Day 1

• 5:00 PM | Enjoy an Al Fresco Dinner at the Mayflower 

  Indulge in elevated countryside cuisine. Dinner in the Tap Room showcases the local area’s incredible bounty. View Menu

   

• 8:00 PM | Gather around the harvest moon bonfire

  Take in the countryside beside the warm glow of the Mayflower’s nightly bonfire, indulging in after-dinner cocktails & making complimentary s’mores. 

Day 2

• 8:00 AM | Morning countryside hike

  Venture off property for a scenic hike at Steep Rock Preserve or the White Memorial Conservation Center. Trek through the lush countryside and enjoy Connecticut’s bright flora and fauna.

• 9:00 AM | Unwind with a spa treatment

  Discover ultimate restoration at the Mayflower’s holistic wellness destination. Reserve a rejuvenating spa treatment like the revitalizing Full Body Reboot. 

• 12:00 PM | Afternoon antiquing at Michael Trapp

  After an indulgent spa session, journey to the town of Cornwall to explore the best antiques, vintage finds and a selection of curated wares at Michael Trapp, many a designers’ go-to for antiquing and treasure hunting.

• 2:00 PM | Grab a bite at The Pink House

  Head over to The Pink House for a late lunch after exploring antiquities, which was founded by the chic and ever talented Marina Muñoz, who built her career as a fashion stylist and is quickly proving herself as a doyenne of casual cool dining. 

Day 3

• 9:00 AM | Coffee & Croissants at The Bakehouse

  Visit The Bakehouse in Litchfield for a morning pick-me-up that consists of craft coffee, breakfast essentials, and one of The Bakehouse’s coveted croissants.

• 11:00 AM | Explore Litchfield 

  Explore the quaint town of Litchfield, known for its rich arts, culture, history and shopping. Browse the collection of boutiques like Littleish, Bantam Tileworks, Guy Wolff Pottery, and finish with a visit to Arethusa Dairy Ice Cream for an afternoon treat.

• 6:00 PM | Dinner at Community Table

  Journey to Community Table for dinner and taste ingredient-centric dishes that celebrate the incredible  bounty from Connecticut’s farmers and purveyors.

• 9:00 PM | Late night tipples in the Tap Room

  View Menu

Day 4

• 10:00 AM | Breakfast in the Garden Room

  Start your morning with breakfast in the sun-drenched Garden Room, designed by distinguished interior designer, Celerie Kemble. 

• 12:30 PM | Spend the day in New Preston

  Mayflower Inn’s neighboring  area in Litchfield Hills is known as “America’s antiquing capital.” Head over to the charming town New Preston and step inside Plain Goods, Privet House and Pergola for a curated antique shopping experience filled with unique treasures, and finish with a coffee from Smithy’s.

• 5:00 PM | Enjoy Campfire Delights

  Gather around the bonfire to indulge in a specially curated menu of sweet or savory culinary delights from the Mayflower’s expert culinary team, including fire-warmed fondue and rustic seafood treats amongst the inn’s perfectly manicured gardens and greenery.

• 7:30 PM | Delight in an old school drive-in movie at Four Brothers

  For a unique and nostalgic movie experience, end your night with a visit to Four Brothers, a “modern-retro” drive-in movie theatre.

About the Insider | Jane Keltner de Valle