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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.

How much are vacation packages to Portland?

You might be surprised — you can find yourself in Portland for as low as . Allow Travelocity to save you money and time with our awesome vacation package deals. With flights, hotels and tours all ready to go, what's stopping you?

How long should my Portland vacation be?

Your Portland trip can be as long as you want, but the majority of travelers stay roughly 2 nights. In the mood to veer off the beaten path and uncover some lesser-known spots? Book a few more nights and experience another side of this place.

Where can I get the best vacation package deals for Portland?

Your dream vacation can be booked through Travelocity. With access to 400 airline partners and at least 665,000 properties worldwide, selecting the perfect Portland package deal couldn't be easier.

Why should I purchase my vacation package via Travelocity?

Because life is one amazing journey, and we have everything you could hope for to help you along the way. With our top-quality service and Price Match Guarantee, you can organize your trip with confidence. Plus, you can sleep easy while you're on the road knowing we've got you covered with our 24/7 customer support.

Can I save on my car rental if I bundle it with my hotel or flight?

Absolutely — bundle your hotel, car and flight into a Portland vacation package and you can save tons. With so many things to do in the Portland area, having your own set of wheels will make exploring easy. Once you're in the driver's seat, put the stereo on and find your way to Fenway Park, a must-see sight around 99 miles from Portland.

What is the best time of year to go to Portland?

If you prefer to wander wisely, February is one of the best times to do it. That's when hotel rates tumble. In contrast, prices soar around August. August, July, June are the most popular months to head to Portland, so expect big lines at tourist sights. Rather travel outside high season? You'll find thinner crowds during January, November, December.

Which airport is best for Portland?

Portland, ME (PWM-Portland Intl. Jetport) is one place you can kick-start your Portland adventure. About 2 miles west of Portland, it welcomes visitors from all over each day. Another top option is Augusta, ME (AUG-Augusta State), 50 miles away from central Portland.

What is there to do in Portland?

Portland is teeming with places to explore, such as Portland Head Light and University of Southern Maine. These two popular attractions top most people's travel schedules.

Where should I stay when visiting Portland?

Most travelers choose to book hotels in South Portland. Highly rated places to stay in this area of Portland include the Days Inn by Wyndham Airport/Maine Mall (2.0 stars) and the Howard Johnson Hotel by Wyndham South Portland (2.0 stars). Another superb neighborhood to look into is Nasons Corner. Here, we highly recommend the Ramada Plaza by Wyndham Portland (3.0 stars) and the Super 8 by Wyndham Portland ME (2.0 stars).

Top Portland Hotels Deals

The Westin Portland Harborview

The Westin Portland Harborview

4.0 out of 5.0 157 High St, Portland, ME
(13 Reviews)
A full-service spa, a 24-hour fitness center, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center, express check-out, and free airport shuttle. Unwind with a drink at the bar/lounge and enjoy perks like a free area shuttle.
Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine

3.5 out of 5.0 1050 Westbrook Street, Portland, ME
(34 Reviews)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Enjoy the 24-hour fitness center and free perks like cooked-to-order breakfast and free self parking.
Hyatt Place Portland-Old Port

Hyatt Place Portland-Old Port

3.0 out of 5.0 433 Fore St, Portland, ME
(20 Reviews)
The hotel's indoor pool, 24-hour fitness center, and 2 bars/lounges are among the featured amenities. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Free buffet breakfast is served.

Things to do in Portland

See all 19 things to do in Portland

Top Flight Deals to Portland

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

^Savings based on all package bookings made with Flight + Hotel on from January 1, 2019 to December 31, 2019, as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.