Portland Vacations from $360

Book a Hotel + Flight or Car together to unlock savings

Photo by Rick Bucchino

Your Portland Vacation

Renowned for its cultural experiences and eclectic style, Portland is an excellent getaway destination. Book one of our Portland vacation packages and immerse yourself in all that this fascinating city has to offer. Wesleyan University, TPC River Highlands and Brownstone Exploration & Discovery Park are just a few of the sights you'll want to explore during your trip to Portland. Your Portland vacation is just a few clicks away. Search hotels, airfares and more on Expedia for a getaway that's tailored just for you.

The Latest Portland Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Super 8 by Wyndham Cromwell/Middletown

Super 8 by Wyndham Cromwell/Middletown

2 out of 5
per person
Aug 22 - Aug 27
found 8 hours ago
Roundtrip flight included
West Palm Beach (PBI) to Hartford (BDL)
7/10 Good! (999 reviews)
Price is cheap. Location is good and easy to come and go. Room, AC conditions and internet speed greatly depend on what room you get. Furniture and beddings are quite aged and need replacement.

Reviewed on Jun 1, 2024

Residence Inn by Marriott Hartford Downtown

Residence Inn by Marriott Hartford Downtown

3.5 out of 5
Downtown Hartford
Save 100% on your flight
per person
Aug 22 - Aug 27
found 8 hours ago
Roundtrip flight included
West Palm Beach (PBI) to Hartford (BDL)
8.8/10 Excellent! (387 reviews)
A bit run down hotel but nice staff and good area

Reviewed on May 23, 2024

La Quinta Inn & Suites by Wyndham Hartford - Bradley Airport

La Quinta Inn & Suites by Wyndham Hartford - Bradley Airport

2.5 out of 5
per person
Aug 22 - Aug 27
found 8 hours ago
Roundtrip flight included
West Palm Beach (PBI) to Hartford (BDL)
8/10 Very Good! (1,500 reviews)
Front desk agent needs to be better trained to acknowledge a guest who is standing in front of them.

Reviewed on Jun 4, 2024

Baymont by Wyndham East Windsor Bradley Airport

Baymont by Wyndham East Windsor Bradley Airport

2.5 out of 5
per person
Aug 22 - Aug 27
found 8 hours ago
Roundtrip flight included
West Palm Beach (PBI) to Hartford (BDL)
6/10 (1,001 reviews)
It smelled of smoke everywhere.

Reviewed on May 20, 2024

Manchester Inn and Suites

Manchester Inn and Suites

2.5 out of 5
per person
Aug 22 - Aug 27
found 8 hours ago
Roundtrip flight included
West Palm Beach (PBI) to Hartford (BDL)
6.6/10 (1,002 reviews)
It was an average stay

Reviewed on May 28, 2024

Portland Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Bradley Intl. Airport (BDL)
Population
5,900
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Brownstone Exploration & Discovery Park, Dinosaur State Park and Powder Ridge Mountain Park and Resort

Portland Hotel Deals

Solano Inn
Solano Inn
2.5 out of 5
1503 Portland-Cobalt Rd, Portland, CT
The price is $146 per night from Jun 23 to Jun 24
$146
$168 total
includes taxes & fees
Jun 23 - Jun 24
7.6/10 Good! (245 reviews)
"The outside of the building is nothing like the inside. The room was great would stay there again for sure."

Reviewed on May 10, 2024

Solano Inn
Holiday Inn Express Southington, an IHG Hotel
Holiday Inn Express Southington, an IHG Hotel
2.5 out of 5
120 Laning St, Southington, CT
Fully refundable
The price is $142 per night from Jun 30 to Jul 1
$142
$163 total
includes taxes & fees
Jun 30 - Jul 1
8.4/10 Very Good! (1,008 reviews)
"It was clean"

Reviewed on Jun 4, 2024

Holiday Inn Express Southington, an IHG Hotel
Best Western Hartford Hotel & Suites
Best Western Hartford Hotel & Suites
2.5 out of 5
185 Brainard Rd, Hartford, CT
Fully refundableReserve now, pay when you stay
The price is $88 per night from Jun 16 to Jun 17
$88
$102 total
includes taxes & fees
Jun 16 - Jun 17
7.8/10 Good! (1,005 reviews)
Quick & comfortable
"Was quick & comfortable. Would have preferred water in the room"

Reviewed on Jun 3, 2024

Best Western Hartford Hotel & Suites
See all 624 properties in Portland
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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Portland vacation package cost?
Customize your Portland package from a low $360. Choose from any combination of rental cars, flights and hotels to create the getaway you’ve been dreaming about for ages. Don’t forget to add on a few experiences or activities!
How do I get a cheap travel package to Portland?
Our Portland vacation packages offer plenty of savings for the savvy explorer. For the best deals, simply combine your hotel, flights and extras (including activities) into one neat package. But great bargains are only the start of your next big adventure. Book with Expedia and you’ll have more than 550 airlines and 1,000,000 hotels globally to choose from. Whatever your style, there’s a package here just for you.
Where should I stay in Portland?
A vacation in Portland isn’t complete without checking out Wesleyan University, Brownstone Exploration & Discovery Park and Middlesex Hospital. Spend your nights close to these popular attractions and make sightseeing simple.
What are the top hotels in Portland?
If it’s comfort and convenience you’re after, look no further than Solano Inn. Spend your evenings unwinding here and your days roaming around Portland’s popular attractions.
How far in advance should I book my Portland vacation?
It can be difficult to know when the best time is to book your Portland vacation. But generally the earlier you book, the more affordable the prices. Sometimes, you can lock in your flights and hotels up to a year before your departure date. If you’re eager to escape on a last-minute getaway, no need to worry! There are great bargains featured on Expedia every day.
What does an Expedia Portland travel package include?
That depends on you. You can pick from a range of Portland packages, such as a hotel, rental car and flight. You can also book a hotel and a flight, or a rental car with a flight. Once you’ve made your booking, you can add the fun stuff like tours and activities. Whatever your perfect Portland vacation looks like, you’ll save!
What should I know before booking a Portland travel package?
An Expedia travel package can be customized for your budget and is a fantastic way to make your money go further. What you include is your call. Rental cars, hotels and flights — choose any combination that suits your style.
Can I choose my airline with a Portland Expedia vacation package?
With a vacation package, you’re always in charge. Whether you’re eager to fly to Portland in economy or first class, simply pick from the available airline options. Expedia has access to more than 550 partner airlines around the world.
If I'm not able to travel, can I cancel my Portland vacation package?
If your vacation plans in Portland have been upended, it’s comforting to know that it is possible to cancel your booking. If your booking was made within the last 24 hours, you may be able to get a refund. If your booking was made more than 24 hours ago, your hotel, airline or car rental company may charge a fee. For more information, visit our Customer Service Portal.

Discover the most popular places to visit in Portland

Image for Brownstone Exploration & Discovery Park

Brownstone Exploration & Discovery Park

3.5/5(3 reviews)

Have a fun-filled day with the family at Brownstone Exploration & Discovery Park during your visit to Portland. Experience the festivals and entertainment venues in this family-friendly area.

Brownstone Exploration & Discovery Park
Image for Arrigoni Winery

Arrigoni Winery

You can enjoy a tasting or tour at Arrigoni Winery during your travels to Portland. Experience the festivals and entertainment venues in this family-friendly area.

Arrigoni Winery

Other vacations you might like

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