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Middletown, CT | 70 Main Street, Middletown, Connecticut 06457
  • Inn at Middletown Hotel Seasonal Specials

Winter Happenings in Middletown

A vital and beautiful city, Middletown comes alive during the winter season. When visiting for your winter getaway, take the kids to Kidcity Children's Museum, reserve your spot on a Lady Katharine Cruise, and have some family fun. Check out Powder Ridge Ski Area and take advantage of skiing, snowboarding & tubing this winter.

Things to Do

  • Kidcity Children's Museum

    Take the kiddos to Kidcity Children's Museum during the holidays and they will have a blast learning playing and interacting with exhibits.
  • Lady Katharine Cruises

    Reserve your spot for one of our featured holiday cruises, including Reindeer on the River, Holiday Happy Hour, New Year's Eve Gala, and Murder Mystery on the River.
  • Powder Ridge Ski Area

    Located in a stunning setting, Power Ridge Ski Area is open all year long and is designed for enthusiasts of all skill levels. This holiday season, take advantage of skiing, snowboarding, and tubing.


  • Wesleyan RJ Julia Bookstore

  • Malloves Jewelers

    Find a gift for that someone special at Malloves Jewelers offering unique finds like diamond rings, sterling silver gifts and costume jewelry.
  • Pocketful of Posies  

    A lovely gift shop nestled in The Main Street Market in Middletown that was awarded the very prestigious award of * RETAIL BUSINESS OF THE YEAR 2017

Local Deals

Winter Romance Package

Turn up the heat this winter on a romantic getaway at the Inn at Middletown.  Often referred to as Middletown's "Best Kept Secret", the Inn at Middletown is a spirited destination in a quintessentially New England environment.  Upon arrival one cannot help but feel a grand sense of arrival passing through the exterior brick courtyard and entering into the marble lobby adorned by a stunning spiral staircase that showcases the two-story foyer.  For your dining and social pleasure, enjoy a romantic dinner, lunch and breakfast by the fire at the colonial-style Tavern at the Armory restaurant and bar, from its award-winning chef and a wide variety of beers on tap, wines, and spirits.  The Romantic Getaway doesn't stop there.  At Powder Ridge, enjoy snow tubing, skiing and much more.  Bring your own sleds and ice skates to explore Middletown's parks, where you can go sledding, hiking or ice skating.  Come back to the Inn for hot chocolate or a cocktail by the fire.  After dinner, walk too many night life and attractions, downtown Middletown was awarded one of the "Most Romantic Main Streets in America", by Huffington Post. 

Book Now

Package available: November 1, 2019 and March 30, 2020.

Package includes:

  • Deluxe overnight accommodations with $40 upgrade to Boutique One Bedroom Suite
  • Complimentary valet parking
  • Early check-in and late check-out
  • Welcome amenity (chocolate covered strawberries and champagne)
  • $60 credit towards dinner for two by the fire at Tavern at the Armory
  • Two complimentary beverages
  • Complimentary breakfast for two

Terms & Conditions: Offer is based on availabilityCannot be combined with any other discounts or promotional offers.  Advance reservations required at the Inn. 24 hour cancellation policy applies. Taxes and gratuity are not included. Contact: [email protected] or call us at (860) 854-6300.

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