Portland Packages (Flight + Hotel)

Book a Hotel + Flight or Car together to unlock savings

Photo by Rick Bucchino

  • Plan, book, travel with confidence

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    Better together
    Save up to ฿4,531 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    Plan, book, and manage your trip all in one place

Top hotels in Portland

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 ฿4,282 per night from 27 Jun to 28 Jun
฿4,282
฿4,925 total
27 Jun - 28 Jun
includes taxes & fees
9/10 Wonderful! (144 reviews)
"Check in was smooth and nice. Pleasantly surprised at how spacious the room is. Great for the price! Highly recommend for anyone who needs a place to stay while visiting Portland!"

Reviewed on 23 Jun 2025

Solano Inn
The Capitol Hotel
The Capitol Hotel
3 out of 5
440 Asylum St, Hartford, CT
Fully refundableReserve now, pay when you stay
The price is ฿3,358 per night from 2 Jul to 3 Jul
฿3,358
฿3,861 total
2 Jul - 3 Jul
includes taxes & fees
7.4/10 Good! (1,010 reviews)
"All was well, except the garage, which is in a really bad shape."

Reviewed on 22 Jun 2025

The Capitol Hotel
Clarion Inn
Clarion Inn
3 out of 5
201 Washington Avenue, North Haven, CT
Fully refundableReserve now, pay when you stay
The price is ฿3,310 per night from 21 Jul to 22 Jul
฿3,310
฿3,807 total
21 Jul - 22 Jul
includes taxes & fees
7.4/10 Good! (1,007 reviews)
"A great stay for our family weekend event. Carpet in the rooms need to be steamed cleaned."

Reviewed on 23 Jun 2025

Clarion Inn
See all 666 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.

Frequently asked questions

How much does a Portland holiday package cost?
Offering excellent value package deals on Expedia, you'll be pleasantly surprised at how much a holiday 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 generally find lower rates and better availability in February, March and November. Browse our cheap Portland holiday packages and you could get some great off-season deals.
How many days is enough for Portland?
With a well-organised schedule, you can easily tick off the top Portland attractions in a few days. But if you'd like to venture off the beaten track or go on day trips, consider booking your Portland holiday 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 holiday package as early as possible.
Is it cheaper to book a Portland holiday as a package?
You can enjoy significant savings on your Portland retreat by booking a customised holiday 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 holiday 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.
How to plan a trip to Portland?

  1. Choose your travel dates: What you plan to do in Portland and your preferred season can help you decide when to get away.
  2. Work out your budget: Make sure you have enough money to cover everything from transportation and dining out to activities and flights. Your accommodation will likely be the biggest expense during your trip to Portland.
  3. Decide how many days away: Start by making a list of all the sights and activities you'd like to experience in Portland. Then, estimate how long you'll need at each, along with any travel time.
  4. Combine your accommodation and airfare: Once you've settled on your dates and duration, book the right Portland holiday package for you.

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