🛏️ The “Weekend Getaway” List – Connecticut Edition
🌊 1. Mystic, CT – Small Town Vibes, Big Comfort Energy
Seafood (or skip if you hate it), cute shops, and cozy inns. Stroll the Mystic Seaport, get ice cream at Mystic Drawbridge, and absolutely avoid anything too strenuous.
Pro tip: Book a waterfront room. The views? Chef’s kiss. The effort? Minimal.
🏡 2. The Berkshires, MA – Culture & Comfort (with Good Food)
Just a short drive. Think cute bookstores, art museums, and farm-to-table brunches. Zero pressure for hiking—spa treatments and scenic drives are the vibe here.
Pro tip: Visit The Mount (Edith Wharton’s home) and pretend you’re a wealthy 19th-century writer.
🍷 3. Coastal Rhode Island – Grown-Up Getaway Without the Crowds
Westerly or Watch Hill for beach walks, wine tastings, and calm coastal vibes—all without the “summer tourist” chaos.
Pro tip: Sunset at the beach with a good book and zero responsibilities? Perfection.
🪵 4. Litchfield Hills, CT – Peak Cozy Countryside
Antique shops, quiet cafes, and charming inns make this perfect for “escape without effort” weekends.
Pro tip: Book a stay where you don’t even have to leave the property. Breakfast in bed > brunch reservations.
🛳️ 5. Newport, RI – Mansions & Mock Wealth Energy
Tour Gilded Age mansions (zero climbing required) and stroll Cliff Walk—the flattest part, obviously. Enjoy oceanfront dining without needing a yacht.
Pro tip: Bring oversized sunglasses and pretend you own one of the mansions.
📚 6. Hudson, NY – Bookstores, Bakeries, and Boutique Hotels
Artsy but chill. Spend the weekend browsing vintage shops, sipping coffee, and eating your way down Warren Street.
Pro tip: Stay at a bed-and-breakfast with a fireplace. Peak “main character” vibes.
🏛️ 7. Providence, RI – Low-Key City Vibes
Walkable downtown, art galleries, and cozy cafes. A city trip without the stress of a real city trip.
Pro tip: If you’re feeling fancy, check out WaterFire if it’s running—fire-lit rivers are a vibe.
🛁 8. Essex, CT – New England Charm with Minimal Effort
Small-town perfection. River cruises, cute boutiques, and the perfect place to do absolutely nothing.
Pro tip: Stay at the Griswold Inn—classic vibes, cozy fireplaces, and no real plans required.
🍂 9. Lenox, MA – Spa Weekend Goals
Miraval Berkshires Resort & Spa for the ultimate treat-yourself weekend. Massages, saunas, and nap-worthy outdoor lounges.
Pro tip: Book a mindful cooking class or simply don’t—spa robes all weekend is a valid plan.
🍽️ 10. New Haven, CT – Pizza Pilgrimage + Lazy Exploration
Sometimes, adventure = eating your weight in pizza (Frank Pepe’s, Sally’s, or Modern Apizza, depending on your vibe).
Pro tip: Follow it up with a Yale Art Gallery stroll so you feel cultured.
