Portland Vacation Packages 2026 from $675

Portland flight + hotel vacation packages

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

Webb's Year Round Resort

$675

per person

Sep 10 - Sep 13

found 22 hours ago

Roundtrip non-stop flight included

Daytona Beach (DAB) 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.

Athenaeum Hotel

$804

per person

Sep 10 - Sep 13

found 22 hours ago

Roundtrip non-stop flight included

Daytona Beach (DAB) to Jamestown (JHW)

A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. A garden, a lobby fireplace, and luggage storage are also on offer.

Top Portland hotels deals

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

Portland NY

$323 nightly

$365 total

Jul 19 - Jul 20

Total with taxes and fees

This cottage features laundry facilities.

Kitchen

Washer

Webb's Year Round Resort

125 W Lake Rd Mayville NY

Free Cancellation

Reserve now, pay when you stay

$150 nightly

$169 total

Jul 16 - Jul 17

Total with taxes and fees

Pool

Hot Tub

Clarion Hotel Conference Center on Lake Erie

30 Lake Shore Dr E Dunkirk NY

Free Cancellation

Reserve now, pay when you stay

$120 nightly

$136 total

Jul 26 - Jul 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

$229 nightly

$258 total

Jul 19 - Jul 20

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

Theater Motel

7592 East Route 20 Westfield NY

$80 nightly

$90 total

Jul 16 - Jul 17

Total with taxes and fees

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a picnic area, and barbecue grills are also on offer.

Parking included

Free WiFi

Holiday Inn Express & Suites Jamestown by IHG

2811 North Main Street Jamestown NY

Free Cancellation

$142 nightly

$160 total

Jul 19 - Jul 20

Total with taxes and fees

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.

Pool

Breakfast 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

21 Brix Winery

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

See properties

Frequently asked questions

How much are vacation packages to Portland?

Your travel fantasies can all come true in Portland for only $675. 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.