
Portland Vacation Packages
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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!
Top Portland Vacation Deals
Price found within the past 48 hours. Click for updated prices.


Hilton Garden Inn Hartford South/Glastonbury
per person
Oct 24 - Oct 27
found 2 hours ago
Roundtrip flight included
Toronto (YTO) to Hartford (BDL)
8.6/10 Excellent! (963 reviews)
After our Wethersfield disaster we drove right to the Glastonbury Hilton Garden. I registered at about 10:30am. The staff was excellent. I asked if we could get into the room early and was told you can have access to your room right now. Which we did and had a great stay
Reviewed on Jul. 26, 2025


Courtyard by Marriott Hartford Manchester
per person
Oct 24 - Oct 27
found 2 hours ago
Roundtrip flight included
Toronto (YTO) to Hartford (BDL)
8.4/10 Very Good! (896 reviews)
Stayed here several times. Was happy with location and service. Staff was quick to help with some things we needed. In this age of streaming, hotels might think tv service and channels aren’t a big deal but for me it is. Most channels are either news or sports. Some other options would be nice. Also tv reception sometimes is problematic. This time I had a suite with 2 tvs. One tv did not have all the channels as the other.
Reviewed on Aug. 4, 2025
Portland Hotel Deals

Solano Inn
1503 Portland-Cobalt Rd, Portland, CT
Fully refundableReserve now, pay when you stay
The price is CA $141 per night from Aug 7 to Aug 8
CA $141
CA $163 total
Aug 7 - Aug 8
includes taxes & fees
8.8/10 Excellent! (171 reviews)
"the room was nice and big. It felt homey not like every other hotel you still in! perfect for me and my husband on a trip."
Reviewed on Aug. 3, 2025

The Capitol Hotel
440 Asylum St, Hartford, CT
Fully refundableReserve now, pay when you stay
The price is CA $105 per night from Aug 24 to Aug 25
CA $105
CA $121 total
Aug 24 - Aug 25
includes taxes & fees
7.4/10 Good! (1,009 reviews)
"I like the area as being across from the Capitol. Great hotel to stay at especially if your attending any activity across the way. Staff was also very nice and helpful."
Reviewed on Aug. 3, 2025

Clarion Inn
201 Washington Avenue, North Haven, CT
Fully refundableReserve now, pay when you stay
The price is CA $139 per night from Sep 2 to Sep 3
CA $139
CA $160 total
Sep 2 - Sep 3
includes taxes & fees
7.4/10 Good! (1,006 reviews)
"Bed was super comfy!!"
Reviewed on Aug. 1, 2025
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.
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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.