Deals on vacations and trips to Portland

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Portland flight + hotel vacation packages

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Solano Inn

Solano Inn

2.5 out of 5
Price was $458, price is now $335 per person
$335
per person
Oct 1 - Oct 4
found 1 day ago
Roundtrip flight included
Tampa (TPA) to Hartford (BDL)
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.
Motel 6 Enfield, CT - Hartford

Motel 6 Enfield, CT - Hartford

2 out of 5
Price was $518, price is now $400 per person
$400
per person
Sep 19 - Sep 24
found 8 hours ago
Roundtrip flight included
Fort Myers (RSW) to Hartford (BDL)
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A snack bar/deli and laundry facilities are also provided.
Avon Old Farms Hotel

Avon Old Farms Hotel

3.5 out of 5
Price was $1,006, price is now $824 per person
$824
per person
Sep 19 - Sep 24
found 8 hours ago
Roundtrip flight included
Fort Myers (RSW) to Hartford (BDL)
This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and WiFi in public areas. You'll appreciate the sauna, bar/lounge, and wedding services.
Holiday Inn Express Vernon - Manchester by IHG

Holiday Inn Express Vernon - Manchester by IHG

2.5 out of 5
Price was $678, price is now $562 per person
$562
per person
Sep 19 - Sep 24
found 8 hours ago
Roundtrip flight included
Fort Myers (RSW) 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. Guests will appreciate freebies like buffet breakfast and free self parking.
Graduate by Hilton Storrs

Graduate by Hilton Storrs

4 out of 5
Price was $824, price is now $685 per person
$685
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Hartford (BDL)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Self parking, express check-out, and luggage storage are also offered.

Top Portland hotels deals

Solano Inn

Solano Inn

2.5 out of 5
1503 Portland-Cobalt Rd Portland CT
Free Cancellation
$109 nightly
The price is $125 total per night
$125 total
Aug 19 - Aug 20
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.
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
120 Laning St Southington CT
Free Cancellation
Reserve now, pay when you stay
$92 nightly
The price is $106 total per night
$106 total
Aug 30 - Aug 31
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.
The Capitol Hotel

The Capitol Hotel

3 out of 5
440 Asylum St Hartford CT
Free Cancellation
Reserve now, pay when you stay
$105 nightly
The price is $121 total per night
$121 total
Aug 11 - Aug 12
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.
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
$70 nightly
The price is $80 total per night
$80 total
Aug 17 - Aug 18
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.
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
$107 nightly
The price is $123 total per night
$123 total
Aug 16 - Aug 17
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.
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

2.5 out of 5
298 E Haddam Moodus Rd East Haddam CT
$224 nightly
The price is $258 total per night
$258 total
Sep 8 - Sep 9
Total with taxes and fees
Stay at this cabin in East Haddam. Enjoy free parking, patios, and climate control. Popular attractions Machimoodus State Park and Amasa Day House are located nearby.
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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 $335. 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.