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National Wine Day is this week, which means it's the perfect excuse to swirl, sip, and pretend you can identify "notes of blackberry and tobacco" with complete confidence. Whether you're opening a bottle with friends, pouring a glass on the couch, or just here for the vibes, we've rounded up a few movies, books, and TV shows that pair surprisingly well with wine.

13 Movies that Pair Well with a Glass of Wine

From vineyard getaways gone wrong to high-stakes wine fraud scandals, these movies just hit differently with a glass in hand.

Sideways

Two friends road trip through wine country the week before one of them gets married. Miles is in a midlife crisis while Jack is in complete denial. Paul Giamatti and Thomas Haden Church are perfectly cast, and Alexander Payne's script won the Oscar. The Pinot Noir monologue alone is worth your time.

The full list:

Hotel Spotlight

Together with Inside Hotels

Rancho Valencia Resort & Spa

The Vibe: Mediterranean ambiance meets California cool

The Location: Rancho Santa Fe, CA

Instaworthy Accommodations:
Located on 45 acres of lush gardens and olive groves, this Forbes Five-Star rated property combines the charm of San Diego with world-class amenities. From wood-burning fireplaces and private garden patios to walk-in closets and soaring ceilings, each space will take your breath away. If you’re looking for wellness, start with a massage, a cold plunge, or IV therapy, then sweat it out in one of 95+ fitness classes. End the day poolside at Rein, an adults-only poolside oasis, with a cocktail in hand in a private cabana.

Cosmopolitan Reads for Rooftops and Red Wine

City books that pull you in fast and don't let go—best enjoyed somewhere comfortable with a glass of red and no obligations.

Sweetbitter

by Stephanie Danler

Tess arrives in New York and lands a job at one of the city's most prestigious restaurants. Stephanie Danler's debut novel captures the intoxicating thrill of finding yourself in your twenties: the wine, the late nights, and the kind of people who only come out after midnight.

The full list:

Hotel Spotlight

Together with Inside Hotels

Mill Falls Resort Collection

The Vibe: Quiet lakeside charm

The Location: Meredith, NH

Instaworthy Accommodations:
Set along the shores of Lake Winnipesaukee, Mill Falls Resort Collection brings together four inviting waterfront properties connected by gardens, walkways, and a charming lakeside marketplace. Rooms range from rustic-luxe lakefront retreats to cozy inn-style stays, all with easy access to pools, the spa, and the resort’s scenic shoreline. Spend your days exploring Meredith’s boutiques, hiking nearby trails, or getting out on the water for paddleboarding or sunset cruises. In the evenings, grab dinner overlooking the bay or unwind with some fire pit s’mores. However you embrace lake life, do it at Mill Falls.

Pour Decisions: The Best Wine TV Shows

Some people enjoy wine. Others build their entire personality around it. These shows capture the prestige, passion, and occasional pretentiousness of the wine world.

Drops of God

A young woman discovers that her late father—one of the world's greatest wine critics—has left his collection to whoever can identify three legendary bottles by taste alone. Based on a beloved manga of the same name, this psychological drama makes wine feel genuinely cinematic.

The full list:

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