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

Things to do in and around Portland

Portland, Maine, is an ideal destination for outdoor enthusiasts and families alike, offering a variety of activities such as arena entertainment, theatre performances, and music concerts. Visitors can explore exciting excursions, tour packages, and sightseeing options, including enticing sea combo tours that showcase the region's stunning coastal scenery. Whether you're seeking adventure or relaxation, Portland has something for everyone.

Shopping

In Portland, the Maine Mall offers a vibrant mix of shops and entertainment, just 6.4km away. If you're up for a drive, the LL Bean Flagship Store is 25.7km away, showcasing outdoor gear and apparel. For a unique experience, The Willows Flea Market is located 48.3km from the city.

Recreation

Experience the vibrant atmosphere at Thompson's Point, where live music resonates. Enjoy a romantic evening at the State Theatre, perfect for families and cultural enthusiasts. For sports lovers, Hadlock Field offers an exciting stadium experience, making it a thrilling destination for all.

Adventure

Bayside Bowl provides a vibrant atmosphere for bowling and arcade games, perfect for families seeking adventure. The Racket & Fitness Center offers a range of exhilarating activities for fitness enthusiasts. For nature lovers, MAGAN Trailhead is a scenic hiking trail located 11.3km from Portland, showcasing the area's breathtaking outdoor beauty.

Nightlife

Portland’s nightlife buzzes with vibrant bars and live music venues. Visit the Thirsty Pig for local craft beers and delicious sausages. For a unique cocktail experience, check out the speakeasy-style bar, The Jewel Box, where creative concoctions await. Enjoy the lively atmosphere and friendly locals.

*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 perfect for outdoor and family vacations, offering a blend of scenic beauty and cultural experiences. Explore popular attractions like historic houses, vibrant entertainment venues, and picturesque beaches. Don't miss a visit to the Portland Museum for an enriching experience. With something for everyone, Portland promises a delightful getaway filled with adventure and relaxation.

  • Portland Museum of Art: Discover a vibrant collection of American, European, and contemporary art in this cultural gem. The museum features rotating exhibitions and offers a glimpse into the artistic heritage of the region, making it a perfect stop for art enthusiasts.
  • East End Beach: Relax on the sandy shores of East End Beach, where you can soak up the sun, enjoy stunning views of Casco Bay, or partake in beach activities. This local favourite offers a laid-back atmosphere ideal for picnics and leisurely strolls along the coast.
  • Wadsworth-Longfellow House: Step back in time at the historic home of poet Henry Wadsworth Longfellow. This beautifully preserved house highlights the life and work of one of America's literary icons while offering insight into early 19th-century life in Portland.

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 SunnyModerately LowSlightly 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 SunnyAverageAverage

Tips to save on your trip to Portland

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Portland.
  • Consider traveling to Portland during the low season (January to March) for more affordable options.
  • 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.

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 €92 per night from 8 Feb to 9 Feb
€92
8 Feb - 9 Feb
includes taxes & fees
8.8/10 Excellent! (1,003 reviews)
What a great stay and great breakfast

Reviewed on 18 Jan 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 €74 per night from 27 Jan to 28 Jan
€74
27 Jan - 28 Jan
includes taxes & fees
8/10 Very Good! (1,328 reviews)
The pool was great!

Reviewed on 19 Jan 2026

Clarion Hotel Portland Airport ME
Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

4 out of 5
88 Spring St Portland ME
Fully refundable
The price is €74 per night from 29 Jan to 30 Jan
€74
29 Jan - 30 Jan
includes taxes & fees
8.8/10 Excellent! (1,470 reviews)
Location. We went to comedy show at State Theatre and was a 4 min. Walk. View from room was amazing for sunset, and the Breakfast was delicious!!

Reviewed on 20 Jan 2026

Holiday Inn Portland-By the Bay by IHG
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.

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What to do in Portland

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