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.
Ogunquit River Inn & Suites
Portland Harbor Hotel
Hilton Garden Inn Portland Downtown Waterfront
Saco Bay Hotel
Embassy Suites by Hilton Portland Maine

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?

 

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Portland Hotel Deals

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 CA $240 per night from May 10 to May 11
CA $240
CA $317 total
May 10 - May 11
includes taxes & fees
9.4/10 Exceptional! (1,748 reviews)
We (and our kids!) loved the “pantry” on each floor — fruit, snacks, cookies, tea, coffee. It was a much-appreciated surprise. Room was clean and quiet, and all staff were friendly and helpful.

Reviewed on Apr 29, 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 CA $213 per night from May 10 to May 11
CA $213
CA $273 total
May 10 - May 11
includes taxes & fees
9.4/10 Exceptional! (1,200 reviews)
First day my room wasn't cleaned ! Thought I'd get some complimentary water , but only had for first night !

Reviewed on May 1, 2026

Cambria Hotel Portland Downtown-Old Port
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
20 Milk Street Portland ME
The price is CA $216 per night from May 26 to May 27
CA $216
CA $239 total
May 26 - May 27
includes taxes & fees
9.4/10 Exceptional! (1,641 reviews)
The room was great. No microwave (which would have been helpful)

Reviewed on Apr 30, 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.

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