Deals on vacations and trips to Portland

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Portland flight + hotel vacation packages

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Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
Price was $584, price is now $499 per person
$499
per person
Aug 10 - Aug 13
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) 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 and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Delamar West Hartford

Delamar West Hartford

4 out of 5
Price was $1,320, price is now $1,131 per person
$1,131
per person
Aug 10 - Aug 13
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) 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.
Hilton Garden Inn Hartford North/Bradley Int'l Airport

Hilton Garden Inn Hartford North/Bradley Int'l Airport

3 out of 5
Price was $737, price is now $651 per person
$651
per person
Aug 10 - Aug 13
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Hartford (BDL)
This hotel features a restaurant, a 24-hour gym, 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 free perks like free self parking and an area shuttle.
Best Western Manchester

Best Western Manchester

2.5 out of 5
Price was $578, price is now $515 per person
$515
per person
Aug 27 - Aug 30
found 24 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Hartford (BDL)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Traveling on business? Take advantage of the 3 conference rooms, business center, and express check-out. A computer station and a safe deposit box are also provided.
Holiday Inn Cheshire - Southington by IHG

Holiday Inn Cheshire - Southington by IHG

3 out of 5
Price was $593, price is now $528 per person
$528
per person
Aug 10 - Aug 13
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Hartford (BDL)
This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the in-room fitness and perks like free self parking.

Top Portland hotels deals

Solano Inn

Solano Inn

2.5 out of 5
1503 Portland-Cobalt Rd Portland CT
Free Cancellation
Reserve now, pay when you stay
$133 nightly
The price is $153 total per night
$153 total
Jul 8 - Jul 9
Total with taxes and fees
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
Motel 6 Wethersfield, CT - Hartford

Motel 6 Wethersfield, CT - Hartford

2 out of 5
1341 Silas Deane Hwy Wethersfield CT
Free Cancellation
Reserve now, pay when you stay
$71 nightly
The price is $82 total per night
$82 total
Jul 21 - Jul 22
Total with taxes and fees
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
Best Western Hartford Hotel & Suites

Best Western Hartford Hotel & Suites

2.5 out of 5
185 Brainard Rd Hartford CT
$103 nightly
The price is $119 total per night
$119 total
Aug 2 - Aug 3
Total with taxes and fees
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.
Pool
Breakfast included
The Capitol Hotel

The Capitol Hotel

3 out of 5
440 Asylum St Hartford CT
$109 nightly
The price is $125 total per night
$125 total
Jul 8 - Jul 9
Total with taxes and fees
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, business center, and express check-out. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and laundry facilities.
Breakfast included
Pet friendly
The Farmington Inn & Suites

The Farmington Inn & Suites

3 out of 5
827 Farmington Ave Farmington CT
Free Cancellation
Reserve now, pay when you stay
$129 nightly
The price is $148 total per night
$148 total
Jul 13 - Jul 14
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Business travelers can take advantage of the 24-hour business center. Enjoy the free continental breakfast each morning.
Breakfast included
Pet friendly
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
$97 nightly
The price is $111 total per night
$111 total
Jul 8 - Jul 9
Total with taxes and fees
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
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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.

Stay near popular Portland attractions

Arrigoni Winery

8.8/10 (6 reviews)
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.
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Frequently asked questions

How much are vacation packages to Portland?
Travelocity has great package deals to Portland, including flights and hotels, starting from an impressive $499. With all that extra money, you could book some popular tours or maybe also tack on a few extra nights to your vacation.
How long should my Portland vacation be?
Many people opt to spend roughly 2 nights in Portland, but it's completely up to you. If you'd like to get out and explore all the intriguing things this location offers, why not hang around a while longer?
Where can I get the best vacation package deals for Portland?
For a fun and affordable Portland package deal, turn to Travelocity. Take your pick from as many as 400 partner airlines and 1,000,000 worldwide properties to create your ideal escape — it's really that simple.
Why should I book my Portland vacation bundle with Travelocity?
From our 24/7 customer care to our range of fantastic destinations, we are committed to giving you the most unforgettable vacation. All you need to do is click and book — our Price Match Guarantee will make sure you lock in the best price.
Will I save money on my Portland car rental if I book it with a hotel or flight?
With a Portland vacation package, you can combine your flight, hotel and car bookings and save a tidy sum. If you'd love to discover the best of this awesome city, why not make tracks to Times Square? This famous attraction is 90 mi from Portland. With your own wheels, you'll be there belong long.
Which airport is best for Portland?
Bradley Intl. Airport (BDL) is a main hub. You'll find it approximately 25 mi north of Portland. Other options worth considering are MacArthur Airport (ISP) (60 mi away from central Portland) and Tweed - New Haven Regional Airport (HVN) (25 mi away from central Portland).
What is there to do in Portland?
Brownstone Exploration & Discovery Park is just one of the outstanding sights that make Portland such a tourist hot spot. But allow some extra time to discover its lesser-known attractions too. This is often where the best memories are created.
Where should I stay when visiting Portland?
The Solano Inn is popular with many visitors. Book now before it's too late.

Photos of local treasures

Browse Portland vacation photos for more inspiration

A river with a large bridge and a small boat on the shore.