Deals on vacations and trips to Portland

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Portland flight + hotel vacation packages

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Baymont by Wyndham East Windsor Bradley Airport

Baymont by Wyndham East Windsor Bradley Airport

2.5 out of 5
per person
Jun 25 - Jun 29
found 10 hours ago
Roundtrip non-stop flight included
San Diego (SAN) to Hartford (BDL)
This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the 2 conference rooms, along with the business center. Enjoy the gym and conveniences like a 24-hour front desk and free newspapers.
Residence Inn by Marriott Hartford Downtown

Residence Inn by Marriott Hartford Downtown

3.5 out of 5
Downtown Hartford
per person
Jun 26 - Jun 29
found 12 hours ago
Roundtrip non-stop flight included
San Diego (SAN) to Hartford (BDL)
This hotel doesn't skimp on freebies - guests receive free full breakfast and free WiFi. Traveling on business? Take advantage of the 2 conference rooms, 24-hour business center, and laundry service. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and laundry facilities.
Delamar West Hartford

Delamar West Hartford

3.5 out of 5
per person
Jun 26 - Jun 29
found 12 hours ago
Roundtrip non-stop flight included
San Diego (SAN) to Hartford (BDL)
A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Relax with a drink at the bar/lounge and enjoy perks like free valet parking and free WiFi. Free self parking, a 24-hour business center, and a terrace are also offered.
Homewood Suites by Hilton Windsor Locks Hartford

Homewood Suites by Hilton Windsor Locks Hartford

3 out of 5
per person
Jun 26 - Jun 29
found 12 hours ago
Roundtrip non-stop flight included
San Diego (SAN) to Hartford (BDL)
This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free train station pick-up. Free perks include on-the-go breakfast, free self parking, and an area shuttle.
DoubleTree by Hilton Hartford - Bradley Airport

DoubleTree by Hilton Hartford - Bradley Airport

4 out of 5
per person
Jun 26 - Jun 29
found 12 hours ago
Roundtrip non-stop flight included
San Diego (SAN) to Hartford (BDL)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Enjoy the 24-hour gym and perks like free self parking.

Top Portland hotel deals

Solano Inn

Solano Inn

2.5 out of 5
1503 Portland-Cobalt Rd, Portland, CT
The price is $146 per night
$146
per night
Jun 4 - Jun 5
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A picnic area, express check-out, and laundry facilities are also on offer.
Parking included
Free WiFi
Holiday Inn Express Southington, an IHG Hotel

Holiday Inn Express Southington, an IHG Hotel

2.5 out of 5
120 Laning St, Southington, CT
Free Cancellation
The price is $133 per night
$133
per night
May 29 - May 30
This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Breakfast included
Pool
Best Western Hartford Hotel & Suites

Best Western Hartford Hotel & Suites

2.5 out of 5
185 Brainard Rd, Hartford, CT
Free Cancellation
Reserve now, pay when you stay
The price is $101 per night
$101
per night
Jun 2 - Jun 3
This hotel features a gym and a seasonal outdoor pool. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. A 24-hour business center, a terrace, and a garden are also on offer.
Breakfast included
Pool
Motel 6 Wethersfield, CT - Hartford

Motel 6 Wethersfield, CT - Hartford

2 out of 5
1341 Silas Deane Hwy, Wethersfield, CT
Free Cancellation
The price is $73 per night
$73
per night
Jun 2 - Jun 3
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. The front desk is staffed around-the-clock and laundry facilities are on offer.
Pet friendly
Parking included
Red Roof Inn Meriden

Red Roof Inn Meriden

2 out of 5
10 Bee St, Meriden, CT
Free Cancellation
Reserve now, pay when you stay
The price is $98 per night
$98
per night
Jun 23 - Jun 24
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the express check-out. There's a gym and multilingual staff can provide around-the-clock assistance.
Pet friendly
Parking included
HYATT house Hartford North/Windsor

HYATT house Hartford North/Windsor

3 out of 5
200 Corporate Dr, Windsor, CT
Free Cancellation
The price is $122 per night
$122
per night
Jun 16 - Jun 17
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and free perks like buffet breakfast and free self parking.
Pet friendly
Breakfast included
Don't see what you're looking for?
See all available properties in Portland
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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.

Popular places to visit

Image for Brownstone Exploration & Discovery Park

Brownstone Exploration & Discovery Park

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
Image for Arrigoni Winery

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

Photos of local treasures

Photo by Rick Bucchino
Photo by Rick Bucchino

Frequently asked questions

How much are vacation packages to Portland?
Travelocity offers hotel and flight packages starting from just $586. With such amazing deals, you’ll be exploring all of Portland in the blink of an eye.
How long should my Portland vacation be?
Your Portland getaway can be as long or as short as you’d like it to be, but many people stay about 2 nights. Like to veer off the beaten path and discover some hidden treasures? Lock in a couple of extra nights and experience another side of this place.
Where can I get the best vacation package deals for Portland?
Picking up an unbeatable package deal to Portland is a cinch with Travelocity. With 400 airlines and 1,000,000 properties worldwide, the choice is yours when it comes to selecting your flights and hotels.
Why should I purchase my Portland vacation bundle with Travelocity?
From our 24/7 customer care to our range of incredible destinations, we are dedicated to giving you the most unforgettable vacation. All you have to do is to click and book — our Price Match Guarantee will ensure you get the lowest price.
Will I save money on my Portland car rental if I combine it with my hotel or flight?
You certainly can — bundle your flight, hotel and car into a Portland vacation package and you can save a tidy sum. With so many places to explore in the Portland area, that set of wheels will make exploring easy. Once you’re behind the wheel, hit the wide open road and find your way to Times Square, a must-see sight roughly 90 mi from Portland.
What is the best time of year to go to Portland?
You’ll score the best hotel prices in and pay the highest prices during . It’s generally more relaxed in June, July and December, while you’ll find many more fellow travelers to hang out with in April, August and September. It all comes down to what prices you’re willing to pay, the weather and how you handle crowds.
Which airport is best for Portland?
Many people fly into Bradley Intl. Airport (BDL), 25 mi north of downtown Portland. Others prefer MacArthur Airport (ISP) (60 mi away from central Portland) or Tweed - New Haven Regional Airport (HVN) (25 mi away from central Portland).
What is there to do in Portland?
Brownstone Exploration & Discovery Park should be at the top of your must-see list. After you’ve crossed off this leading attraction, simply roam the streets of Portland and discover what makes this fantastic place tick.
Where should I stay when visiting Portland?
The Solano Inn is the number one choice of many travelers. Book now to avoid missing out.