Portland Holidays

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Your Portland Holiday

When a break in the city is calling, answer it with a holiday package to Portland. The neighbourhood of Parkside, which is great for festivals, markets and walking, makes a fantastic base for your adventures. Fill your free time with tours of Portland Head Light, University of Southern Maine and Portland Museum of Art, some of the top attractions you just have to see during your trip to Portland. Don't put off your visit to this destination any longer. Your perfect Portland holiday is just a few clicks away with Expedia.

The Annual Holiday Sale

Members save up to 40% on hotels and holiday homes. Plan this year’s big trip and save.

Where to stay in Portland

Find the best Portland areas and neighborhoods for the activities you enjoy most. Learn more about Portland

Things to do in and around Portland

Portland, Maine, is an ideal destination for outdoor enthusiasts and families alike, offering a variety of activities. Enjoy arena entertainment, theatre performances, and music concerts. Key experiences include excursions, tour packages, and sightseeing options, as well as delightful sea combo tours that showcase the stunning coastal scenery. Whether you're exploring local attractions or indulging in the vibrant culture, Portland promises a memorable holiday experience.

Shopping

For a delightful shopping experience, visit the Maine Mall, just 6.4km from Portland, offering a variety of shops and entertainment. If you're up for a drive, head to Marden's Surplus and Salvage, 27.4km away, or explore The Willows Flea Market, located 48.3km from the city.

Recreation

Experience the vibrant atmosphere at Thompson's Point with live music events that uplift your spirits. At the State Theatre, immerse yourself in cultural performances perfect for a romantic evening or family outing. For sports enthusiasts, Hadlock Field offers thrilling games that energise and entertain.

Adventure

Bayside Bowl is an exciting arcadeAdventureZone in Portland, perfect for families seeking adventure vibes. The Racket & Fitness Center offers a variety of adventure activities for those looking to stay active. For hiking enthusiasts, the MAGAN Trailhead, located 11.3km from Portland, provides stunning outdoor scenery.

Nightlife

Portland's nightlife offers a vibrant mix of craft breweries and lively bars. Start your evening at the iconic Old Port area, where you can enjoy local ales at the Maine Beer Company or savour cocktails at the speakeasy-style Blyth & Burrows, ensuring a memorable night out.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in Portland

Portland, Maine, is an ideal destination for outdoor enthusiasts and families, offering a delightful mix of scenic beaches, historic houses, and entertainment arenas. Visitors can immerse themselves in the local culture and enjoy a variety of attractions, including the Portland Museum. Whether you're looking for family-friendly activities or outdoor adventures, Portland has something for everyone to create lasting memories.

  • East End Beach: Enjoy the laid-back atmosphere of East End Beach, where you can relax on sandy shores, soak up the sun, and take in stunning views of the Atlantic Ocean. It's the perfect spot for a seaside picnic or a leisurely stroll along the water's edge.
  • International Cryptozoology Museum: Delve into the intriguing world of cryptozoology at this unique museum. Discover fascinating exhibits dedicated to legendary creatures like Bigfoot and the Loch Ness Monster, offering a blend of culture and curiosity that will captivate your imagination.
  • Maine Narrow Gauge Railroad Company and Museum: Experience a slice of history at this charming museum, showcasing the legacy of Maine's narrow gauge railroads. Ride on vintage trains and explore exhibits that highlight the region's transportation heritage, making it a delightful outing for all ages.

Best time to go to Portland

The best time to visit Portland is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are moderately high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are moderately low and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January26.1°F (-3.3°C)Light RainMostly SunnyModerately LowSlightly Low
February27.0°F (-2.8°C)Light RainMostly SunnyModerately LowSlightly Low
March33.4°F (0.8°C)Light RainMostly SunnyAverageSlightly Low
April43.9°F (6.6°C)Light RainMostly SunnyAverageAverage
May54.0°F (12.2°C)Light RainMostly SunnyAverageAverage
June61.9°F (16.6°C)Light RainMostly SunnyAverageAverage
July68.9°F (20.5°C)Light RainMostly SunnyModerately HighSlightly High
August68.5°F (20.3°C)Light RainMostly SunnyModerately HighSlightly High
September62.2°F (16.8°C)Light RainMostly SunnyModerately HighSlightly High
October52.2°F (11.2°C)Light RainMostly SunnyAverageAverage
November41.2°F (5.1°C)Light RainMostly SunnyAverageAverage
December32.9°F (0.5°C)Light RainMostly SunnyModerately LowAverage

Tips to save on your trip to Portland

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling during the off-peak season (typically January to March) for more affordable package holidays to Portland.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Portland Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Portland Intl. Jetport Airport (PWM)
Population
66,900
Max Temp Winter
-1.11ºC
Max Temp Summer
24ºC
Top Sights
Higgins Beach, State Theatre and East End Beach

Top hotels in Portland

The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
157 High St Portland ME
Fully refundableReserve now, pay when you stay
The price is £80 per night from 3 Mar to 4 Mar
£80
3 Mar - 4 Mar
includes taxes & fees
8.8/10 Excellent! (1,006 reviews)
Room and room service was great. Awesome location as well.

Reviewed on 8 Feb 2026

The Westin Portland Harborview
Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

2.5 out of 5
1230 Congress St Portland ME
Fully refundableReserve now, pay when you stay
The price is £63 per night from 19 Feb to 20 Feb
£63
19 Feb - 20 Feb
includes taxes & fees
8/10 Very Good! (1,359 reviews)
Great service awesome staff. . They put up with me

Reviewed on 10 Feb 2026

Clarion Hotel Portland Airport ME
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
468 Fore Street Portland ME
Fully refundableReserve now, pay when you stay
9.2/10 Wonderful! (1,760 reviews)
Nice decor and amenities (pantry)

Reviewed on 11 Feb 2026

Portland Harbor Hotel
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

What to do in Portland

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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. Flight-inclusive packages are ATOL protected.