A Day in Rhinebeck, NY: Dining, Shopping & Small-Town Charm
With its tree-lined streets, storybook architecture, and irresistible mix of food, shopping, and culture, Rhinebeck captures everything we love about the Hudson Valley. Whether you’re here for a weekend getaway with Red Cottage or just passing through, this charming town has something for every kind of traveler. From design lovers and foodies to nature seekers and history buffs, this small town needs to be on your Upstate NY bucket list.
Drinks + Dining
📍Pretty to Think So
This cozy spot feels like a secret dinner party, serving seasonal plates that pair perfectly with creative cocktails. Locally sourced ingredients and a warm, candlelit setting make every meal here memorable.
📍Bia
Rooted in Irish inspiration and Hudson Valley freshness, Bia offers elegant, farm-driven cuisine. Enjoy perfectly plated dishes in a relaxed yet refined space that celebrates the art of simple, delicious food.
📍Aba’s Falafel
A Rhinebeck favorite, Aba’s Falafel brings bold Middle Eastern flavors to the heart of town. Expect perfectly crispy falafel, fresh pita, and vibrant salads that make this casual spot a must-stop for lunch.
📍Café Con Leche
This cozy café brings a taste of Puerto Rico to the Hudson Valley. Enjoy rich coffee, classic empanadas, and hearty breakfasts in a laid-back space that feels like home.
📍Le Petit Bistro
A Rhinebeck classic, Le Petit Bistro has been serving French-inspired dishes for decades. With its white-tablecloth charm and expert wine pairings, it’s a timeless choice for date nights and special occasions.
📍Terrapin Restaurant
Located in a converted church, Terrapin is both dramatic and delicious. The menu fuses local ingredients with global flavors, and the Red Bistro side offers a more casual vibe with craft cocktails and comfort classics.
📍Cinnamon Indian Cuisine
Authentic Indian flavors shine at Cinnamon, where curries, tandoori dishes, and freshly baked naan come together in a warm, welcoming space. It’s the perfect spot for a flavorful night out.
📍Slow Fox Farm
Cold, small-batch beer made with care. Slow Fox Farm offers a laid-back, country setting for enjoying fresh pours and scenic Hudson Valley views.
📍Little Goat
An all-day café serving up Mediterranean-inspired fare, Little Goat pairs fresh, flavorful dishes with a relaxed, cozy dining room vibe. Whether you’re stopping in for brunch, lunch, or a leisurely dinner, it’s the kind of spot that instantly feels like your new local spot.
Shopping
📍Hammertown Barn
Equal parts design studio and inspiration destination, Hammertown Barn is filled with beautifully curated furniture, textiles, and décor that blend rustic charm with modern comfort.
📍Rhinebeck Mercantile
Stocked with local goods and handmade treasures, Rhinebeck Mercantile is a favorite for thoughtful gifts and Hudson Valley-inspired finds.
📍Zephyr on Hudson
A boutique that captures effortless Hudson Valley style, Zephyr on Hudson offers chic clothing, home goods, and accessories with a modern edge.
📍Land of Oz Toys
Whimsical and full of nostalgia, Land of Oz Toys is packed with puzzles, books, and games that bring out the kid in everyone.
📍Paper Trail
A stationery and gift shop filled with clever cards, artful paper goods, and unique finds, Paper Trail is a must for design lovers and list-makers alike.
📍Adel Chefridi
Handcrafted right in Rhinebeck, Adel Chefridi’s jewelry reflects a sense of harmony and timeless beauty. Each piece is made with care, blending global inspiration with local artistry.
Entertainment & Culture
📍Old Rhinebeck Aerodrome Museum
Step back in time and see vintage aircraft come to life. The Old Rhinebeck Aerodrome celebrates early aviation with fascinating exhibits and thrilling weekend air shows.
📍The CENTER for Performing Arts at Rhinebeck
Catch a play, musical, or community event at this beloved performing arts center. The intimate venue offers everything from local theater to family-friendly performances.
📍Upstate Films
A Rhinebeck institution, Upstate Films screens independent and international movies in a historic theater setting. It’s a cultural hub that keeps the town’s creative spirit alive.
📍Dutchess County Fairgrounds
Home to the iconic Dutchess County Fair, this expansive venue hosts events year-round. From craft fairs to food festivals, it’s a cornerstone of Rhinebeck’s community life.
Wellness
📍Omega Institute
Nestled in nature just outside town, the Omega Institute is a sanctuary for personal growth and mindfulness. Spend a weekend immersed in yoga, meditation, and self-care surrounded by peaceful woodland views.
📍Mirbeau Inn & Spa Rhinebeck
Luxury meets tranquility at Mirbeau Inn & Spa, where European-inspired design and restorative spa treatments create the ultimate wellness escape.
📍Breathe Studio: Barre & Pilates
Find your balance at Breathe Studio, a bright and welcoming space offering barre, Pilates, and mindful movement classes that leave you refreshed and centered.
Treats & Sweets
📍Samuel’s Sweet Shop
Beloved by locals (and a few famous fans), Samuel’s Sweet Shop is the kind of old-fashioned candy store you never want to leave. Grab a coffee, pick out your favorite sweets, and soak in the nostalgia.
📍Krause’s Chocolates
Handcrafted chocolates, creamy caramels, and classic confections fill the cases at Krause’s. It’s a Rhinebeck staple and a must for anyone with a sweet tooth.
📍Bread Alone Bakery & Café
Stop by for a cozy breakfast or a perfect loaf to take home. Bread Alone’s Rhinebeck café serves up locally sourced pastries, breads, and organic coffee in a warm, inviting space.
Rhinebeck captures everything that makes the Hudson Valley so special: small-town charm, farm-fresh food, local creativity, and a welcoming community vibe. Whether you’re strolling through shops, sipping craft beer, or catching a live performance, Rhinebeck always feels like the perfect escape. Book a Red Cottage stay and savor the small town vibes all weekend long.
