OSO Boutique Clothing Store
Stay Above the
Style of OSO
Perched directly above the beautifully curated Oso boutique on historic Circuit Avenue, Hotelito Oso is connected to one of the island’s most stylish and personal shopping experiences. Owned and curated by Erin Tiernan — a Martha’s Vineyard retailer with more than two decades of experience dressing locals, summer visitors, and everyone in between — Oso is a proudly woman-owned business housed inside a woman-owned building at the very center of downtown Oak Bluffs. More than just a boutique, Oso feels like the modern evolution of Circuit Avenue itself: effortlessly stylish, welcoming, a little unexpected, and deeply rooted in the Vineyard community.
Where Shopping
Meets Staying
Inside, guests will find carefully selected clothing, jewelry, accessories, gifts, beauty products, and pieces you suddenly realize you “need” the moment you see them. And because Hotelito Oso sits directly above the boutique, the line between shopping and hospitality starts to blur in the best possible way. Spot something in the window on your evening stroll? Text the concierge, and it can appear in your suite before you finish your glass of wine on the balcony. Need a last-minute outfit for dinner, a cozy sweatshirt for the beach, a candle, jewelry, or something you forgot to pack? At Hotelito Oso, your downstairs boutique becomes part of the hotel experience itself — almost like having your own private island general store, only significantly better dressed.