Litchfield County Vacation Packages
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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 vacation destinations in Litchfield County
Washington
Salisbury
Top Litchfield County Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Night Hotel Broadway
Manhattan
CA $1,104
per person
Dec 1 - Dec 4
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
7.6/10 Good! (3,714 reviews)
We took a chance on this place because it was close to my son in the UWS. What a mistake. For 600 dollars a night we had a dirty room, a shower with mold, and a carpet that was torn up all over. Unreal. If I could give it negative stars I would.
Reviewed on Oct 11, 2026
Hotel Riu Plaza Manhattan Times Square
Manhattan
CA $1,715
per person
Dec 4 - Dec 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (4,026 reviews)
Very nice clean modern hotel. Our room had a double bed and sofa bed as well, so slightly larger. Place to hang clothes, but no closet as per older hotels. House cleaning did an excellent job. Bathroom large and quite nice.
The good: Employees we dealt with were uniformly nice!
Helped us with local restaurants, advice on touring, etc.
The cafe had great coffee, a modest happy hour for wine and beer, and very nice "grab and go" sandwiches and salads.
The less good: We were hoping for a bucket of ice each day, but one had to go to the downstairs cafe and there, a large plastic cup (or two or three) were offered at no charge, but water and soda had to be bought down there too, as no vending machines on the floors. (Two free small bottles of water on the first day, then tap water or buy some...)
Overall, I WOULD definitely recommend the Riu Plaza Times Square! 4.5 stars!
Reviewed on Oct 11, 2026
Litchfield County Hotel Deals
Rocky River Inn
236 Kent Road New Milford CT
Fully refundableReserve now, pay when you stay
CA $212
CA $244 total
Oct 12 - Oct 13
includes taxes & fees
Mayflower Inn & Spa, Auberge Collection
118 Woodbury Rd. Washington CT
CA $1,345
CA $1,629 total
Nov 11 - Nov 12
includes taxes & 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
Days Inn by Wyndham Torrington
492 East Main St Torrington CT
Fully refundableReserve now, pay when you stay
CA $132
CA $152 total
Nov 1 - Nov 2
includes taxes & 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.
Frequently asked questions
How much does a Litchfield County vacation package cost?
Choose from any combination of flights, hotels and car rentals, and you can be vacationing in Litchfield County from just CA $1,104. And the more you bundle, the more money you save. The vacation of your dreams has never been more affordable.
How do I get a cheap travel package to Litchfield County?
If you love getting a great deal, combine your bookings into a Litchfield County vacation package. Whether you're searching for flights, hotels, tours or rental cars, you can book them all in one place. You'll have plenty of choice at your fingertips as well. Expedia has more than 550 partner airlines and 1,000,000 hotel options all over the world to take your pick of. Fly with who you want, stay in a place you like and save a tidy sum — now that's the ideal getaway!
What are the top hotels in Litchfield County?
Check out Days Inn by Wyndham Torrington and Rocky River Inn. They're top picks for lots of travelers to New Milford. If Sharon is on your itinerary, The Litchfield Inn and Americas Best Value Inn Torrington CT are both cozy options.
How far in advance should I book my Litchfield County vacation?
Earlier is always better. Airlines usually release flights around a year prior to departure, and this is when you can pick up some of the lowest prices. Just been told you need to take your vacation time in a few weeks? That's fine too — Expedia are never short on fantastic deals to help you have the getaway of your dreams, at a price you can afford.
What does an Expedia Litchfield County travel package include?
From flights and hotels to rental cars, Expedia can help you craft a Litchfield County package that's right for you. Heading off for a few weeks? Give some thought to a rental car, flight and hotel bundle. If you're taking a short break, a hotel and flight deal could be what you're after. Experiences can also be added once you've made your booking. Our travel packages make it a breeze to save and plan.
Can I choose my airline with a Litchfield County Expedia vacation package?
Yes — that's one of the best things about an Expedia vacation package. You get to decide. We have more than 550 airline partners around the world, so you have loads of choice when creating your Litchfield County trip.
If I'm not able to travel, can I cancel my Litchfield County vacation package?
Don't worry if you're rethinking your Litchfield County vacation package — you can cancel or amend your booking. And if you've booked it within the last 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur charges from your hotel, airline or car rental company. We understand life can sometimes throw you a curveball, so make your way to our Customer Service Portal if that occurs. When you're ready to make changes, we'll take care of it.
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.
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.
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.
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
