Portland Vacations from $241

Book a Hotel + Flight or Car together to unlock savings

Photo by Rick Bucchino
Choose one or more items to build your trip:
    Plan, book, travel with confidence
  • payments icon
    Better together
    Save up to $580 when you book a flight and hotel together*
  • lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

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
Jul 4 - Jul 7
Roundtrip flight included
Tampa (TPA) to Hartford (BDL)
7/10 Good! (1,001 reviews)
Based on the investment, I think the service was great and I have a really good sleep. based on the investment, I think the service was great and I have a really good sleep. This hotel is the underdog

Reviewed on May 14, 2024

Manchester Inn and Suites

Manchester Inn and Suites

2.5 out of 5
per person
Jul 4 - Jul 7
Roundtrip flight included
Tampa (TPA) to Hartford (BDL)
6.6/10 (1,001 reviews)
Even though the property is under construction it was a pleasant stay and enjoyable

Reviewed on May 14, 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
Jun 27 - Jun 30
Roundtrip non-stop flight included
Dallas (DFW) to Hartford (BDL)
8/10 Very Good! (1,490 reviews)
The plugs in the lamps I liked that. I wish the breakfast lasted a little longer

Reviewed on May 13, 2024

Holiday Inn Express Vernon - Manchester, an IHG Hotel

Holiday Inn Express Vernon - Manchester, an IHG Hotel

2.5 out of 5
per person
Jul 4 - Jul 7
Roundtrip flight included
Tampa (TPA) to Hartford (BDL)
8.4/10 Very Good! (781 reviews)
The staff were lovely, the place was very, very clean, and it was quiet.

Reviewed on May 8, 2024

Homewood Suites by Hilton Windsor Locks Hartford

Homewood Suites by Hilton Windsor Locks Hartford

3 out of 5
per person
Jun 27 - Jun 30
Roundtrip non-stop flight included
Dallas (DFW) to Hartford (BDL)
8.6/10 Excellent! (568 reviews)
I’m was extremely disappointed with this site especially for what I paid. The room had a bad odor and the staff at the front desk were less than helpful. I’d never stay here again.

Reviewed on May 15, 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 $121 per night from Jun 16 to Jun 17
$121
$140 total
includes taxes & fees
Jun 16 - Jun 17
7.6/10 Good! (242 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 $128 per night from May 27 to May 28
$128
$147 total
includes taxes & fees
May 27 - May 28
8.4/10 Very Good! (1,000 reviews)
"I liked my stay and it was a comfortable hotel. Only thing I didnt like is i havent recieved my refund for the incidental fee at check in"

Reviewed on May 13, 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 $101 per night from May 27 to May 28
$101
$116 total
includes taxes & fees
May 27 - May 28
7.8/10 Good! (999 reviews)
"Great breakfast and attentive associates"

Reviewed on May 14, 2024

Best Western Hartford Hotel & Suites
See all 623 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.

Explore other types of vacation packages

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 $241. 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.