Check out this week’s travel contests and sweepstakes to try your hand at winning a flight on Alaska Airlines plus snowboard gear, a trip down Route 66 in Oklahoma, a vacation to find your ancestral roots (including a side trip to Hollywood), a vacation in London or a wine getaway to Napa, California.Win an Alaska Air flight and snowboarding gearWin an Alaska Airlines Flight & Snowboarding Gear from RIDEYou could win a free flight for you and a friend on Alaska Airlines, plus a cool collection of snowboarding gear from RIDE including a snowboard, boots and binding.The winner and guest can fly from an Alaska Airlines served city to any one of these snowboard destinations: Anchorage (ANC), Juneau (JNU), Cordova (CDV), Mammoth (MMH), Reno/Tahoe (RNO), Kelowna (YLW), Steamboat Springs (HDN), Sun Valley (SUN), Bozeman (BZN), Kalispell (FCA), Albuquerque (ABQ), Redmond/Bend (RDM), Salt Lake City (SLC).The contest is open to those over 18 with a U.S mailing address. Enter by March 16, 2015.Win a trip down Oklahoma’s Route 66Win a Trip Down Oklahoma’s Route 66 From Travel OKYou can win a trip for four down Route 66 in Oklahoma, including:Four tickets to the Oklahoma Route 66 MuseumFour meals at Waylan’s Ku-Ku BurgerA $50 gift card to POPSFour tickets to the Coleman TheaterA $60 gift certificate to the Rock CafeFour tickets to the National Route 66 & Transportation MuseumGift certificate for four chicken fried steak dinners at Clanton’s CafeFour tickets to the Will Rogers Memorial MuseumFour tickets to the Chandler Route 66 Interpretive CenterA $100 gift card to Lucille’s RoadhouseFour-day passes to Edmond’s Arcadia Lake and the UCOOutdoor Recreation CenterThe contest is open to U.S. residents ages 21 and older. The end date of the contest is not provided, so enter to soon if you’d like a chance to win.Win a trip to your ancestral homeland from TLC. photo courtesy of Shutterstock.Win a Trip to Discover Your Ancestral Roots From TLCSign up for our daily newsletterEmail addressSign upI would like to subscribe to The Points Guy newsletters and special email promotions. The Points Guy will not share or sell your email. See privacy policy.You could win a trip for two to discover your own personal history and ancestral homeland and a trip to Hollywood, including:Two roundtrip airfare tickets to the country of your ancestral history & five nights hotelTwo roundtrip airfare tickets to Hollywood, CA to attend a movie premiere & two nights hotel$2,000 spending moneyUp to 40 hours of Ancestry.com ProGenealogist researchThe contest is open to legal residents of the USA or Canada who are 21 years of age or older at the time of entry. There are various entry periods for the contest, and the last one officially ends at 11:59 p.m. ET on April 30, 2015.Win a trip to London. Photo courtesy of Shutterstock.Win a Trip To London From Peanut Butter & Co. and FunjetYou can win a trip to London for two, including:Roundtrip economy class airfare to/from London (LHR)Five nights at a Funjet-designated hotelA London Dining & Food TourA one year supply of Peanut Butter & Co. peanut butterThe contest is open to legal residents of the 50 United States and the District of Columbia who are 21 years of age or older at the time entry. Enter by 11:59 p.m. ET on May 15, 2015.Win a trip to Napa, California. Photo courtesy of Shutterstock.Win a Trip to Napa, California from Sutter HomeYou could win a wine trip for two to California, including:Roundtrip coach airfare for winner and one guestReimbursement for one rental car for ground transportation (up to $300)A $250 Visa debit card for meals and incidental expenses (alcoholic beverages excluded)Accommodations for a three-night stay at a hotelAdmission for two to various Live in The Vineyard events in the Napa Valley between March 27, 2015 and March 28, 2015The trip must be taken between March 26, 2015 and March 29, 2015 or the prize must be forfeited.The contest is open to legal residents of the United States (excluding residents of Puerto Rico and all U.S. territories and possessions) who are 21 years of age or older at the time of entry. Enter by 12:00 PT on March 15, 2015. [card card-name=‘The Platinum Card® from American Express’ card-id=‘22504813’ type=‘javascript’ bullet-id=‘1’]