Portland Vacation Packages 2026 from $438

Portland flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

La Quinta Inn & Suites by Wyndham Jamestown

$438

per person

May 1 - May 3

found 20 hours ago

Roundtrip non-stop flight included

New York (NYC) to Jamestown (JHW)

This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like on-the-go breakfast and free self parking.

Webb's Year Round Resort

$608

per person

May 6 - May 8

found 1 day ago

Roundtrip non-stop flight included

New York (NYC) to Jamestown (JHW)

This motel features an indoor pool and a hot tub. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A lobby fireplace, a computer station, and laundry facilities are also on offer.

Hampton Inn & Suites Jamestown

$465

per person

May 1 - May 3

found 20 hours ago

Roundtrip non-stop flight included

New York (NYC) to Jamestown (JHW)

A gym, free self parking, and laundry facilities are featured at this hotel. Guests will appreciate free perks like buffet breakfast and WiFi in public areas. A 24-hour business center, express check-out, and dry cleaning are also on offer.

DoubleTree by Hilton Jamestown

$444

per person

May 1 - May 3

found 20 hours ago

Roundtrip non-stop flight included

New York (NYC) to Jamestown (JHW)

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.

Holiday Inn Express & Suites Jamestown by IHG

$461

per person

May 1 - May 3

found 20 hours ago

Roundtrip non-stop flight included

New York (NYC) to Jamestown (JHW)

This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.

Top Portland hotels deals

Cozy Lake-View Cottage for 4 · Wine Tasting Included · Pet Friendly

Portland NY

$297 nightly

$336 total

Apr 2 - Apr 3

Total with taxes and fees

This cottage features laundry facilities.

Kitchen

Washer

Clarion Hotel Conference Center on Lake Erie

30 Lake Shore Dr E Dunkirk NY

Free Cancellation

$123 nightly

$139 total

Apr 26 - Apr 27

Total with taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Breakfast included

Parking included

Chautauqua Harbor Hotel - Jamestown

10 Dunham Ave Celoron NY

Free Cancellation

Reserve now, pay when you stay

$118 nightly

$134 total

Apr 5 - Apr 6

Total with taxes and fees

The hotel's indoor pool, gym, and 2 bars/lounges are among the featured amenities. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy a meal from the a restaurant and perks like free self parking.

Pool

Parking included

Quality Inn Dunkirk

3925 Vineyard Dr Dunkirk NY

Free Cancellation

Reserve now, pay when you stay

$109 nightly

$123 total

Apr 5 - Apr 6

Total with taxes and fees

This hotel features a 24-hour gym and a sauna. 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

Pet friendly

Webb's Year Round Resort

125 W Lake Rd Mayville NY

Free Cancellation

Reserve now, pay when you stay

$89 nightly

$101 total

Apr 2 - Apr 3

Total with taxes and fees

This motel features an indoor pool and a hot tub. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A lobby fireplace, a computer station, and laundry facilities are also on offer.

Pool

Hot Tub

Enjoy fall on the lake - colorful leaves, the grape harvest. Or, Winter snuggle.

North East PA

Get rates

This vacation home featured laundry facilities and barbecue grills.

Kitchen

Washer

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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

21 Brix Winery

You can enjoy a tasting or tour at 21 Brix Winery during your travels to Portland.

Frequently asked questions

How much are vacation packages to Portland?

Your travel fantasies can all come true in Portland for only $438. Package deals include flights and hotels, and they'll make your booking a piece of cake. All you'll have to worry about is getting out there and having a great time.

Where can I get the best vacation package deals for Portland?

Find your dream escape at Travelocity. With access to 400 airlines and 1,000,000 properties around the world, creating the ultimate Portland package deal couldn't be simpler.

Why should I book my Portland vacation bundle via Travelocity?

From our 24/7 customer support to our range of amazing destinations, we are dedicated to fulfilling your travel dreams. All you need to do is to click and book — our Price Match Guarantee will ensure you lock in the cheapest price.

Can I save on my Portland car rental if I bundle it with a hotel or flight?

With a Portland vacation package, you can bundle your flight, car and hotel bookings and save some serious money. If you're in the mood to see the best of this fantastic location, why not make tracks to CN Tower? This top attraction is 85 mi from Portland. With your own set of wheels, you'll be there soon enough.

Which airport is best for Portland?

Many people choose to fly into Buffalo Niagara Intl. Airport (BUF), 55 mi northeast of downtown Portland. Others prefer Erie Intl. Airport (ERI) (40 mi away from central Portland) or John C. Munro Hamilton Intl. Airport (YHM) (60 mi away from central Portland).

Where should I stay when visiting Portland?

The The Fisherman's Cottage - a Lakeside Loft in the Heart of Wine Country is popular with many visitors. Book as soon as possible to avoid missing out.