Portland Vacations from $586

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Your Portland Vacation

The eclectic style and cultural experiences are just the beginning of the things Portland has going for it. Discover the sights and sounds of this city the way you want with a personalized Portland vacation package. A trip to Portland is an ideal opportunity to do a bit of sightseeing. Check out renowned attractions like Wesleyan University, Brownstone Exploration & Discovery Park and TPC River Highlands. Expedia can help you escape the everyday. Tailor your vacation to Portland to suit your style of travel, whatever that may be!

The Latest Portland vacation packages

Price found within the past 48 hours. Click for updated prices.
Candlewood Suites Windsor Locks Bradley Arpt by IHG

Candlewood Suites Windsor Locks Bradley Arpt by IHG

2.5 out of 5
Price was $695, price is now $586 per person
$586
per person
Feb 2 - Feb 7
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Hartford (BDL)
8.4/10 Very Good! (1,202 reviews)

Delamar West Hartford

Delamar West Hartford

4 out of 5
Price was $1,644, price is now $1,199 per person
$1,199
per person
Feb 2 - Feb 7
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Hartford (BDL)
9.8/10 Exceptional! (1,003 reviews)
Very clean and the staff was very friendly

Reviewed on Nov 10, 2026

Holiday Inn Express Vernon - Manchester by IHG

Holiday Inn Express Vernon - Manchester by IHG

2.5 out of 5
Price was $798, price is now $641 per person
$641
per person
Feb 2 - Feb 7
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Hartford (BDL)
8.6/10 Excellent! (1,004 reviews)
👍

Reviewed on Nov 14, 2026

Best Way Inn

Best Way Inn

2.5 out of 5
Price was $1,779, price is now $1,505 per person
$1,505
per person
Feb 2 - Feb 7
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Hartford (BDL)
7/10 Good! (392 reviews)
Was put into a smoking room. Front desk was able to switch me out New room had "moist sheets" - as a though they had not been dried before being put on bed. Very odd. Staff was helpful and changed bedding. Fit my expectations

Reviewed on Nov 8, 2026

The Cromwell Inn

The Cromwell Inn

2.5 out of 5
Price was $718, price is now $612 per person
$612
per person
Feb 2 - Feb 7
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Hartford (BDL)
7.4/10 Good! (45 reviews)

Don't see what you're looking for?
See all available trips from Columbus to Portland
View all trips

Stay near popular Portland attractions

Chris Cote's Toptracer Golf Range and Performance Center

Elevate your golf game at this tech-forward range with Toptracer technology tracking every swing in real time. Practice in heated bays or schedule a professional fitting session for personalized improvement.
See properties

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
$85 nightly
The price is $97 total per night from Nov 15 to Nov 16
$97 total
Nov 15 - Nov 16
Total with taxes and fees
8.4/10 Very Good! (293 reviews)
"First off, this is not a "normal" hotel. It has a very cool "summer camp" or "trip to the lake" kind of vibe. If you're looking for Ritz-type amenities, this ain't it. That said, the wood framed buildings facing the Connecticut River give you a very "homey" feeling. Always felt safe, always felt ..."

Reviewed on Nov 10, 2026

Solano Inn
The Capitol Hotel

The Capitol Hotel

3 out of 5
440 Asylum St Hartford CT
Fully refundableReserve now, pay when you stay
$96 nightly
The price is $110 total per night from Dec 15 to Dec 16
$110 total
Dec 15 - Dec 16
Total with taxes and fees
The Capitol Hotel
Motel 6 Wethersfield, CT - Hartford

Motel 6 Wethersfield, CT - Hartford

2 out of 5
1341 Silas Deane Hwy Wethersfield CT
Fully refundable
$67 nightly
The price is $77 total per night from Nov 19 to Nov 20
$77 total
Nov 19 - Nov 20
Total with taxes and fees
Motel 6 Wethersfield, CT - Hartford
See all 757 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.

Find the Best Portland Vacation Packages

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

More vacations you might like

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?
Offering excellent value package deals from $586 on Expedia, you'll be pleasantly surprised at how much a vacation to Portland costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Portland?
You can typically find lower prices and greater availability in June, July and December. Explore our cheap Portland vacation packages and you could get some excellent off-season deals.
How many days is enough for Portland?
With a well-planned schedule, you can easily tick off the main Portland attractions in a handful of days. But if you want to discover hidden spots or go on day tours, consider booking your Portland vacation for longer.
How to find the best Portland package deals?
Use Expedia's filter tool to help you find some great Portland package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or look for Portland package deals in the off-peak season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your vacation package as early as possible.
Is it cheaper to book a Portland vacation as a package?
You can enjoy significant savings on your Portland retreat by booking a customized vacation package. Click on the "Package" heading, then enter your destination and travel dates to see the best hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Portland?
Score fantastic discounts by booking your flights in advance with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for a spur-of-the-moment Portland getaway.
Does Expedia offer Book Now, Pay Later Portland vacation packages?
Your Portland break should be a relaxing escape from your daily routine, not a source of money-related stress. So to give you a bit more flexibility, we've joined up with online lender Affirm to bring you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the total cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.

Explore a world of travel with Expedia

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