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Portland Vacations from $507

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*

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

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The Latest Portland Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Lake
    Sep 25 - Sep 28

    Solano Inn + Flight

    Portland
    3 nights
    2.5 star property
    8.6/10 - Excellent (260 reviews)
    Roundtrip • San Juan (SJU) - Hartford (BDL)
    SJU - BDL • Nonstop BDL - SJU • Nonstop
    $628
    $507
    per traveler
    found 1 day ago
    Solano Inn
  • Lunch and dinner served
    Sep 4 - Sep 7

    Delamar West Hartford + Flight

    West Hartford
    3 nights
    4.0 star property
    9.8/10 - Exceptional (1,003 reviews)
    "Great place to stay in West Hartford. Planning on staying again."
    Reviewed July 31, 2026
    Roundtrip • Atlanta (ATL) - Hartford (BDL)
    ATL - BDL • 1 stop BDL - ATL • 1 stop
    Save 100% on your flight
    $1,153
    $862
    per traveler
    found 1 day ago
    Delamar West Hartford
  • Game room
    Sep 21 - Sep 26

    Landing Apartments West Windsor + Flight

    Windsor
    5 nights
    4.0 star property
    4.0/10 - (1 review)
    Roundtrip • Atlanta (ATL) - Hartford (BDL)
    ATL - BDL • Nonstop BDL - ATL • Nonstop
    $1,059
    $845
    per traveler
    found 1 day ago
    Landing Apartments West Windsor
  • Banquet hall
    Sep 20 - Sep 26

    Avon Old Farms Hotel + Flight

    Avon
    6 nights
    3.5 star property
    8.4/10 - Very Good (1,001 reviews)
    Roundtrip • Atlanta (ATL) - Hartford (BDL)
    ATL - BDL • Nonstop BDL - ATL • Nonstop
    $1,169
    $953
    per traveler
    found 1 day ago
    Avon Old Farms Hotel
  • WiFi (free), bed sheets
    Sep 20 - Sep 26

    Motel 6 Enfield, CT - Hartford + Flight

    Enfield
    6 nights
    2.0 star property
    7.0/10 - Good (1,000 reviews)
    Roundtrip • Atlanta (ATL) - Hartford (BDL)
    ATL - BDL • Nonstop BDL - ATL • Nonstop
    $634
    $520
    per traveler
    found 1 day ago
    Motel 6 Enfield, CT - Hartford

Portland Hotel Deals

Lake

Solano Inn

Solano Inn
2.5 star property
3 mi from Portland
8.6 out of 10, Excellent, (260 reviews)
$122 nightly
The price is $141
Aug 3 - Aug 4
Total with taxes and fees
Solano Inn
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.
See all properties in Portland

Frequently Asked Questions

How much does a Portland vacation package cost?

Offering excellent value package deals from $507 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.

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