Portland Vacations from $403

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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

Residence Inn by Marriott Hartford Downtown

Residence Inn by Marriott Hartford Downtown

3.5 out of 5
Downtown Hartford
per person
May 24 - May 27
Roundtrip flight included
Washington (IAD) to Hartford (BDL)
8.8/10 Excellent! (383 reviews)
The other button was not working, so as far as what I did not like about the area. It did not really feel unsafe, but there were a lot of people asking for money. They would be standing outside businesses, in parking lots, etc. Just made for an uneasy feeling.

Reviewed on Mar 24, 2024

Days Inn by Wyndham Torrington

Days Inn by Wyndham Torrington

2 out of 5
per person
Jun 7 - Jun 14
Roundtrip non-stop flight included
Los Angeles (LAX) to Hartford (BDL)
7.4/10 Good! (915 reviews)
Staff very friendly. Not the nicest facility. Tv didn’t work

Reviewed on Apr 20, 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
May 24 - May 27
Roundtrip flight included
Washington (IAD) to Hartford (BDL)
8/10 Very Good! (1,485 reviews)
I had a really good stay. Staff was very friendly. & the hotel room was very clean

Reviewed on Apr 19, 2024

Super 8 by Wyndham Cromwell/Middletown

Super 8 by Wyndham Cromwell/Middletown

2 out of 5
per person
Jun 7 - Jun 14
Roundtrip non-stop flight included
Los Angeles (LAX) to Hartford (BDL)
7/10 Good! (1,001 reviews)
It was one night stay and it was good

Reviewed on Apr 19, 2024

Homewood Suites by Hilton Windsor Locks Hartford

Homewood Suites by Hilton Windsor Locks Hartford

3 out of 5
per person
May 24 - May 27
Roundtrip flight included
Washington (IAD) to Hartford (BDL)
8.6/10 Excellent! (564 reviews)
Fast shuttle pick up and drop off.

Reviewed on Apr 4, 2024

Prices and availability subject to change. Additional terms may apply.

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
Fully refundableReserve now, pay when you stay
The price is $120 per night from May 1 to May 2
$120
$137 total
includes taxes & fees
May 1 - May 2
7.6/10 Good! (239 reviews)
"It was close to the Castle area where I needed to be early for a meeting. Dumpster pick up at 4 Am was unexpected ."

Reviewed on Mar 22, 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
The price is $126 per night from Apr 29 to Apr 30
$126
$145 total
includes taxes & fees
Apr 29 - Apr 30
8.4/10 Very Good! (988 reviews)
Decent Stay
"As expected for a 2-star hotel, no frills, front desk was nice. Room wasn't cleaned after the first night, other than that no complaints."

Reviewed on Apr 22, 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 $118 per night from May 1 to May 2
$118
$136 total
includes taxes & fees
May 1 - May 2
7.8/10 Good! (1,002 reviews)
"Your hotel needs better computers and printer for the computer desk area. Couldn't work on things i needed to while at my stay at hotel."

Reviewed on Apr 20, 2024

Best Western Hartford Hotel & Suites
See all 625 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 $403. 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.