Portland Vacations
Pack those stellar shades. We have Portland vacation deals for you!
If there’s one thing you should spend in this busy world, it’s your vacation days. We know it’s easy to hang onto them, but Hotwire votes for putting them to use. It’s time to let an adventure lead you away from the daily grind. Stock up on what really matters on your trip to Portland – great memories and a tall tale or two.
Hotwire can help you find your travel bliss with Portland vacation packages. Bundling your hotel, car and flight means more unexpected fun with the money you saved. We’ll cover the bases; now it’s time for you to get up and go!
Pack everything you want – then take half of it out
We mean it. It’s far too easy to over-pack. We recommend picking your essentials and washing them along the way. Then you’ll have room for that goofy souvenir you know you want – or for some new outfits from that cute boutique you discover.Bring comfortable walking shoes on your trip to Portland
No one should have to endure walking tours in dress shoes or high heels. No one.Bring photocopies of your passport or license
You flew home from a great Portland vacation but your most important documents stayed behind. We’ve heard that story before and recommend keeping an extra copy on hand – just in case. Hey, at least it wasn’t a family member.Don’t underestimate the power of earplugs
Among crying babies, rowdy crowds and honking horns, take our word for it. One pair can save you from the zombie-like state of a sleepless night.Always carry some cash
You’ll be ready for anything from an evil ATM to lost credit cards. Holding a little extra cash in your wallet and carry-on means you can breathe easy if anything unexpected pops up.Explore like a local
Guidebooks and maps are great for getting an overview of the place, but to really dig in, go where the locals go. Pick up a newspaper or city magazine to see what restaurants and neighborhoods are hot. Check events listings and go see a band or attend a street festival. Or ask your friends for recommendations. You’d be surprised who in your circle knows Portland well.Portland Flight + Hotel Packages
Thu, Dec 3 - Mon, Dec 7
Hartsfield-Jackson Atlanta Intl. - Portland Intl. Jetport
$379
The price now is $327 per personFlight + Hotel
Wed, Nov 25 - Mon, Nov 30
Lambert-St. Louis Intl. - Portland Intl. Jetport
$940
The price now is $819 per personFlight + Hotel
Wed, Nov 25 - Mon, Nov 30
Lambert-St. Louis Intl. - Portland Intl. Jetport
$551
The price now is $513 per personFlight + Hotel
Thu, Dec 3 - Mon, Dec 7
Hartsfield-Jackson Atlanta Intl. - Portland Intl. Jetport
$456
The price now is $426 per personFlight + Hotel
Wed, Nov 25 - Mon, Nov 30
Lambert-St. Louis Intl. - Portland Intl. Jetport
$1,752
The price now is $1,638 per personFlight + Hotel
Wed, Nov 25 - Mon, Nov 30
Lambert-St. Louis Intl. - Portland Intl. Jetport
$1,031
The price now is $970 per personFlight + Hotel
Thu, Nov 5 - Sun, Nov 8
Hartsfield-Jackson Atlanta Intl. - Portland Intl. Jetport
$674
The price now is $635 per personFlight + Hotel
Thu, Nov 5 - Sun, Nov 8
Hartsfield-Jackson Atlanta Intl. - Portland Intl. Jetport
$676
The price now is $640 per personFlight + Hotel
Wed, Nov 25 - Mon, Nov 30
Lambert-St. Louis Intl. - Portland Intl. Jetport
$611
The price now is $582 per personFlight + Hotel
Wed, Nov 25 - Mon, Nov 30
Lambert-St. Louis Intl. - Portland Intl. Jetport
$596
The price now is $568 per personFlight + Hotel
Wed, Nov 25 - Mon, Nov 30
Lambert-St. Louis Intl. - Portland Intl. Jetport
$562
The price now is $537 per personFlight + Hotel
Wed, Nov 25 - Mon, Nov 30
Lambert-St. Louis Intl. - Portland Intl. Jetport
$556
The price now is $532 per personFlight + Hotel
Portland Vacation Packages 3-4 Night Stays
Thu, Dec 3 - Mon, Dec 7
Hartsfield-Jackson Atlanta Intl. - Portland Intl. Jetport
$379
The price now is $327 per personFlight + Hotel
Thu, Dec 3 - Mon, Dec 7
Hartsfield-Jackson Atlanta Intl. - Portland Intl. Jetport
$456
The price now is $426 per personFlight + Hotel
Thu, Nov 5 - Sun, Nov 8
Hartsfield-Jackson Atlanta Intl. - Portland Intl. Jetport
$674
The price now is $635 per personFlight + Hotel
Thu, Nov 5 - Sun, Nov 8
Hartsfield-Jackson Atlanta Intl. - Portland Intl. Jetport
$676
The price now is $640 per personFlight + Hotel
Thu, Nov 5 - Sun, Nov 8
Hartsfield-Jackson Atlanta Intl. - Portland Intl. Jetport
$1,463
The price now is $1,391 per personFlight + Hotel
Thu, Nov 5 - Sun, Nov 8
Hartsfield-Jackson Atlanta Intl. - Portland Intl. Jetport
$919
The price now is $882 per personFlight + Hotel
Thu, Nov 5 - Sun, Nov 8
Hartsfield-Jackson Atlanta Intl. - Portland Intl. Jetport
$676
The price now is $648 per personFlight + Hotel
Thu, Nov 5 - Sun, Nov 8
Hartsfield-Jackson Atlanta Intl. - Portland Intl. Jetport
$894
The price now is $864 per personFlight + Hotel
Thu, Dec 3 - Mon, Dec 7
Hartsfield-Jackson Atlanta Intl. - Portland Intl. Jetport
$467
The price now is $451 per personFlight + Hotel
Thu, Nov 5 - Sun, Nov 8
Hartsfield-Jackson Atlanta Intl. - Portland Intl. Jetport
$630
The price now is $617 per personFlight + Hotel
Thu, Nov 5 - Sun, Nov 8
Hartsfield-Jackson Atlanta Intl. - Portland Intl. Jetport
$975
The price now is $957 per personFlight + Hotel
Thu, Nov 5 - Sun, Nov 8
Hartsfield-Jackson Atlanta Intl. - Portland Intl. Jetport
$638
The price now is $627 per personFlight + Hotel
Portland Vacation Packages 5-7 Night Stays
Wed, Nov 25 - Mon, Nov 30
Lambert-St. Louis Intl. - Portland Intl. Jetport
$940
The price now is $819 per personFlight + Hotel
Wed, Nov 25 - Mon, Nov 30
Lambert-St. Louis Intl. - Portland Intl. Jetport
$654
The price now is $584 per personFlight + Hotel
Wed, Nov 25 - Mon, Nov 30
Lambert-St. Louis Intl. - Portland Intl. Jetport
$524
The price now is $475 per personFlight + Hotel
Wed, Nov 25 - Mon, Nov 30
Lambert-St. Louis Intl. - Portland Intl. Jetport
$489
The price now is $444 per personFlight + Hotel
Wed, Nov 25 - Mon, Nov 30
Lambert-St. Louis Intl. - Portland Intl. Jetport
$551
The price now is $513 per personFlight + Hotel
Wed, Nov 25 - Mon, Nov 30
Lambert-St. Louis Intl. - Portland Intl. Jetport
$524
The price now is $488 per personFlight + Hotel
Wed, Nov 25 - Mon, Nov 30
Lambert-St. Louis Intl. - Portland Intl. Jetport
$751
The price now is $701 per personFlight + Hotel
Wed, Nov 25 - Mon, Nov 30
Lambert-St. Louis Intl. - Portland Intl. Jetport
$1,752
The price now is $1,638 per personFlight + Hotel
Wed, Nov 25 - Mon, Nov 30
Lambert-St. Louis Intl. - Portland Intl. Jetport
$1,031
The price now is $970 per personFlight + Hotel
Wed, Nov 25 - Mon, Nov 30
Lambert-St. Louis Intl. - Portland Intl. Jetport
$611
The price now is $582 per personFlight + Hotel
Wed, Nov 25 - Mon, Nov 30
Lambert-St. Louis Intl. - Portland Intl. Jetport
$596
The price now is $568 per personFlight + Hotel
Wed, Nov 25 - Mon, Nov 30
Lambert-St. Louis Intl. - Portland Intl. Jetport
$562
The price now is $537 per personFlight + Hotel
Last Minute Hotel Deals
Estimated price for 1 night/2 adults
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Frequently Asked Questions About Portland
When is the best time of the year to find Portland vacation package deals?
February is the best time to find cheap Portland vacation deals.
When are the high and low seasons for Portland vacations?
August, July, June are the busiest months for Portland vacations, but January, November, December have the smallest crowds.
Where can I find the best last minute vacation deals for Portland?
Only on Hotwire can you find last minute vacations from over 841 Portland destinations.
What if I have to cancel my trip to Portland?
The fastest path to canceling your booking is through one of our self-serve tools found at https://vacation.hotwire.com/lp/coronavirus-travel
Book your Portland Vacation
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Hotels in Neighborhoods Near Portland
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- Parkside Hotels
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- Fortunes Rocks Hotels
- West Bayside Hotels
- East Bayside Hotels
- East End Hotels
- Munjoy Hill Hotels
- Valley Street Hotels
- Oakdale Hotels
- Ferry Village Hotels
- Back Cove Hotels
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Hotels Near Points of Interest in Portland
- Hotels near Maine Mall
- Hotels near Maine Medical Center
- Hotels near Old Orchard Beach Pier
- Hotels near Higgins Beach
- Hotels near Goose Rocks Beach
- Hotels near State Theatre
- Hotels near Cross Insurance Arena
- Hotels near Portland Head Light
- Hotels near Portland Museum of Art
- Hotels near Thompson's Point
- Hotels near University of Southern Maine
- Hotels near Funtown Splashtown USA
- Hotels near University of New England
- Hotels near Victoria Mansion
- Hotels near Palace Playland
- Hotels near Portland Stage
- Hotels near Merrill Auditorium
- Hotels near Fort Williams Park
- Hotels near Center for Maine History
- Hotels near Engine