29 deals from our U.S. site*
* Taxes and fees may be additional.
Source: Portland, Oregon

Visit Portland with flight, hotel and tour deals through Winter

Deals into March
Source: Virgin America

Snag discounted fares on Conde Nast Traveler's 'Best U.S. Airline'

Jan. 13 - March 4
Source: American Airlines

Fly to cities nationwide including New York, Las Vegas, Austin, Miami, Los Angeles, Chicago and more

Select dates Dec. 23 - June 4
Source: Virgin America

Enjoy extra legroom, priority boarding and seating, one free checked bag, free food and drinks in Main Cabin Select

Jan. 13 - March 4
Source: Featured Destination: Portland

Stay in boutique and 4-star hotels this winter

Deals into March
Source: Cruise.com

Sail roundtrip from New York City to Boston, Portland, Saint John & Halifax.

Depart Sept. 6 & 20, 2015
Source: ME SPA

Members can save over 55% on a range of massages and facials at seven ME SPA locations nationwide, great for a private winter escape or a relaxing gift.

Through Feb. 28, 2015
Source: Kiva Tea Bar & Spa

Kiva Tea Bar & Spa offers "ultimate pampering and relaxation" (USA Today). For more than $50 off, indulge in a two-service spa package with lunch.

Sept. 19, 2014 - Jan. 16, 2015
Source: Hotel Modera

This stylish hotel has earned praise from Conde Nast Traveler and embraces Portland's creative side.

Through January
Source: Mark Spencer Hotel

The Pearl District is "Portland's hip urban loft scene" and home to upscale restaurants (Frommer's).

December-February; +$20 weekends
Source: Portland Marriott Downtown Waterfront

Explore downtown Portland from this centrally located riverside hotel.

Thursdays-Sundays through March 21
Source: Jupiter Hotel

Explore the trendy neighborhoods, restaurants and music venues of Portland with a winter hotel deal.

Sundays-Thursdays through March; +$20 weekends
Source: Heathman Hotel

This 4-star hotel is ideally located for exploring Portland.

Through March
Source: Best Western Inn at the Meadows

Stay any day of the week at a hotel just 7 miles from downtown Portland.

Through Feb. 8
Source: La Quinta Inn & Suites Portland Airport

Spend time in Portland this winter, and take advantage of hotel savings.

Through February; +$17 March-May
Source: Sheraton Portland Airport Hotel

Visit Portland with this hotel deal valid over weekends and including free parking.

Through January
Source: Hotel Modera

This stylish hotel has earned praise from Conde Nast Traveler and embraces Portland's creative side.

Through January
Select dates Dec. 23 - June 4
American Airlines
Featured Destination: Portland
Cheap Roundtrip Fares to Portland from:
(Per person, including taxes and fees. Click a price to verify availability now.)
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Travelzoo Tips

Hilary Solan — Travel, Entertainment and Local Deal Expert
Hilary Solan
Deal Expert, Chicago
Several hotel chains, including Hilton and Choice Hotels, offer discounts for active More