36 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: Regent Seven Seas Cruises

Regent offers an all-inclusive cruising experience, where all shore excursions, open bars, tips, roundtrip air and more is completely included.

Depart May 1, 2015
 
Source: Village Green Resort

Nestled within the lush countryside of Cottage Grove -- an idyllic town two hours south of Portland -- is a charming hotel offering an exclusive 50%-off package.

Arrive through March 30
 
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: Seahorse Oceanfront Lodging

Take a two-night break along the picturesque Oregon Coast -- "a captivating destination for families and lovers" (Fodor's) -- for nearly 55% off.

Arrive for two nights through March 19, 2015
 
Source: Wine Passport

Save 50% on an Oregon wine passport for two featuring more than 30 locations throughout the Willamette Valley.

Through Dec. 31, 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: Rusty Wallace Racing Experience

Learn to race like a pro from the team led by legendary stock car driver Rusty Wallace. Members can save up to 55% on a real race experience.

Valid for all 2015 Rusty Wallace race dates
 
Source: Ashland Hills Hotel & Suites

Take a break to Ashland, "a secluded getaway and growing culinary destination" (Fodor's), for two nights with an exclusive deal for more than 40% off.

Travel Jan. 1 - April 30
 
Source: Wildlife Safari

See lions, cheetahs, rhinos and more on a drive-through tour of this nonprofit park, which earns 4.5 stars on TripAdvisor and a 99% Travelzoo approval rating.

Through May 26, 2015
 
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: Hotel Modera

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

Through January
 
Source: Portland Marriott Downtown Waterfront

Explore downtown Portland from this centrally located riverside hotel.

Thursdays-Sundays through March 21
 
Source: Heathman Hotel

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

Through March
 
Source: Jupiter Hotel

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

Sundays-Thursdays through March; +$20 weekends
 
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