Deals on vacations and trips to Portland

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Portland flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Quality Inn Cromwell - Middletown

Quality Inn Cromwell - Middletown

2.5 out of 5
Price was $465, price is now $441 per person
$441
per person
Feb 14 - Feb 16
found 1 day ago
Roundtrip non-stop flight included
San Antonio (SAT) to Hartford (BDL)
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the 24-hour business center and free internet in public areas. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.
Hilton Garden Inn Hartford South/Glastonbury

Hilton Garden Inn Hartford South/Glastonbury

3 out of 5
Price was $608, price is now $530 per person
$530
per person
Feb 14 - Feb 16
found 1 day ago
Roundtrip non-stop flight included
San Antonio (SAT) 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 and free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.
Springhill Suites by Marriott Hartford Cromwell

Springhill Suites by Marriott Hartford Cromwell

2.5 out of 5
Price was $562, price is now $515 per person
$515
per person
Feb 14 - Feb 16
found 1 day ago
Roundtrip non-stop flight included
San Antonio (SAT) to Hartford (BDL)
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy free perks like buffet breakfast and free self parking.
Best Western Hartford Hotel & Suites

Best Western Hartford Hotel & Suites

2.5 out of 5
South Meadows
Price was $489, price is now $452 per person
$452
per person
Feb 14 - Feb 16
found 1 day ago
Roundtrip non-stop flight included
San Antonio (SAT) to Hartford (BDL)
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.
Holiday Inn Express Hartford South - Rocky Hill by IHG

Holiday Inn Express Hartford South - Rocky Hill by IHG

2.5 out of 5
Price was $541, price is now $509 per person
$509
per person
Feb 14 - Feb 16
found 1 day ago
Roundtrip non-stop flight included
San Antonio (SAT) 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.

Top Portland hotels deals

The Capitol Hotel

The Capitol Hotel

3 out of 5
440 Asylum St Hartford CT
Free Cancellation
Reserve now, pay when you stay
$84 nightly
The price is $97 total per night
$97 total
Jan 1 - Jan 2, 2026
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
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
120 Laning St Southington CT
Free Cancellation
$82 nightly
The price is $94 total per night
$94 total
Jan 2 - Jan 3, 2026
Total with taxes and fees
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.
Pool
Breakfast included
Hampton Inn & Suites Hartford/East Hartford

Hampton Inn & Suites Hartford/East Hartford

2.5 out of 5
351 Pitkin Steet East Hartford CT
Free Cancellation
Reserve now, pay when you stay
$106 nightly
The price is $122 total per night
$122 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. A 24-hour business center, a lobby fireplace, and express check-in are also on offer.
Pool
Breakfast included
Holiday Inn Cheshire - Southington by IHG

Holiday Inn Cheshire - Southington by IHG

3 out of 5
64 Knotter Drive Southington CT
Free Cancellation
$103 nightly
The price is $118 total per night
$118 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
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.
Pool
Parking included
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
$95 nightly
The price is $109 total per night
$109 total
Jan 1 - Jan 2, 2026
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 Goodwin Hotel

The Goodwin Hotel

3.5 out of 5
1 Haynes St Hartford CT
Free Cancellation
Reserve now, pay when you stay
$209 nightly
The price is $240 total per night
$240 total
Dec 28 - Dec 29
Total with taxes and fees
This hotel features a 24-hour gym and a bar/lounge. WiFi in public areas is free. A 24-hour business center, a snack bar/deli, and dry cleaning are also on offer.
Pet friendly
Free WiFi
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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

Brownstone Exploration & Discovery Park

3.5/5(3 reviews)

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

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

Chris Cote's Toptracer Golf Range and Performance Center

You can take time to visit Chris Cote's Toptracer Golf Range and Performance Center during your travels to Portland. While you're in the area, stroll along the riverfront.

Chris Cote's Toptracer Golf Range and Performance Center

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 $441. 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

Photo by Rick Bucchino
Photo by Rick Bucchino