Portland Holidays

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Your Portland Holiday

When a fun city break is calling, answer it with a holiday package to Portland. The neighbourhood of Parkside, which is good for festivals, markets and walking, makes a great base for your adventures. Want to venture out and explore? Portland Head Light, Portland Museum of Art and University of Southern Maine are just a few of the top places to visit during your trip to Portland. Don't put off exploring this destination any longer. The ultimate Portland holiday is just a few clicks away with Expedia.

Our guide on where to stay in Portland

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

Portland Holiday

Things to do in and around Portland

Portland, Maine, is ideal for outdoor enthusiasts and families seeking scenic adventures. The city boasts a variety of activities, including arena entertainment, theatres, and music concerts. Key attractions include sightseeing tours, cycling trails, and museums, where visitors can purchase tickets for an enriching experience. Whether you're wandering through picturesque landscapes or enjoying vibrant cultural offerings, Portland promises a memorable escape.

Shopping

In Portland, you can visit The Cheese Iron for delightful gourmet treats, located 9.7km away. The Maine Mall, just 6.4km from the city, offers a fantastic mix of shopping and entertainment. If you're up for a drive, The Willows Flea Market, situated 48.3km away, showcases vibrant local goods.

Recreation

Thompson's Point offers a vibrant atmosphere with live music, perfect for relaxation and enjoyment. The State Theatre provides a romantic and cultural experience through captivating performances, while Hadlock Field brings the excitement of sports, making it ideal for an energetic outing in Portland.

Adventure

At Bayside Bowl, experience a lively atmosphere with bowling and arcade games, perfect for family fun. The Racket & Fitness Center offers a range of adventurous activities to keep you active. For a scenic outdoor experience, hike the MAGAN Trailhead, located 11.3km from Portland, surrounded by beautiful nature.

Nightlife

Portland's nightlife is vibrant with a mix of craft breweries and cosy bars. Visit The Blueberry for inventive cocktails and enjoy live jazz at The Chocolate Bar. For a laid-back vibe, the Portland House of Music offers great local performances, perfect for a memorable evening.

*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 blend of scenic beauty and cultural experiences. Visitors can explore various attractions, including entertainment arenas, historic houses, and beautiful beaches. Notable points of interest include the Portland '5 Centers, Portland Centre, Portland Roses, and other local attractions that cater to diverse interests, ensuring a memorable holiday for every traveller.

  • University of Southern Maine: This historic college offers a vibrant cultural atmosphere, with beautiful architecture and a lovely campus. Explore its galleries and attend local events that showcase the artistic talents of students and faculty alike.
  • East End Beach: Enjoy the stunning coastal views and sandy shores at East End Beach, a perfect spot for relaxation and sunbathing. The gentle waves and vibrant beach vibes make it an ideal location for a leisurely day by the sea.
  • Victoria Mansion: Step back in time at this exquisite historic house, renowned for its stunning architecture and opulent interiors. Guided tours reveal the rich history and artistic details that make Victoria Mansion a true gem of Portland.

Best time to go to Portland

The best time to visit Portland can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Portland falls in July, when visitor numbers are moderately high and weather is mostly sunny with light rain. The coolest average temperature in Portland falls in January, 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 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
State Theatre, Higgins Beach and Portland Museum of Art

Our pick of the best Portland Hotel Deals

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 AU$254 per night from 13 July to 14 July
AU$254
13 July - 14 July
includes taxes & fees
8.6/10 Excellent! (2,195 reviews)
"Overall a fine place to stay but nothing special. Fridge was turned off when we arrived, coffee at breakfast was cold, and parking was a $10 daily charge. The humidity was also so bad the toilet bowl had constant condensation and dripped so much it created a puddle. The bed and pillows were comfortable ..."

Reviewed on 8 July 2026

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

Portland Harbor Hotel

4 out of 5
468 Fore Street Portland ME
Fully refundableReserve now, pay when you stay
The price is AU$571 per night from 12 July to 13 July
AU$571
12 July - 13 July
includes taxes & fees
9.4/10 Exceptional! (1,779 reviews)
"Only 4 rooms that were having A/C problems. Of course we had one the rooms. If the A/C isn’t working, why continue to reserve the rooms and not just fix the A/C??? Front desk attendant Dennecia was wonderful and was able to get us moved for our last night in Portland. She made the experience enjoyable. ..."

Reviewed on 8 July 2026

Portland Harbor Hotel
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 AU$454 per night from 12 July to 13 July
AU$454
12 July - 13 July
includes taxes & fees
9.4/10 Exceptional! (1,258 reviews)
"Pros: The rooms are big and spacious. Clean rooms. Well maintained Good location. Central Part of downtown. Easy access to restaurants. Gym Good size gym . All necessary equipments available. Good weights range. Cons No smart TV, was hoping to relax and watch Netflix or HBO, or HDMI port to connect ..."

Reviewed on 7 July 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.