Holidays in Portland
Get inspired to book your holiday with us
Plan your next holiday in Portland
From flights to stays, discover great offers for cheap holidays
Get more for less
Unlock better prices on flights and places to stay with Genius.
8.5
Property
From US$107.32 per night
Attraction
Vintage Fire Truck Sightseeing Tour of Portland Maine
Portland, United States
This 50-minute sightseeing tour is a fun and unique way to discover Portland, Maine. Board a Vint...
From US$45
From US$55 per day
Best places to stay in Portland
Find the perfect stay for your holiday
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 1,008 reviews
Sign in to save 10% or more
Unlock members-only discounts with a free Booking.com account and start saving with Genius.
Scored out of 10, guest rating 7.4
Good - What previous guests thought, 2,027 reviews
From US$103.44 per night
Scored out of 10, guest rating 7.7
Good - What previous guests thought, 1,954 reviews
From US$105.10 per night
Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 1,169 reviews
From US$107.96 per night
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 635 reviews
From US$122.80 per night
Scored out of 10, guest rating 7.7
Good - What previous guests thought, 897 reviews
From US$93.10 per night
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 513 reviews
From US$135.17 per night
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 695 reviews
From US$119.71 per night
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 410 reviews
From US$90.72 per night
Reasons to book holidays with Booking.com
Build your perfect trip
Book the best flights, stays and more – all in one place
Stay flexible
Keep your travel plans flexible with free cancellation options
Get 24/7 support
Contact us anytime and get support in multiple languages
Cheapest flights to Portland
The cheapest flights available in the next 60 days – prices are updated regularly
Tue 23 Dec
US$125.05
One way
Economy
1 traveller
Sat 20 Dec
US$128.31
One way
Economy
1 traveller
Thu 18 Dec
US$128.70
One way
Economy
1 traveller
Holidays in Portland: things to know
Most booked car type | Premium car |
|---|---|
Avg. daily price for Premium car | US$56 per day |
Avg. cost of stay | US$233 per night |
Best time to visit | June and May |
Avg. price for a round-trip flight | US$442 |
Most popular flight route | EWR Newark Liberty International Airport to PWM Portland International Jetport |
Weekend car rentals in Portland
Best places to visit in Portland
Make the most out of your holidays with tours, activities and more
The Real Portland Tour: City and 3 Lighthouses Historical Tour with a Real Local
Portland, United States
Welcome to my hometown! Hop aboard for an authentic 1 hour and 45 minute historical sightseeing t...
From US$69
Sunset Lighthouse Cruise Tour from Casco Bay
Portland, United States
This 105 minute cruise offers guests a chance to relax and unwind as we make our way around the i...
From US$56
Ultimate Portland Self-Guided Driving GPS Audio Tour
Portland, United States
Experience historic architecture, harbor views, and rich seaside culture with this driving tour o...
From US$15.29
Audio Guided Walking Tour from Old Port of Portland, Maine
Portland, United States
On this smartphone-guided adventure, you'll see Portland’s historic streets and discover its stor...
From US$7.75
Portland Tall Ship Cruise on Casco Bay
Portland, United States
What better way to see the delights of Portland than from the sea in one of the famous schooner t...
From US$99.31
Old Port Working Waterfront Walking Tour with Clam Chowder
Portland, United States
Dive straight into Portland’s working waterfront—where the smell of the sea, the bustle of the wh...
From US$49
Portland Explorer | Maine History, Culture, & 3 Lighthouses Tour
Portland, United States
Skip the city and head straight to the coast on this dedicated lighthouse tour of Maine’s best li...
From US$69
Self-Guided Audio Tour of Portland’s Historic Old Port District
Portland, United States
Discover the vibrant history of Portland’s Old Port on this engaging walking tour.
Wander throu...
From US$9.99
A Walk Through Time Tour in Portland
Portland, United States
Curious about Portland's history with railroads, fires, wars, famous poets and Hollywood producer...
From US$48.99
Acadia National Park Self-Guided Audio Tour
Portland, United States
A self-guided driving audio tour of Acadia National Park's highlights
From US$17.66
Popular alternatives to Portland
Explore more holiday destinations in the United States
