Portland Vacations from $256

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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.
Motel 6 Enfield, CT - Hartford

Motel 6 Enfield, CT - Hartford

2 out of 5
Price was $347, price is now $256 per person
$256
per person
Jul 23 - Jul 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Hartford (BDL)
6.6/10 (1,007 reviews)
Super clean hotel and friendly staff

Reviewed on Jun 9, 2026

Solano Inn

Solano Inn

2.5 out of 5
Price was $504, price is now $383 per person
$383
per person
Jul 23 - Jul 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Hartford (BDL)
8.6/10 Excellent! (235 reviews)
It was a very nice room, comfortable bed. Didn’t have a hairdryer but they were prompt to respond. We weren’t sure what it would be like when we first drove in, and we were pleasantly surprised.

Reviewed on Jun 8, 2026

Delamar West Hartford

Delamar West Hartford

4 out of 5
Save 100% on your flight
Price was $1,275, price is now $982 per person
$982
per person
Jul 23 - Jul 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Hartford (BDL)
9.8/10 Exceptional! (1,000 reviews)
we loved the service . I know this sounds silly but we loved the soap its my favorite .

Reviewed on May 30, 2026

Best Western Plus New England Inn & Suites

Best Western Plus New England Inn & Suites

2.5 out of 5
Price was $499, price is now $403 per person
$403
per person
Jul 23 - Jul 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Hartford (BDL)
8.6/10 Excellent! (1,002 reviews)
The breakfast distinguished itself from a lot of comparable hotels in the area that include a breakfast. there was none of the really low quality dried out sausage instead they had nice pieces of bacon the eggs were fresh not all dried out they had squares of French toast which were a little chewy but still tasty. I didn't see any options for bottles of water that would've been nice but overall very good breakfast and that's something I look for.

Reviewed on Jun 7, 2026

Motel 6 Wethersfield, CT - Hartford

Motel 6 Wethersfield, CT - Hartford

2 out of 5
Price was $334, price is now $273 per person
$273
per person
Jul 23 - Jul 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Hartford (BDL)
7.2/10 Good! (1,153 reviews)
The room itself was clean, the bed also seemed clean. There is no refrigerator/microwave. The biggest issue I had was with the bed, the bed needs a big upgrade. Every movement you would hear the metal springs crying out, I'm not sure if it's springs inside the mattress or the box spring, but it was annoying and uncomfortable.

Reviewed on Jun 11, 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
$116 nightly
The price is $134 total per night from Jun 15 to Jun 16
$134 total
Jun 15 - Jun 16
Total with taxes and fees
8.6/10 Excellent! (239 reviews)
"It was a very nice room, comfortable bed. Didn’t have a hairdryer but they were prompt to respond. We weren’t sure what it would be like when we first drove in, and we were pleasantly surprised."

Reviewed on Jun 8, 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 14 to Jun 15
$127 total
Jun 14 - Jun 15
Total with taxes and fees
7.4/10 Good! (1,372 reviews)
"Breakfast was not good no one in attendance food was cold and undercooked and the coffee ran out"

Reviewed on Jun 11, 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
$67 nightly
The price is $77 total per night from Jun 22 to Jun 23
$77 total
Jun 22 - Jun 23
Total with taxes and fees
7.2/10 Good! (1,174 reviews)
"Great stay all the time I could really say"

Reviewed on Jun 12, 2026

Motel 6 Wethersfield, CT - Hartford
See all 735 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 $256 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.