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

Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

2.5 out of 5
1230 Congress St Portland ME
The price is €139 per night from 26 Jul to 27 Jul
€139
26 Jul - 27 Jul
includes taxes & fees
8.2/10 Very good! (1,547 reviews)
"Wonderful stay. The pool and hot tub were a major plus guest services on point!! My airport transport was not honored when we left. That's okay. I found another way to make it back. Very comfortable beds. Super clean. Bathrooms were lovely with plenty of towels and amenities."

Reviewed on 11 Jul 2026

Clarion Hotel Portland Airport ME
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

3 out of 5
340 Park Ave Portland ME
Fully refundableReserve now, pay when you stay
The price is €154 per night from 12 Jul to 13 Jul
€154
12 Jul - 13 Jul
includes taxes & fees
8.6/10 Excellent! (2,198 reviews)
"This is my second stay at La Quinta in Portland. It is a very well maintained and managed hotel. It is quiet, in good condition, and consistently clean. The staff is very pleasant and helpful; and the location is convenient."

Reviewed on 11 Jul 2026

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med
Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port

3 out of 5
25 HANCOCK STREET Portland ME
Fully refundable
The price is €343 per night from 26 Jul to 27 Jul
€343
26 Jul - 27 Jul
includes taxes & fees
9.4/10 Exceptional! (1,262 reviews)
"First of all, the hotel front desk and staff were excellent. Very friendly and very helpful. The most disappointing part of the stay was paying $12 for a single shot of vodka and $5.50 for a small drip coffee. Seemed out of place at a Cambria hotel in Portland Maine."

Reviewed on 10 Jul 2026

Cambria Hotel Portland Downtown-Old Port
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.

Stay near popular Portland attractions

What to do in Portland

Frequently asked questions

How much does a Portland holiday package cost?
You'll find cheap prices on Expedia for your Portland break. However, factors like your choice of hotel, the season and length of stay will determine how much your holiday to Portland costs.
What are the cheapest months to go to Portland?
You're likely to find lower rates and greater availability in January, February and March. Explore our cheap Portland holiday packages and you could score some great off-season discounts.
How many days is enough for Portland?
We recommend booking a Portland holiday for at least 2 days. This will allow you plenty of time to tick off top sights including East End Beach and Sand Beach, as well as explore neighbourhoods like Downtown Portland and Old Port. You might even be able to make time for a day trip (or two) outside of Portland.
Is it worth booking a holiday package to Portland?
During your Portland holiday, you can count on experiencing some top-notch walking trails and culture. Leave enough time in your itinerary to discover major sights like Thompson's Point and State Theatre.
How to find the best Portland package deals?
Start your search for a Portland package deal by entering your destination and travel dates under our "Packages" tab. Then select a few filters, like "Popular locations" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the ideal Portland package deal right away, simply change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Portland escape off to a flying start.
Is it cheaper to book a Portland holiday as a package?
You can enjoy significant savings on your Portland retreat by booking a personalised holiday package. Check the "Package" heading, then select your destination and travel dates to browse the best airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a holiday package to Portland?
Secure fantastic discounts by booking your flights early with Expedia. If being spontaneous is more your thing, take advantage of our last-minute deals for an impromptu Portland escape.
How to plan a trip to Portland?

  1. Pick the ideal time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to travel to Portland.
  2. Figure out your budget: Ensure you have enough money to cover everything from food and transportation to activities and airfares. Your hotel will likely be the largest expense during your trip to Portland.
  3. Decide your trip length: Think about how much time you'd like to spend discovering Portland. Plan your itinerary so you can get to all the attractions and activities you're interested in at a comfortable pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a customised Portland holiday package.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.