Deals on vacations and trips to Portland

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Portland flight + hotel vacation packages

Portland Harbor Hotel
AWOL Kennebunkport
Hyatt Place Portland-Old Port
The Westin Portland Harborview
Cambria Hotel Portland Downtown-Old Port

Top Portland hotels deals

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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.

Popular places to visit

Portland Vacations

Welcome to Portland, ME! The largest city in the Pine Tree State, Portland is home to a historic old shipping port, hundreds of restaurants, and dozens of lush natural spaces that make The Forest City the perfect spot for your next vacation.

What to Do In Portland, Maine

If you're planning to stay in the city, you'll want to look for Portland, Maine hotels that are either in the Old Port or the Downtown Arts District. These two areas are the liveliest parts of Portland and make a great base for exploring the city. The Old Port is a great place to stroll around, as its cobblestone streets play host to a number of local small businesses and shops. Portland is also home to several historic lighthouses, which make for an excellent day trip. Among the most notable are the Portland Head Light, and the Bug Light, which is across the river from the main downtown and offers a wonderful view of the city's skyline. Look for car rentals in Portland, Maine for easy access to these historic sites.

Make the Most of the Coast

Trips to Portland are great all year round, as there are a number of festivals and events that make the city come alive. One thing that's distinctive about Portland is the town's culinary culture, and there are some can't-miss food festivals that will make your trip really special. Harvest on the Harbor is one of the biggest festivals for food and wine it's celebrated in late October every year. There's also the Maine Brewers Festival, which celebrates the state's craft beer brewers in early November. With Travelocity, it's easy to put together Portland travel deals so you can save money on your next trip north. Use the Travelocity mobile app for special savings and exclusive deals when you book your Portland vacation.

Frequently asked questions

How much are vacation packages to Portland?
$974 is all you need to spend for a fantastic break in Portland. Bundle your flights and hotel into a Travelocity vacation package and see the savings start to grow. With prices this good, it’s never been more tempting to travel.
How long should my Portland vacation be?
Usually, 2 nights is how long most visitors spend checking out the delights of Portland. Wondering if you’ll have enough time to cross everything off your travel itinerary? Stay a couple more nights to make the most of your trip.
Where can I get the best vacation package deals for Portland?
With as many as 400 airlines and 1,000,000 properties around the world, you can’t beat Travelocity. Look through our extensive range and pick up the best package deal to Portland. Don’t you love it when organizing a trip is that easy?
Why should I book my Portland vacation bundle via Travelocity?
We have destinations to suit every kind of globetrotter, superb service and support available 24/7. To top that off, we’ll match any lower price you come across with our Price Match Guarantee.
Can I save on my Portland car rental if I book it with hotels and flights?
With a Portland vacation package, you can combine your car, hotel and flight bookings and save tons. If you want to uncover the best of this wonderful city, why not head to Fenway Park? This top attraction is 100 mi from Portland. With your own wheels, you’ll be there in a flash.
What is the best time of year to go to Portland?
Escape in and you can spend more cash on fun experiences, not your hotel. This is the cheapest month to book your getaway. Prices are highest in , so avoid traveling during this time if you’re on a tight budget. are the peak season months in Portland. You’ll need to book beforehand and be ready to pay higher rates. are the least popular months to visit.
Which airport is best for Portland?
Portland has two main airports to fly to — Portland Intl. Jetport Airport (PWM) (3 mi away from the city center) and Augusta State Airport (AUG) (50 mi away from central Portland).
What is there to do in Portland?
While taking the path less traveled is rewarding, you shouldn’t miss the big sights that make a destination famous. Portland Museum of Art and Victoria Mansion are just two of them in Portland.
Where should I stay when visiting Portland?
Many travelers opt to stay at the Portland Sheraton at Sable Oaks. It’s a great base for your Portland getaway.
Can I go on vacation to Portland at this time?
We have the local knowledge to ensure your travel dreams come true, so before arranging a ticket to Portland, check out our Covid-19 Travel Advisor. This is where you can get all the current info about travel restrictions, quarantine policies and much more.

Where to stay in Portland: Best areas for travelers