Portland Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • payments icon

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Your Portland Vacation

When a break in the city is calling, answer it with a vacation package to Portland. The neighborhood 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 vacation is just a few clicks away with Expedia.

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, offers a delightful blend of outdoor adventures and family-friendly activities. Enjoy beach vacations, explore scenic fishing piers, and indulge in fantastic shopping at local centres. Don't miss the vibrant theatre scene and arena entertainment that showcase the city's cultural offerings. Whether you're seeking relaxation or excitement, Portland has something for everyone to enjoy amidst its picturesque surroundings.

Shopping

For a delightful shopping experience in Portland, visit the Maine Mall, only 6.4km away, offering a variety of shops and entertainment. If you're up for a drive, the LL Bean Flagship Store is 25.7km away, and The Willows Flea Market, 48.3km away, is great for unique finds.

Recreation

At Thompson's Point, enjoy vibrant music concerts that energize the spirit. The State Theatre offers a cultural experience with romantic performances perfect for families. For sports enthusiasts, Hadlock Field presents exciting games, allowing you to immerse yourself in the local sports atmosphere.

Adventure

Bayside Bowl offers a lively arcadeAdventureZone, perfect for families seeking adventure vibes while enjoying bowling and games. For fitness enthusiasts, the Racket & Fitness Center provides thrilling adventure activities. Meanwhile, the MAGAN Trailhead, located 11.3km from Portland, invites hikers to explore stunning outdoor scenery.

Nightlife

In Portland, Maine, experience vibrant nightlife at the Old Port, featuring lively bars, seafood restaurants, and live music venues. Explore Congress Street for trendy cocktail lounges, while the waterfront offers stunning views and a relaxed atmosphere perfect for a 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 mix of scenic beauty and cultural experiences. Visitors can explore beautiful beaches, historic homes, and entertainment venues. The Portland Museum is a must-visit for those seeking to immerse themselves in the local culture. With numerous attractions catering to various interests, Portland promises a delightful vacation for every type of traveller.

  • Cross Insurance Arena: Experience the vibrant atmosphere at this premier entertainment venue, hosting a variety of events, from concerts to sports. It’s a great spot for families looking to enjoy live performances and thrilling games in a lively setting.
  • Portland Museum of Art: Immerse yourself in the cultural heartbeat of Portland at this art museum. Featuring a diverse collection of American and European art, it provides a unique opportunity to appreciate artistic expression and engage with the local art scene.
  • East End Beach: Relax and unwind at this picturesque beach, where you can soak up the sun, stroll along the sandy shores, and enjoy stunning views of Casco Bay. It’s the perfect spot for a refreshing day by the ocean.

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 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.

Ready to book your vacation to Portland?

 

Choose your dates

Portland Hotel Deals

Fireside Inn & Suites Portland

Fireside Inn & Suites Portland

3 out of 5
81 Riverside St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is CA $170 per night from Oct 2 to Oct 3
CA $170
CA $188 total
Oct 2 - Oct 3
includes taxes & fees
Fireside Inn & Suites Portland
Clarion Hotel Portland

Clarion Hotel Portland

2.5 out of 5
1230 Congress St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is CA $163 per night from Sep 15 to Sep 16
CA $163
CA $181 total
Sep 15 - Sep 16
includes taxes & fees
Clarion Hotel Portland
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 CA $248 per night from Sep 9 to Sep 10
CA $248
CA $274 total
Sep 9 - Sep 10
includes taxes & fees
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med
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.

Discover the most popular places to visit in Portland

What to do in Portland

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