Portland Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • 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.

Top Portland Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Ogunquit River Inn & Suites
The Meadowmere Resort
Portland Harbor Hotel
Blind Tiger Portland - Danforth Street.
Portland Regency Hotel & Spa

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, scenic views, and family-friendly activities. Visitors can enjoy beach vacations, explore fishing piers, and engage in additional sightseeing. The city also boasts an array of entertainment options, including an arena, theatre performances, and music concerts, alongside great shopping opportunities that showcase local craftsmanship and flavours.

Shopping

In Portland, visit the Maine Mall, just 6.4km away, for a vibrant shopping experience with a variety of stores and entertainment. If you're up for a drive, check out the LL Bean Flagship Store and Marden's Surplus and Salvage, located 16 and 27.4km away, respectively.

Recreation

In Portland, indulge in the cultural ambiance of the State Theatre, where live performances create a romantic atmosphere. Experience the vibrant energy at Thompson's Point with its lively music concerts. For sports enthusiasts, Hadlock Field offers an exciting venue to enjoy thrilling games in a community-focused environment.

Adventure

Experience the vibrant atmosphere at Bayside Bowl with arcade games and bowling fun. Get your adrenaline pumping at Racket & Fitness Center with various adventure activities. For a scenic hike, venture to MAGAN Trailhead for stunning outdoor views, located 11.3km from Portland.

Nightlife

In Portland, Maine, enjoy vibrant nightlife at venues like Old Port, known for its lively bars and seafood restaurants. Visit Congress Street for eclectic music spots and cozy pubs. Don’t miss unique craft breweries and waterfront views that enhance the city's charming evening atmosphere.

*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 a family vacation, offering a mix of outdoor adventures and cultural experiences. Explore stunning beaches, historic houses, and vibrant entertainment venues. Don't miss the Portland Museum for a taste of local culture. With a variety of attractions catering to families and outdoor enthusiasts, you'll find plenty to enjoy in this charming coastal city.

  • Portland Museum of Art: This museum is a cultural gem, featuring an impressive collection of American, European, and contemporary art. Its stunning architecture and rotating exhibitions provide a unique insight into the art world, making it a must-see for culture enthusiasts.
  • East End Beach: Enjoy the sun and surf at East End Beach, a charming sandy spot perfect for relaxation or a beach day. With picturesque views of Casco Bay, it's an ideal location for swimming, picnicking, or simply soaking in the coastal vibe.
  • Cathedral of the Immaculate Conception: This stunning cathedral showcases beautiful Gothic architecture and intricate stained glass windows. Its serene atmosphere and rich history make it a peaceful place for reflection and appreciation of its artistic details.

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 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 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.

Ready to book your vacation to Portland?

 

Choose your dates

Portland Hotel Deals

Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

2.5 out of 5
1230 Congress St Portland ME
The price is CA $177 per night from Jun 22 to Jun 23
CA $177
CA $196 total
Jun 22 - Jun 23
includes taxes & fees
8/10 Very Good! (1,506 reviews)
"Stayed at the Clarion a couple nights and even though the main lobby/pool area was clean, our room was not. When we first went into the room, there was a used bar of soap on the floor as well as the shampoo and conditioners being half way full, showing that they were used. I told the front desk and ..."

Reviewed on Jun 15, 2026

Clarion Hotel Portland Airport ME
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
468 Fore Street Portland ME
The price is CA $395 per night from Jul 5 to Jul 6
CA $395
CA $491 total
Jul 5 - Jul 6
includes taxes & fees
9.4/10 Exceptional! (1,785 reviews)
"We had a great stay! Everyone was so nice, helpful, and efficient! We loved the location. Portland is an amazing city! Wasn’t aware of the $35 a day charges but it worked out!"

Reviewed on Jun 12, 2026

Portland Harbor Hotel
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
20 Milk Street Portland ME
The price is CA $356 per night from Jul 1 to Jul 2
CA $356
CA $393 total
Jul 1 - Jul 2
includes taxes & fees
9.4/10 Exceptional! (1,695 reviews)
"Perfectly located in the downtown area. Friendly staff who were able to provide useful suggestions about the surroundings. Plenty of charm and having all the expected amenities. Only, knock is value to price. Conceding staying in the summer on a Saturday is a prime time, but not sure the stay was ..."

Reviewed on Jun 15, 2026

Portland Regency Hotel & Spa
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

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.