Litchfield County Vacations & Trips from $958
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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
Litchfield
New Milford
Torrington
Kent
Salisbury
Lakeville
Woodbury
The Latest Litchfield County Vacation Packages
Price found within the past 48 hours. Click for updated prices.
1 Hotel Brooklyn Bridge
$2,255
per person
Nov 24 - Nov 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9/10 Wonderful! (1,004 reviews)
This was the best hotel stay I’ve ever had. I travel weekly for business so I have stayed at many hotels but the 1 really stands out as exceptional. The staff were so friendly and welcoming. The location was so convenient to get to Manhattan. The ferry dock is a 2 min walk and there’s tons of good food around the area as well. The room was immaculate and we loved the filtered water refilling station inside the room. The internet was easy to connect to and the TV was so easy to connect to my phone. The AC worked great and kept the room cool. The rooftop had great views of the city. All around we really loved this hotel and felt like it was totally worth the money. Next time I return to Brooklyn I will definitely be returning to the 1! Thank you so much for the great stay!
Reviewed on Sep 21, 2026
2 bedroom luxury Empire State VIEW
Manhattan
$2,003
per person
Dec 16 - Dec 20
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
6/10 (4 reviews)
After booking i was notified that the property was not available. I would not use this vendor ever again. Highly unprofessional.
Reviewed on Sep 11, 2026
Find the Best Litchfield County Vacation Packages
Litchfield County Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Bradley Intl. Airport (BDL) |
Top Sights | Lake Waramaug State Park, Highland Lake and Satans Kingdom State Recreation Area |
Litchfield County Hotel Deals
Mayflower Inn & Spa, Auberge Collection
118 Woodbury Rd. Washington CT
$1,157 nightly
$1,331 total
Oct 4 - Oct 5
Total with taxes and fees
9.4/10 Exceptional! (65 reviews)
"Everything was perfect—the room, the service, the restaurant, the spa; everything was perfect. An unforgettable experience."
Reviewed on Sep 13, 2026
Rocky River Inn
236 Kent Road New Milford CT
Fully refundableReserve now, pay when you stay
$123 nightly
$141 total
Sep 29 - Sep 30
Total with taxes and fees
8.6/10 Excellent! (914 reviews)
"Room was very clean. The bed was very comfortable. Check in was easy and fast."
Reviewed on Sep 20, 2026
The Abner Hotel
15 West St Litchfield CT
$311 nightly
$358 total
Oct 19 - Oct 20
Total with taxes and fees
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.
Stay near popular Litchfield County attractions
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.
Photo by Polly B
Lake Waramaug
Commune with nature and explore the great outdoors at Lake Waramaug during your travels in New Preston. Wander the parks and beaches while you're in the area.
Lime Rock Park
9.2/10 (30 reviews)
Catch an event at Lime Rock Park during your trip to Lakeville. Discover the waterfalls and countryside in this relaxing area.
Elephant's Trunk Flea Market
8.8/10 (23 reviews)
You can search for that perfect souvenir at Elephant's Trunk Flea Market during your trip to New Milford. Experience the area's entertainment venues and festivals.
Mohawk Mountain Ski Area
8.8/10 (20 reviews)
Hit the slopes in Cornwall with a visit to Mohawk Mountain Ski Area. While you're in the area, stroll along the riverfront.
Lake Waramaug State Park
9.2/10 (25 reviews)
If a restful vacation is part of your travel plans, Lake Waramaug State Park might be the perfect place to seek out during your trip to Kent. While you're in the area, wander around the natural setting.
The Christmas Shop
Enjoy a stop at The Christmas Shop, an entertaining place to visit in Bethlehem Village. Experience the theater scene or attend a sporting event in this family-friendly area.
Warner Theater
7.4/10 (11 reviews)
Enjoy a show at Warner Theater, a storied theater in Torrington. Discover the bars and its entertainment venues while you're in the area.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.