Portland Vacations

Book a Hotel + Flight together to unlock savings

Photo by Rick Bucchino

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    Save up to AED 148 when you book a flight and hotel together*
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Find the Best Portland Vacation Packages

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 AED 433 per night from Jun 11 to Jun 12
AED 433
AED 498 total
includes taxes & fees
11 Jun - 12 Jun
8.8/10 Excellent! (135 reviews)
"Very nice and spacious !"

Reviewed on 29 May 2025

Solano Inn
Clarion Inn
Clarion Inn
3 out of 5
201 Washington Avenue, North Haven, CT
Fully refundableReserve now, pay when you stay
The price is AED 372 per night from Jun 12 to Jun 13
AED 372
AED 427 total
includes taxes & fees
12 Jun - 13 Jun
7.4/10 Good! (1,014 reviews)
"Stayed 2 days, room was decent, bed was nice"

Reviewed on 28 May 2025

Clarion Inn
Holiday Inn Express Southington by IHG
Holiday Inn Express Southington by IHG
2.5 out of 5
120 Laning St, Southington, CT
Fully refundable
The price is AED 430 per night from Jun 5 to Jun 6
AED 430
AED 494 total
includes taxes & fees
5 Jun - 6 Jun
8.6/10 Excellent! (1,005 reviews)
"."

Reviewed on 30 May 2025

Holiday Inn Express Southington by IHG
See all 662 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 vacation package cost?
Offering excellent value package deals 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 generally find lower rates and better availability in February, March and November. Browse our cheap Portland vacation packages and you could get some great off-season deals.
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.
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 accommodations 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 accommodations and airfare: Once you’ve settled on your dates and duration, book the right Portland vacation package for you.

Discover the most popular places to visit in Portland

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

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