Portland Vacation Packages

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Flight and hotel packages to Portland

Prices and availability subject to change. Additional terms may apply.
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Save 100% on your flight
per person
Jun 5 - Jun 11
Roundtrip non-stop flight included
Spokane (GEG) to Portland (PWM)
This hotel features 3 coffee shops/cafes and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll find a restaurant and a bar/lounge onsite for dining and drinks, along with a 24-hour front desk.
Waldo Emerson Inn

Waldo Emerson Inn

3 out of 5
per person
Jun 28 - Jul 1
Roundtrip flight included
Chicago (ORD) to Portland (PWM)
This bed & breakfast doesn't skimp on freebies - guests receive free full breakfast, free WiFi, and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls and an off-leash area. A bar/lounge, a terrace, and a garden are also provided.
Hidden Pond

Hidden Pond

4 out of 5
per person
Jun 28 - Jul 1
Roundtrip flight included
Chicago (ORD) to Portland (PWM)
A full-service spa, 2 outdoor pools, and a 24-hour gym are all featured at this smoke-free hotel. Families will appreciate the arcade/game room and picnic area. Unwind with a drink at one of the 3 bars/lounges and enjoy free perks like free self parking and a beach shuttle.
White Barn Inn & Spa, Auberge Resorts Collection

White Barn Inn & Spa, Auberge Resorts Collection

5 out of 5
per person
Jun 28 - Jul 1
Roundtrip flight included
Chicago (ORD) to Portland (PWM)
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and airport shuttle. Enjoy the seasonal outdoor pool and perks like free valet parking.
The Press Hotel, Marriott Autograph Collection

The Press Hotel, Marriott Autograph Collection

4 out of 5
Downtown Portland
per person
Jul 14 - Jul 17
Roundtrip flight included
Minneapolis (MSP) to Portland (PWM)
This hotel features a restaurant and 2 bars/lounges. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. There's a gym on site, and laundry facilities and concierge services are also offered.

Top Portland hotel deals

Ramada Plaza by Wyndham Portland

Ramada Plaza by Wyndham Portland

3 out of 5
155 Riverside St, Portland, ME
Free Cancellation
Reserve now, pay when you stay
The price is $85 per night
$85
per night
Apr 28 - Apr 29
This hotel features 2 restaurants, 2 spa tubs, and an indoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.
The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
157 High St, Portland, ME
Free Cancellation
Reserve now, pay when you stay
The price is $161 per night
$161
per night
Apr 28 - Apr 29
A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Unwind with a drink at the bar/lounge and enjoy perks like a free area shuttle.
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
468 Fore Street, Portland, ME
Free Cancellation
Reserve now, pay when you stay
The price is $145 per night
$145
per night
Apr 28 - Apr 29
This hotel features 3 coffee shops/cafes and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll find a restaurant and a bar/lounge onsite for dining and drinks, along with a 24-hour front desk.
Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront

4 out of 5
9 Center Street, Portland, ME
Free Cancellation
Reserve now, pay when you stay
The price is $188 per night
$188
per night
May 12 - May 13
This hotel features 2 restaurants and a 24-hour gym. WiFi in public areas is free. Valet parking, a lobby fireplace, and a communal living room are also offered.
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
20 Milk Street, Portland, ME
The price is $180 per night
$180
per night
Apr 30 - May 1
A full-service spa, a spa tub, and a restaurant are all featured at this smoke-free hotel. Unwind with a drink at one of the 2 bars/lounges and enjoy freebies like WiFi in public areas and a roundtrip airport shuttle. There's a gym on site, and laundry facilities and concierge services are also offered.
Hot Tub
Pet friendly
Clarion Hotel Portland

Clarion Hotel Portland

2.5 out of 5
1230 Congress St, Portland, ME
Free Cancellation
Reserve now, pay when you stay
The price is $84 per night
$84
per night
Apr 28 - Apr 29
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. Enjoy the spa tub and perks like free self parking and a free cruise terminal shuttle.
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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 in Portland

Image for State Theatre

State Theatre

4.5/5(88 reviews)

You can make plans for a show at State Theatre during your trip to Portland. Experience the area's acclaimed theater scene and great live music.

State Theatre
Image for Portland Museum of Art

Portland Museum of Art

4.5/5(255 reviews)

Maine’s largest and oldest art institution showcases three centuries of American art and European masters in its architecturally impressive museum complex.

Portland Museum of Art
Image for Victoria Mansion

Victoria Mansion

4.5/5(121 reviews)

You can find out about the history of Portland with a trip to Victoria Mansion. Experience the area's entertainment choices and great live music.

Victoria Mansion

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?
Splash out on a one-of-a-kind experience in Portland with a vacation package starting from just $857. Locking in flights, tours and hotels through Travelocity is a breeze. On top of that, our packages will leave you with more money in your pocket for plenty of fun times.
How long should my Portland vacation be?
There’s no hard and fast rule for how long your Portland vacation should be, but the majority of travelers like to stay around 2 nights. Got some wiggle room in your departure date? Consider extending your trip by a couple more nights. That way, you’ll have enough time to discover the nearby areas too.
Where can I get the best vacation package deals for Portland?
Picking up an amazing package deal to Portland is easy with Travelocity. With access to 400 air carriers and 1,000,000 worldwide properties, you’ll have loads of choice when it comes to selecting your flights and hotels.
Why should I purchase my Portland vacation package with Travelocity?
You’ll not only enjoy great savings, but you can also access our 24/7 support, top-notch service and a Price Match Guarantee. Explore every nook-and-cranny across the globe, uncover hidden sights and make long-lasting memories — we’ll take care of the important details.
Can I save money on my Portland car rental if I book it with a hotel or flight?
Sure can — combine your hotel, car and flight into a Portland vacation package and you’ll save loads. With so many places to explore in and around Portland, having your own ride will make exploring a breeze. Once you’ve buckled up, crank up the tunes and make your way to Fenway Park, a must-see attraction about 100 mi from Portland.
What is the best time of year to go to Portland?
If you’d rather avoid costly airfares, tourist masses and full hotels, arrange your trip outside of March, April and July. The quietest time to travel around Portland is September, October and December. You’ll find the highest hotel rates in and the lowest in .
Which airport is best for Portland?
One of the most popular options is Portland Intl. Jetport Airport (PWM), which is 3 mi west of the hustle and bustle of downtown Portland. You can also land at Augusta State Airport (AUG), 50 mi away from central Portland).
What is there to do in Portland?
While veering off the tourist trail can be rewarding, you shouldn’t miss the popular attractions that make a destination famous. Portland Museum of Art and University of Southern Maine are just two of them in Portland.
Where should I stay when visiting Portland?
If you’re after somewhere to lay your head, check out the La Quinta Inn & Suites by Wyndham Portland. It’s the top pick for many visitors.

Where to stay in Portland: Best areas for travelers