Portland Vacation Packages

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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.

Top Portland Vacation Deals

Price found within the past 48 hours. Click for updated prices.
USA Inn
River View Resort
Cliff House Maine
Inn at Diamond Cove
Hilton Garden Inn Portland Downtown Waterfront

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

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 $211 per night from Aug 25 to Aug 26
CA $211
CA $234 total
Aug 25 - Aug 26
includes taxes & fees
7.8/10 Good! (1,018 reviews)
"The hotel definitely needs a facelift but it was fine for a brief one night stay. The bed was comfortable. When the elevator got stuck on the 5th floor while we waited in the lobby, the front desk clerk was quick to walk up the 5 flights to address the situation."

Reviewed on Aug. 17, 2025

Clarion Hotel Portland
Ramada Plaza by Wyndham Portland

Ramada Plaza by Wyndham Portland

3 out of 5
155 Riverside St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is CA $176 per night from Sep 2 to Sep 3
CA $176
CA $194 total
Sep 2 - Sep 3
includes taxes & fees
7.8/10 Good! (1,043 reviews)
"The hotel was good enough for the time being (felt safe, clean, etc) but was overall just an okay property."

Reviewed on Aug. 20, 2025

Ramada Plaza by Wyndham Portland
La Quinta Inn & Suites by Wyndham Portland

La Quinta Inn & Suites by Wyndham Portland

3 out of 5
340 Park Ave, Portland, ME
Fully refundableReserve now, pay when you stay
The price is CA $199 per night from Sep 1 to Sep 2
CA $199
CA $220 total
Sep 1 - Sep 2
includes taxes & fees
8.8/10 Excellent! (2,215 reviews)
"Nice and clean"

Reviewed on Aug. 20, 2025

La Quinta Inn & Suites by Wyndham Portland
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

Frequently asked questions

How much does a Portland vacation package cost?
Offering excellent value package deals from CA $613 on Expedia, you'll be surprised at how little a vacation to Portland costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Portland?
You can typically find reduced prices and greater availability in January, February and March. Explore our cheap Portland vacation packages and you could score some great off-season deals.
How many days is enough for Portland?
We'd suggest booking a Portland vacation for around 2 days. This will give you enough time to tick off popular sights including State Theatre and Portland Museum of Art, and also explore neighbourhoods like Downtown Portland and Old Port. You could even fit in a day trip or two outside of Portland.
Is it worth booking a vacation package to Portland?
During your Portland vacation, you can look forward to experiencing some top-notch walking trails and culture. Leave enough room in your itinerary to check out leading sights like Thompson's Point and State Theatre.
How to find the best Portland package deals?
Bagging a cheap Portland package deal is easy with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your maximum budget, add a few filters and see what's available. You can personalize your search by "Amenities," "Property type," "Popular locations" and more. Order the results by "Price: low to high" to view the most affordable Portland package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Portland vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging accommodations and flights individually. Better still, you can tailor your Portland trip to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Portland?
If you've got your Portland travel dates locked in, book as early as you can to snap up some unbeatable deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spontaneous adventures? Our last-minute deals are great for impromptu escapes.
How to plan a trip to Portland?

  1. Pick the ideal time to travel: Your schedule, favourite season and the type of weather you like can all impact your decision on when to go to Portland.
  2. Calculate your budget: Ensure you have enough money to pay for everything from transportation and food to activities and flights. Your hotel will likely be the biggest expense during your trip to Portland.
  3. Set the duration of your trip: Start by listing all the activities and sights you'd like to get to in Portland. Then, estimate how long you'll need for each, as well as any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a tailored Portland vacation package.

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