter’s By-The-Sea Protestant Episcopal Church
- Thompson's Point
- Wells Holidays
- Visit 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.
