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Middletown, CT | 70 Main Street, Middletown, Connecticut 06457
Reservations

Holiday Happenings in Middletown

A vital and beautiful city, Middletown comes alive during the holiday season. When visiting for your winter getaway, take the kids to Kidcity Children's Museum, reserve your spot on a Lady Katharine Cruise or have some family fun at Holiday on Main Street. Check out Powder Ridge Ski Area and take advantage of skiing, snowboarding & tubing this winter. New England's festive holiday spirit can be felt throughout the Connecticut River Valley.

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.
  • 32nd Holiday on Main Street

    Check out all-day activities on Saturdays like meeting Santa, free horse & wagon rides, a petting farm and ornament decorating.
  • 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.

Shopping

  • Ladybug Boutique

    Stuff your stocking with holiday goodies from Lady Boutique. Shop for Yankee Candles, greeting cards, country décor, and hand painted wine glasses.
  • Malloves Jewelers

    Find the holiday gift for that someone special at Malloves Jewelers offering unique finds like diamond rings, sterling silver gifts and costume jewelry.

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. 

 
 
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Package available: November 1, 2017 - March 30, 2018

 

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: frontdesk@innatmiddletown.com or call us at (860) 854-6300.

 

 

 

 

Home away from Home for the Holidays

Is your house overbooked for holidays?  Take it easy and let us serve you.  In this package you will find everything you need to make your Holiday season fun and enjoyable. During your overnight stay at the Inn you will be welcomed with a wine and cheese amenity in your room.  Enjoy a drink on us at the Tavern at the Armory by the fireplace.  You're welcome to book your Christmas dinner at the Tavern at the Armory, prepared by our award winning chef.  Because of the Inn's perfect location on Main Street you may walk down to the local movie theater, shops, cafés, and night life.  With this package, every morning at the Inn starts with a Complimentary Breakfast.

 
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Package Available: December 21, 2017 - January 1, 2018

 

Package includes:

  • Deluxe overnight accommodations
  • Complimentary Wi-Fi
  • Cheese and wine welcome amenity
  • An adult beverage at the Tavern at the Armory
  • Breakfast either in your room or the restaurant
  • Valet parking
  • $30 upgrade to suite
 
Terms & Conditions: Offer is based on availability 12/21-1/1/18.   Cannot 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: frontdesk@innatmiddletown.com or call us at (860) 854-6300.
 
 

 

 

 

 

New Year's Eve Package with Dinner

Start off Your New Year's Eve in style at the Inn at Middletown.  The Inn at Middletown is a spirited destination in a quintessentially New England environment and is often referred to as Middletown's "Best Kept Secret".  The inn is located on Main Street in Middletown.  Walking distance to many restaurants and night life. 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, the colonial-style Tavern at the Armory restaurant and bar is a favorite of guests and locals alike, offering a terrific gathering place to enjoy some outstanding food from its award-winning chef and a wide variety of beers on tap, wines, and spirits. 

 
Book Now
 

Package available: 12/31/17

 

Package includes:

  • Deluxe overnight accommodations in a Traditional Style Room for two
  • $30 upgrade to a Boutique One Bedroom Suite
  • Complimentary Wi-Fi
  • New Year's Eve Dinner for two at the Tavern at the Armory
  • A bottle of champagne with chocolate covered strawberries delivered to the room or at dinner
  • A complete breakfast for two in the Tavern at the Armory or room service
  • Early check-in and late check-out
  • Complimentary 24-hr valet service
 
 
Terms & Conditions: Offer is based on availability, 12/31/17 only and cannot be combined with any other discounts or promotional offers. Advance reservations required. 24 hour cancellation policy applies. Taxes and Gratuity are not included. Contact: frontdesk@innatmiddletown.com or call us at (860) 854-6300.
Book Now