Portland Vacations from $482

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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.
Hilton Garden Inn Hartford South/Glastonbury

Hilton Garden Inn Hartford South/Glastonbury

3 out of 5
Price was $577, price is now $482 per person
$482
per person
Aug 11 - Aug 15
just found
Roundtrip flight included
Orlando (MCO) to Hartford (BDL)
8.6/10 Excellent! (1,001 reviews)
Staff was very helpful and assist with fixing the tv in our room immediately.

Reviewed on Jun 10, 2026

Landing Apartments Vernon

Landing Apartments Vernon

3.5 out of 5
Price was $690, price is now $550 per person
$550
per person
Aug 11 - Aug 15
just found
Roundtrip flight included
Orlando (MCO) to Hartford (BDL)
No reviews
Landing in Downtown Hartford Near Dunkin' Park

Landing in Downtown Hartford Near Dunkin' Park

3.5 out of 5
Downtown Hartford
Price was $615, price is now $501 per person
$501
per person
Aug 11 - Aug 15
just found
Roundtrip flight included
Orlando (MCO) to Hartford (BDL)
6/10 (2 reviews)
Residence Inn by Marriott Southington

Residence Inn by Marriott Southington

3 out of 5
Price was $695, price is now $578 per person
$578
per person
Aug 19 - Aug 23
found 15 hours ago
Roundtrip flight included
Atlanta (ATL) to Hartford (BDL)
8.6/10 Excellent! (642 reviews)
Areas were generally clean. Rooms are well worn with some feeling wallpaper, torn couches, chipped vanities, etc... Nothing that was consequential - just needs updating.

Reviewed on May 26, 2026

Hampton Inn Springfield South Enfield

Hampton Inn Springfield South Enfield

2.5 out of 5
Price was $1,301, price is now $1,089 per person
$1,089
per person
Jul 19 - Jul 26
found 21 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Hartford (BDL)
9/10 Wonderful! (1,003 reviews)
Great customer service

Reviewed on Jun 4, 2026

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Portland Hotel Deals

Solano Inn

Solano Inn

2.5 out of 5
1503 Portland-Cobalt Rd Portland CT
Fully refundable
$98 nightly
The price is $113 total per night from Jun 17 to Jun 18
$113 total
Jun 17 - Jun 18
Total with taxes and fees
8.6/10 Excellent! (242 reviews)
"The ceiling had water damage, the bathroom tub was not cleaned well.. the comforter smelled like armpit, the door peep hole was painted over… the property outside and the all other areas were clean and smelled good. It was quiet and the property is beautiful with the tables to sit outside and the ..."

Reviewed on Jun 15, 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
$110 nightly
The price is $127 total per night from Jun 28 to Jun 29
$127 total
Jun 28 - Jun 29
Total with taxes and fees
7.4/10 Good! (1,376 reviews)
"The place was clean and well maintained for the price. Parking is $15 per night. Breakfast was decent, better than I expected. I would definitely stay again."

Reviewed on Jun 14, 2026

The Capitol Hotel
Motel 6 Wethersfield, CT - Hartford

Motel 6 Wethersfield, CT - Hartford

2 out of 5
1341 Silas Deane Hwy Wethersfield CT
Fully refundableReserve now, pay when you stay
$71 nightly
The price is $82 total per night from Jul 15 to Jul 16
$82 total
Jul 15 - Jul 16
Total with taxes and fees
7/10 Good! (1,181 reviews)
"I mean its a cheap motel but like some things are a little wild, like the bathroom light didnt work, there was a liquid on the floor when I got there in random puddles? I cleaned it but was confused. The towels were pretty soft so I gave an extra star."

Reviewed on Jun 14, 2026

Motel 6 Wethersfield, CT - Hartford
See all 723 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

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Frequently asked questions

How much does a Portland vacation package cost?
Offering excellent value package deals from $482 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.

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