vacation contests, sweepstakes, & giveaways
all win a vacation opportunities
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.
Chateau Ste. Michelle 40th Anniversary Sweepstakes
Win a Trip for 2 to see John Legend at the Chateau Ste. Michelle Winery!
log in to activate entry tracker5 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.
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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!
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ARV:
$10,000
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Total ARV:
$50,000
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Company:
Ste. Michelle Wine Estates, LLC
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Eligibility:
Legal Residents of the 50 U.S. and D.C., ages 21 or older
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Start Date:
03/01/2024
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Deadline Date: 05/31/2024
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Entry Fee:
$0
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Frequency:
daily
Miller High Life Top Chef Sweepstakes & Instant Win Game
Win a Trip for 2 to Minneapolis for a private cooking class!
log in to activate entry trackerThe 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.
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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!
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ARV:
$2,750
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Total ARV:
$13,750
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Company:
Molson Coors Beverage Company USA LLC
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Eligibility:
Legal Residents of the 50 U.S. and D.C., ages 21 or older
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Start Date:
02/01/2024
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Deadline Date: 06/30/2024
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Entry Fee:
$0
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Frequency:
daily
Dreaming Tree 2024 Dave Matthews Sweepstakes
Win a Trip for 2 to meet The Dave Matthews Band!
log in to activate entry trackerThe 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.
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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.
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ARV:
$4,500
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Total ARV:
$4,500
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Company:
The Wine Group, Inc.
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Eligibility:
Legal Residents of the 50 U.S., D.C., and Canada (void in Quebec), ages 21 or older
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Start Date:
03/01/2024
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Deadline Date: 04/30/2024
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Entry Fee:
$0
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Frequency:
daily
Tripadvisor Come Away with Chloe Sweepstakes
Win a Trip for 2 to Tuscany!
log in to activate entry trackerThe 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.
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Grand Prize:
A trip for 2 to Tuscany, Italy - includes airfare, 6 night hotel stay, and an elaborate cooking class.
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ARV:
$13,000
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Total ARV:
$13,000
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Company:
Tripadvisor LLC
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Eligibility:
Legal Residents of the 50 U.S., D.C., Canada (void in Quebec), and Puerto Rico, ages 21 or older
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Start Date:
03/01/2024
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Deadline Date: 06/30/2024
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Entry Fee:
$0
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Frequency:
N/A
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Max Entries:
1
Corona x Tennessee Music Festival Sweepstakes
Win a Trip for 2 to the Bonnaroo Music & Arts Festival!
log in to activate entry trackerThe 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.
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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.
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ARV:
$3,340
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Total ARV:
$3,340
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Company:
Crown Imports, LLC
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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
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Start Date:
03/01/2024
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Deadline Date: 06/01/2024
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Entry Fee:
$0
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Frequency:
daily
Brooks Run Club Great Race Sweepstakes & Instant Win Game
46 winners! Over $12,000 in prizes!
log in to activate entry trackerThe 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.
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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.
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ARV:
$5,500
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Total ARV:
$12,700
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Company:
Brooks Sports, Inc.
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Eligibility:
Legal Residents of the 50 U.S. and D.C., ages 18 or older
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Start Date:
02/28/2024
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Deadline Date: 04/12/2024
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Entry Fee:
$0
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Frequency:
daily
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.
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Grand Prize:
A limited edition Chevrolet Camaro SS in Radiant Red, customized for the Hendrick Motorsports 40th Anniversary.
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ARV:
$75,000
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Total ARV:
$95,000
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Company:
Ally Financial Inc.
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Eligibility:
Legal Residents of the 50 U.S. and D.C., ages 18 or older
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Start Date:
02/14/2024
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Deadline Date: 09/20/2024
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Entry Fee:
$0
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Frequency:
N/A
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Max Entries:
1
American Family Insurance Dream Draft Day Sweepstakes
Win a Trip for 2 to the 2024 NFL Draft!
log in to activate entry trackerThe 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.
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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.
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ARV:
$6,500
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Total ARV:
$6,500
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Company:
American Family Mutual Insurance Company, S.I.
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Eligibility:
Legal Residents of the USA (void in NY, NJ, FL RI), ages 21 or older
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Start Date:
02/26/2024
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Deadline Date: 03/31/2024
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Entry Fee:
$0
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Frequency:
N/A
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Max Entries:
1
New Belgium VDR Beach Vacation Giveaway
Win a Trip for 2 to Florida!
log in to activate entry trackerThe 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.
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Grand Prize:
A trip for 2 to Fort Lauderdale / Hollywood, FL - includes airfare and 3 night hotel stay.
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ARV:
$6,500
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Total ARV:
$7,000
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Company:
New Belgium Brewing Company
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Eligibility:
Legal Residents of FL, GA, IL, MA, MN, NJ, NV, NY, OH, SC, TN, and TX, ages 21 or older
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Start Date:
02/26/2024
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Deadline Date: 03/31/2024
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Entry Fee:
$0
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Frequency:
N/A
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Max Entries:
1
Prizeo Meet Cher At Her Malibu Home Sweepstakes
Win a Trip for 2 to an intimate dinner party with Cher in Malibu!
log in to activate entry trackerNOTE: 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.
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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.
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ARV:
$2,600
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Total ARV:
$2,600
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Company:
Charitybuzz, LLC
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Eligibility:
Worldwide (void where prohibited), ages 21 or older
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Start Date:
01/31/2024
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Deadline Date: 04/07/2024
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Entry Fee:
$0
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Frequency:
N/A
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Max Entries:
2
Thomas J. Henry Taylor Swift Ticket Giveaway
Win a Trip for 2 to see Taylor Swift in New Orleans!
log in to activate entry trackerThe 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.
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Grand Prize:
A trip for 2 to see Taylor Swift in New Orleans, LA - includes airfare and hotel stay.
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ARV:
$5,000
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Total ARV:
$5,000
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Company:
Thomas J. Henry Injury Attorneys
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Eligibility:
Legal Residents of the U.S., ages 18 or older
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Start Date:
02/27/2024
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Deadline Date: 10/01/2024
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Entry Fee:
$0
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Frequency:
N/A
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Max Entries:
1
University Hospitals Trip to the 2024 Draft Sweepstakes
Win a Trip for 2 to the NFL Draft in Detroit!
log in to activate entry trackerThe 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.
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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.
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ARV:
$1,500
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Total ARV:
$1,500
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Company:
Cleveland Browns Football Company LLC
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Eligibility:
Legal Residents of the U.S., ages 18 or older
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Start Date:
02/22/2024
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Deadline Date: 04/03/2024
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Entry Fee:
$0
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Frequency:
N/A
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Max Entries:
1
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