5 Drew Barrymore Movies That Brighten The Dread Of Mid-Winter

When winter has you down, Drew Barrymore can raise you up.

By

Drew Barrymore is loved by many. Her movies have such a warm, feel-good energy—perfect for a cozy winter feel-good fix!

50 First Dates 

Drew Barrymore and Adam Sandler in 50 First Dates (2004)

Set in dreamy Hawaii, 50 First Dates is like a little slice of sunshine in the middle of winter. This rom-com follows Henry (Adam Sandler) as he falls for Lucy (Drew Barrymore), only to discover she has short-term memory loss and forgets him every day. It’s heartfelt, funny, and has just the right amount of tropical escapism to brighten up a chilly day.

Ever After: A Cinderella Story

For a cozy, fairy-tale escape, Ever After is a winter must-watch. Barrymore brings charm and strength to this Cinderella retelling, where there’s no magic—just a smart, independent heroine rewriting her own story. The stunning 16th-century French setting, dreamy romance, and gorgeous costumes make it the perfect film to curl up with on a snow day.

Never Been Kissed

Drew shines in this rom-com classic as Josie, an awkward journalist who goes undercover at a high school, reliving her teenage years in all their cringey glory. It’s got romance, humor, and a heartwarming message about self-love and second chances. Plus, that final baseball stadium scene? Still iconic.

The Wedding Singer

Adam Sandler and Drew Barrymore in The Wedding Singer

Another Drew Barrymore and Adam Sandler movie – because together they are always rom-com gold. The Wedding Singer is pure fun, set in the neon-colored, big-haired ’80s. It’s got heart, humor, and a killer soundtrack, plus one of the sweetest grand gestures in movie history. If you’re looking for something warm and comforting, this is the ultimate feel-good watch. 

Charlie’s Angels

If you need an instant energy boost, Charlie’s Angels delivers action, comedy, and major girl-power vibes. Drew Barrymore, Cameron Diaz, and Lucy Liu make the ultimate trio, kicking butt and having a blast while doing it. It’s stylish, over-the-top, and packed with high-energy fight scenes, iconic fashion, and a killer early-2000s soundtrack. Perfect for lifting your mood on a dreary winter day.


About the author

Jenna May

Daily Devotional

Your Daily Devotional 4/4/2025: Finding Peace During Moments of Stillness

Devotional Message In this day and age, we run swiftly from one thing to another, our lives filled with incessant noise and distractions. When we allow ourselves to find stillness by quieting our minds and opening our hearts, we discover that stillness is not merely physical, but a state of inner quietude. It is within […]

godandman.com

Your Daily Devotional 4/3/2025: Cultivating Inner Strength & Overcoming Limitations

Devotional Message We were born into this Universe as Divine beings. With God dwelling within us, there exists an unlimited potential to connect with His strength. Through spiritual connection, we transcend our human limitations and access boundless power. Rather than relying on ourselves alone, we tap into a higher source, enabling us to climb any […]

godandman.com

Your Daily Devotional 4/2/25: Surrendering To God’s Plan & His Wisdom

Devotional Message The human condition is to rely on ourselves, attempting to control every aspect of our lives. We grip tightly, believing if we hold on, we can navigate the intense waters of each day. Yet compared to Divine wisdom, our understanding remains limited. As humble followers of God, we must release the reins and […]

godandman.com

Your Daily Devotional 4/1/25: Living By Faith & Not By Sight

Devotional Message God has given each of us a vision of the life we are destined to live. When life feels uncertain and we find ourselves in darkness with no end in sight, we often lose hope that change is possible. As we navigate the unknown, we must learn to see not just with our […]

godandman.com