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Portland Vacations from $551

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The Latest Portland Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Reception
    Sep 21 - Sep 24

    Hilton Garden Inn Hartford North/Bradley Int'l Airport + Flight

    Windsor
    3 nights
    3.0 star property
    8.8/10 - Excellent (1,000 reviews)
    "Slightly better pricing"
    Reviewed July 13, 2026
    Roundtrip • Atlanta (ATL) - Hartford (BDL)
    ATL - BDL • Nonstop BDL - ATL • 1 stop
    $703
    $551
    per traveler
    found 1 day ago
    Hilton Garden Inn Hartford North/Bradley Int'l Airport
  • Exterior
    Sep 25 - Sep 28

    Graduate by Hilton Storrs + Flight

    Storrs
    3 nights
    4.0 star property
    9.6/10 - Exceptional (1,006 reviews)
    "I had a wonderful overnight stay at the Graduate by Hilton Storrs. The check-in and check-out process was seamless, and the staff provided excellent, friendly service throughout my visit. The hotel was exceptionally clean, comfortable, and welcoming, making for a relaxing stay. I truly enjoyed my experience and look forward to staying here again on my next visit. Highly recommended!"
    Reviewed July 13, 2026
    Roundtrip • Los Angeles (LAX) - Hartford (BDL)
    LAX - BDL • 1 stop BDL - LAX • 1 stop
    Save 100% on your flight
    $2,076
    $1,568
    per traveler
    found 1 day ago
    Graduate by Hilton Storrs
  • Breakfast, lunch and dinner served
    Sep 25 - Sep 28

    Inn at Middletown + Flight

    Washington Street Historic District
    3 nights
    3.5 star property
    9.0/10 - Wonderful (625 reviews)
    "The staff is what puts this hotel the best. Mason at the front desk and Lisa in the restaurant. Would stay again if we are in the area."
    Reviewed July 15, 2026
    Roundtrip • Los Angeles (LAX) - Hartford (BDL)
    LAX - BDL • 1 stop BDL - LAX • 1 stop
    $1,027
    $809
    per traveler
    found 1 day ago
    Inn at Middletown
  • Lake
    Sep 25 - Sep 28

    Solano Inn + Flight

    Portland
    3 nights
    2.5 star property
    8.6/10 - Excellent (251 reviews)
    "Nice, simple, well done !!!"
    Reviewed July 16, 2026
    Roundtrip • Los Angeles (LAX) - Hartford (BDL)
    LAX - BDL • 1 stop BDL - LAX • 1 stop
    $798
    $638
    per traveler
    found 1 day ago
    Solano Inn
  • Lunch and dinner served
    Oct 8 - Oct 10

    Delamar West Hartford + Flight

    West Hartford
    2 nights
    4.0 star property
    9.8/10 - Exceptional (1,001 reviews)
    "Loved how clean the hotel was. The AC and fresh quality of the room. Staff very friendly. The restaurant lowered the quality tremendously. It didn’t match. Although breakfast was included the quality was watered down. Same buffet every morning. Taste was lower grade. Presentation looks good but the experience felt like a pub. No menu was offered as a substitute. Seating was not classy. Or comfy. I wasn’t informed of other options in the hotel. But outside from the restaurant it’s pleasant."
    Reviewed July 6, 2026
    Roundtrip • Atlanta (ATL) - Hartford (BDL)
    ATL - BDL • 1 stop BDL - ATL • 1 stop
    $956
    $767
    per traveler
    found 12 hours ago
    Delamar West Hartford

Portland Hotel Deals

Lake

Solano Inn

Solano Inn
2.5 star property
3 mi from Portland
8.6 out of 10, Excellent, (251 reviews)
"Nice, simple, well done !!!"
$109 nightly
The price is $125
Jul 22 - Jul 23
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 $551 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.