A snow-covered landscape with a stone bridge, a small tower, and a forested hill.

Litchfield County Vacations & Trips from $395

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Your Litchfield County Vacation

Leave all the planning to us with a Litchfield County vacation package. With everything arranged before you head off, all you need to do is sit back, chill out and enjoy this destination's culture and charm. With so much to see and do on a trip to Litchfield County, it can be hard to know where to begin. Kick off your journey in New Milford at Candlewood Lake and Elephant's Trunk Flea Market — two much-loved attractions here. Another city to add to your itinerary is Terryville. Be sure not to miss Lake Compounce and Mount Southington Ski Area. Expedia has flights, hotels and all your other travel needs to help you put together your own customized Litchfield County vacation today.

Top destinations in Litchfield County

A covered bridge with a sign reading 'West Cornwall' and a '10'-11' height clearance warning.
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The Latest Litchfield County Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • A room with a red sofa, a wooden coffee table, and a patterned rug. There are two mirrors on the walls, one above the coffee table and one above the sofa.
    Jan 20 - Jan 24

    Newark Hansbury Multi Level House + Flight

    Weequahic
    4 nights
    2.0 star property
    6.8/10 - (5 reviews)
    "nice"
    Reviewed September 10, 2026
    Roundtrip • Atlanta (ATL) - New York (JFK)
    ATL - EWR • Nonstop LGA - ATL • Nonstop
    $665
    $395
    per traveler
    found 14 hours ago
    Newark Hansbury Multi Level House
  • A rooftop terrace with outdoor seating, a city view, and a brick building.
    Jan 20 - Jan 24

    JW Marriott Essex House New York + Flight

    Manhattan
    4 nights
    4.5 star property
    8.8/10 - Excellent (1,000 reviews)
    Roundtrip • Atlanta (ATL) - New York (JFK)
    ATL - JFK • Nonstop JFK - ATL • Nonstop
    $1,724
    $991
    per traveler
    found 1 day ago
    JW Marriott Essex House New York
  • A modern building with large glass windows and a prominent RII sign.
    Jan 6 - Jan 10

    Hotel Riu Plaza New York Times Square + Flight

    Manhattan
    4 nights
    4.0 star property
    9.0/10 - Wonderful (3,452 reviews)
    "Excellent location, wonderful breakfast buffet, friendly staff"
    Reviewed November 5, 2026
    Roundtrip • Atlanta (ATL) - New York (JFK)
    ATL - JFK • Nonstop JFK - ATL • Nonstop
    $2,989
    $1,829
    per traveler
    found 1 day ago
    Hotel Riu Plaza New York Times Square
  • A large, two-story house with a wrap-around porch and multiple chimneys.
    Jan 15 - Jan 18

    Parkway House Goshen Family-Friendly Bed & Breakfast + Flight

    Goshen
    3 nights
    3.0 star property
    9.8/10 - Exceptional (46 reviews)
    "What a amazing property the stuff are amazin"
    Reviewed November 1, 2026
    Roundtrip • Atlanta (ATL) - New York (JFK)
    ATL - EWR • Nonstop EWR - ATL • Nonstop
    $738
    $456
    per traveler
    found 1 day ago
    Parkway House Goshen Family-Friendly Bed & Breakfast
  • A reception area with a wooden reception desk, a fireplace, and a seating area with a sofa and armchairs.
    Jan 7 - Jan 13

    Night Hotel Broadway + Flight

    Manhattan
    6 nights
    3.0 star property
    7.4/10 - Good (78 reviews)
    "Place is not worth the money at all"
    Reviewed November 5, 2026
    Roundtrip • Dallas (DFW) - New York (JFK)
    DFW - LGA • Nonstop LGA - DFW • Nonstop
    Save 100% on your flight
    $692
    $430
    per traveler
    found 1 day ago
    Night Hotel Broadway

Discover the most popular places to visit in Litchfield County

A waterfall cascading over rocks in a forested area.
Photo by Marissa Mancini
Open Photo by Marissa Mancini

Kent Falls State Park

9.4/10 (80 reviews)
Commune with nature and explore the great outdoors at Kent Falls State Park during your travels in Cornwall Bridge. You can enjoy the restaurants while in the area.
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Litchfield County Hotel Deals

A hotel room with a bed, white pillows, a bedside table with a phone, and a wall-mounted TV displaying a scenic sunset.

Days Inn by Wyndham Torrington

Days Inn by Wyndham Torrington
2.0 star property
7 mi from Litchfield County
7.4 out of 10, Good, (1,000 reviews)
$99 nightly
The price is $114
Nov 10 - Nov 11
Total with taxes and fees
Days Inn by Wyndham Torrington
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
See all properties in Litchfield County
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.