Unforgettable Ladies Weekend Ideas in Connecticut

Whether you and your girls routinely opt for a relaxing day at the spa, prefer exploring the culinary delights of a new destination, or enjoy walking Main Street and shopping ’til you drop, there’s plenty to do, see, and experience in all of New England. However, there’s one place that tops the list in all of these categories: Mystic. 

This picturesque seaside town has both a charming and laid-back vibe, with deep ties to New England maritime history. The Mystic River runs through the heart of the town, creating a scenic and serene atmosphere for you and your best friends to enjoy. Stroll around and you’ll find a  quaint downtown area, cobblestone streets, boutique shops, cozy cafes, and seafood restaurants where you can enjoy fresh catches right from the Atlantic. With an artistic and vibrant feel, this town’s the perfect place to get away with your girls.

Stay at the Hilton Mystic, a modern and friendly hotel that offers a taste of history with a nautical twist, and puts you right in the center of it all. Or, if you’re searching for a bit more of a local feel, reserve a room at The Whaler’s Inn, a boutique hotel that features views of the Mystic River and Bascule Drawbridge and is enveloped by picturesque historic neighborhoods, boutique shops, art galleries, and acclaimed restaurants. If you can, grab a reservation at their onsite restaurant, The Shipwright’s Daughter, whose head chef won the James Beard Chef Award in 2024.

When it comes to ladies weekend ideas, think Greenwich. With a sophisticated and upscale vibe, this part of the state is known for being a blend of classic New England charm with a more modern, cosmopolitan feel. If you and your girls are ready to treat yourselves to a touch of luxury, venture to Greenwich to discover the beautiful mansions, high-end boutiques, and posh eateries that feel elegant without being flashy—the ideal refined balance.

Downtown is very walkable, offering a mix of chic shops, cocktail bars, and charming cafes. Grab a coffee and walk around the town’s harbor with its gorgeous views of Long Island Sound and scenic waterfront featuring local yacht clubs before exploring a museum or art gallery.

Stay at Stanton House Inn. Nestled in a grand Greek Revival mansion from 1843, this bed-and-breakfast is packed with stories—like its ties to Stanford White and the American Women’s Suffrage Movement. It’s been everything from a private home to a veterans’ home, and since 1985, it’s been lovingly run by the Pearson family as a cozy bed-and-breakfast where history meets comfort. 

If you and your posse are in search of more of an energetic and gritty vibe, Hartford is the place for you. Downtown has a mix of modern buildings, historic landmarks, and a growing arts scene, as well as new restaurants, breweries, and cafes. This city is practically begging you and your friends to get dressed up and enjoy a fun-filled girls night out! During the day, we recommend exploring the riverfront area, especially along the Connecticut River, as it’s a peaceful escape from the city’s urban energy. In short, this city has a great deal of character—and you’re going to love it.

Stay at The Goodwin during your next girls weekend getaway. This boutique hotel was once recognized as a landmark 19th-century residential building, and now it uniquely fuses the history of Connecticut’s capital city with contemporary style. Settle in for a cocktail downstairs before heading up to your room to enjoy the decorative fireplace, enamel bathtub, and fine-pressed European linens and luxurious toiletries. It’s all just as relaxing as it sounds.

It’s time to get that girls’ trip out of the group chat. All that Connecticut has to offer is waiting for you. New England Inns and Resorts was founded in 1907 and has been devoted to providing unforgettable experiences ever since. With over 300 hotels, inns, and resorts located across New England, we support exceptional hospitality with a dedication to keeping it local at every location.