vacation contests, sweepstakes, & giveaways

Win a Vacation Sweepstakes and Giveaways

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Vacation sweepstakes are a great way to win a dream vacation! ultracontest.com features only the best and highest quality free vacation sweepstakes and contests online. Someone is going to win a vacation, and it could be you! While you're here, check out our instant cash sweepstakes and win a car contests.

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Chateau Ste. Michelle 40th Anniversary Sweepstakes

Win a Trip for 2 to see John Legend at the Chateau Ste. Michelle Winery!

arv: $10,000

5 Grand Prize Winners in the Chateau Ste. Michelle 40th Anniversary Sweepstakes will win a trip for 2 to Seattle, Washington to attend a John Legend concert with access to the VIP Peacock Lounge at Chateau Ste. Michelle Winery in Woodinville, Washington. The Win a Vacation Sweepstakes Prize Package includes: airfare; 3 night hotel stay; tour of the winery; event tickets; and $200.

  • Grand Prize:

    A trip for 2 to Seattle, WA - includes airfare, 3 night hotel stay, tickets to a John Legend concert at Chateau Ste. Michelle Winery, $200, & more!

  • ARV:

    $10,000

  • Total ARV:

    $50,000

  • Company:

    Ste. Michelle Wine Estates, LLC

  • Eligibility:

    Legal Residents of the 50 U.S. and D.C., ages 21 or older

  • Start Date:

    03/01/2024

  • Deadline Date:  05/31/2024

  • Entry Fee:

    $0

  • Frequency:

    daily

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Miller High Life Top Chef Sweepstakes & Instant Win Game

Win a Trip for 2 to Minneapolis for a private cooking class!

arv: $2,750

The Miller High Life Top Chef Sweepstakes & Instant Win Game will award one Grand Prize Winner a trip for 2 to Minneapolis, Minnesota. The Win a Vacation Sweepstakes Prize Package includes: airfare; 2 night hotel stay; $200 ground transportation voucher; $250 check to assist with travel expenses; and a private cooking class hosted by a former “cheftestant” on Bravo TV’s Top Chef.

200 Instant Win Sweepstakes Prizes: (150) Miller High Life branded cutting board. ARV: $50. (50) Miller High Life branded apron. ARV: $50. (50) Miller High Life branded spatula. ARV: $20.

  • Grand Prize:

    A trip for 2 to Minneapolis, MN - includes airfare, 2 night hotel stay, private cooking class with a former “cheftestant” on Bravo TV’s Top Chef, $250, & more!

  • ARV:

    $2,750

  • Total ARV:

    $13,750

  • Company:

    Molson Coors Beverage Company USA LLC

  • Eligibility:

    Legal Residents of the 50 U.S. and D.C., ages 21 or older

  • Start Date:

    02/01/2024

  • Deadline Date:  06/30/2024

  • Entry Fee:

    $0

  • Frequency:

    daily

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Dreaming Tree 2024 Dave Matthews Sweepstakes

Win a Trip for 2 to meet The Dave Matthews Band!

arv: $4,500

The Dreaming Tree 2024 Dave Matthews Sweepstakes will award one Grand Prize Winner a trip for 2 to the Dave Matthews concert in Saratoga, New York. The Win a Vacation Sweepstakes Prize Package includes: airfare; 3 night hotel stay; select ground transportation; Meet & Greet with the band; and $1,000.

21 Regional Prizes (CO, FL, GA, IN, MA, MI, NH, NJ, NY, RI, TX, WA, and WI only): 4 tickets to a local Dave Matthews Band Concert. ARV: $716.

  • Grand Prize:

    A trip for 2 to the Dave Matthews concert in Saratoga, NY - includes airfare, 3 night hotel stay, Meet & Greet with the band, and $1,000.

  • ARV:

    $4,500

  • Total ARV:

    $4,500

  • Company:

    The Wine Group, Inc.

  • Eligibility:

    Legal Residents of the 50 U.S., D.C., and Canada (void in Quebec), ages 21 or older

  • Start Date:

    03/01/2024

  • Deadline Date:  04/30/2024

  • Entry Fee:

    $0

  • Frequency:

    daily

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The Tripadvisor Come Away with Chloe Sweepstakes will award one Grand Prize Winner a trip for 2 to Tuscany, Italy. The Win a Vacation Sweepstakes Prize Package includes: airfare; 6 night hotel stay; and an elaborate cooking class for winner and guest. **Should the trip total be less than $13,000 after hotel and transportation, the balance will be awarded to winner by check as expense cash.

  • Grand Prize:

    A trip for 2 to Tuscany, Italy - includes airfare, 6 night hotel stay, and an elaborate cooking class.

  • ARV:

    $13,000

  • Total ARV:

    $13,000

  • Company:

    Tripadvisor LLC

  • Eligibility:

    Legal Residents of the 50 U.S., D.C., Canada (void in Quebec), and Puerto Rico, ages 21 or older

  • Start Date:

    03/01/2024

  • Deadline Date:  06/30/2024

  • Entry Fee:

    $0

  • Frequency:

    N/A

  • Max Entries:

    1

0
Corona x Tennessee Music Festival Sweepstakes

Win a Trip for 2 to the Bonnaroo Music & Arts Festival!

arv: $3,340

The Corona x Tennessee Music Festival Sweepstakes will award one Grand Prize Winner a trip for 2 to the 2024 Bonnaroo Music & Arts Festival in Manchester, Tennessee. The Win a Vacation Sweepstakes Prize Package includes: $1,000 for travel expenses; VIP Passes to the festival; and Corona-branded 54qt cooler.

  • Grand Prize:

    A trip for 2 to the Bonnaroo Music & Arts Festival in Manchester, TN - includes $1,000 for travel expenses, VIP Passes, and Corona-branded cooler.

  • ARV:

    $3,340

  • Total ARV:

    $3,340

  • Company:

    Crown Imports, LLC

  • Eligibility:

    Legal Residents of AL, AZ, AR, D.C., FL, GA, LA, MD, MS, NM, NC, OK, SC, TN, TX, UT, VA, WV, ages 21 or older

  • Start Date:

    03/01/2024

  • Deadline Date:  06/01/2024

  • Entry Fee:

    $0

  • Frequency:

    daily

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The Brooks Run Club Great Race Sweepstakes & Instant Win Game will award one Grand Prize Winner a trip for 2 to winner's choice of city from a list provided by Sponsor. The Win a Vacation Sweepstakes Prize Package includes: airfare; 3 night hotel stay; select ground transportation; and a $300 check that can be used for a marathon race entry fee.

45 Instant Win Sweepstakes Prizes: A $160 coupon code to brooksrunning.com.

  • Grand Prize:

    A trip for 2 to winner's choice of city from a list provided by Sponsor - includes airfare, 3 night hotel stay, and $300.

  • ARV:

    $5,500

  • Total ARV:

    $12,700

  • Company:

    Brooks Sports, Inc.

  • Eligibility:

    Legal Residents of the 50 U.S. and D.C., ages 18 or older

  • Start Date:

    02/28/2024

  • Deadline Date:  04/12/2024

  • Entry Fee:

    $0

  • Frequency:

    daily

0
Ally Win Your Wheels Sweepstakes

Win a custom Chevrolet Camaro SS!

arv: $75,000

The Ally Win Your Wheels Sweepstakes will award one Grand Prize Winner a limited edition Chevrolet Camaro SS Car in Radiant Red, customized for the Hendrick Motorsports 40th Anniversary.

5 First Prizes: A 5-day/4-night trip for 2 to the 2024 NASCAR Cup Series, XFINITY 500 race on November 3, 2024 at Martinsville Speedway, and the opportunity to participate in the Event to win the Grand Prize.

  • Grand Prize:

    A limited edition Chevrolet Camaro SS in Radiant Red, customized for the Hendrick Motorsports 40th Anniversary.

  • ARV:

    $75,000

  • Total ARV:

    $95,000

  • Company:

    Ally Financial Inc.

  • Eligibility:

    Legal Residents of the 50 U.S. and D.C., ages 18 or older

  • Start Date:

    02/14/2024

  • Deadline Date:  09/20/2024

  • Entry Fee:

    $0

  • Frequency:

    N/A

  • Max Entries:

    1

0

The American Family Insurance Dream Draft Day Sweepstakes will award one Grand Prize Winner a trip for 2 to the 2024 NFL Draft in Detroit, Michigan. The Win a Vacation Sweepstakes Prize Package includes: $3,500 for travel expenses; 2 night hotel stay; tickets to the draft; and a custom NFL jersey.

  • Grand Prize:

    A trip for 2 to the 2024 NFL Draft in Detroit, MI - includes $3,500 for travel expenses, 2 night hotel stay, and a custom NFL jersey.

  • ARV:

    $6,500

  • Total ARV:

    $6,500

  • Company:

    American Family Mutual Insurance Company, S.I.

  • Eligibility:

    Legal Residents of the USA (void in NY, NJ, FL RI), ages 21 or older

  • Start Date:

    02/26/2024

  • Deadline Date:  03/31/2024

  • Entry Fee:

    $0

  • Frequency:

    N/A

  • Max Entries:

    1

0

The New Belgium VDR Beach Vacation Giveaway will award one Grand Prize Winner a trip for 2 to Fort Lauderdale / Hollywood, Florida. The Win a Vacation Sweepstakes Prize Package includes: airfare and 3 night hotel stay.

  • Grand Prize:

    A trip for 2 to Fort Lauderdale / Hollywood, FL - includes airfare and 3 night hotel stay.

  • ARV:

    $6,500

  • Total ARV:

    $7,000

  • Company:

    New Belgium Brewing Company

  • Eligibility:

    Legal Residents of FL, GA, IL, MA, MN, NJ, NV, NY, OH, SC, TN, and TX, ages 21 or older

  • Start Date:

    02/26/2024

  • Deadline Date:  03/31/2024

  • Entry Fee:

    $0

  • Frequency:

    N/A

  • Max Entries:

    1

0
Prizeo Meet Cher At Her Malibu Home Sweepstakes

Win a Trip for 2 to an intimate dinner party with Cher in Malibu!

arv: $2,600

NOTE: To enter without donating (but please consider donating to this great cause!), scroll to the very bottom right of the screen where it says "Click here to enter without donating". You will receive 2,500 entries for submitting the without purchase entry form (max 5,000 entries).

The Prizeo Meet Cher At Her Malibu Home Sweepstakes will award one Grand Prize Winner a trip for 2 to an intimate dinner party with Cher in Malibu, California. The Win a Vacation Sweepstakes Prize Package includes: airfare; 2 night hotel stay; and photo-op with Cher.

  • Grand Prize:

    A trip for 2 to an intimate dinner party with Cher in Malibu, CA - includes airfare, 2 night hotel stay, and photo-op with Cher.

  • ARV:

    $2,600

  • Total ARV:

    $2,600

  • Company:

    Charitybuzz, LLC

  • Eligibility:

    Worldwide (void where prohibited), ages 21 or older

  • Start Date:

    01/31/2024

  • Deadline Date:  04/07/2024

  • Entry Fee:

    $0

  • Frequency:

    N/A

  • Max Entries:

    2

0
Thomas J. Henry Taylor Swift Ticket Giveaway

Win a Trip for 2 to see Taylor Swift in New Orleans!

arv: $5,000

The Thomas J. Henry Taylor Swift Ticket Giveaway will award one Grand Prize Winner a trip for 2 to see Taylor Swift in New Orleans, Louisiana. The Win a Vacation Sweepstakes Prize Package includes: airfare; hotel stay; and concert tickets.

  • Grand Prize:

    A trip for 2 to see Taylor Swift in New Orleans, LA - includes airfare and hotel stay.

  • ARV:

    $5,000

  • Total ARV:

    $5,000

  • Company:

    Thomas J. Henry Injury Attorneys

  • Eligibility:

    Legal Residents of the U.S., ages 18 or older

  • Start Date:

    02/27/2024

  • Deadline Date:  10/01/2024

  • Entry Fee:

    $0

  • Frequency:

    N/A

  • Max Entries:

    1

0
University Hospitals Trip to the 2024 Draft Sweepstakes

Win a Trip for 2 to the NFL Draft in Detroit!

arv: $1,500

The University Hospitals Trip to the 2024 Draft Sweepstakes will award one Grand Prize Winner a trip for 2 to the 2024 NFL Draft in Detroit, Michigan. The Win a Vacation Sweepstakes Prize Package includes: airfare; 1 night hotel stay; tickets to day two of the 2024 NFL Draft; and Cleveland Browns prize pack.

  • Grand Prize:

    A trip for 2 to the 2024 NFL Draft in Detroit, MI - includes airfare, 1 night hotel stay, and Cleveland Browns prize pack.

  • ARV:

    $1,500

  • Total ARV:

    $1,500

  • Company:

    Cleveland Browns Football Company LLC

  • Eligibility:

    Legal Residents of the U.S., ages 18 or older

  • Start Date:

    02/22/2024

  • Deadline Date:  04/03/2024

  • Entry Fee:

    $0

  • Frequency:

    N/A

  • Max Entries:

    1

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