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.
OYO Times Square
Manhattan
CA $1,815
per person
Oct 16 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to New York (JFK)
6.8/10 (2,071 reviews)
The rooms are small which is totally fine. The customer service was not all that great except for the one staff member who actually helped us get a fan. The plumbing was messed up and had no hot water, AC, or ice. And they had no way of saying how long it would be that way. The elevators are very tiny and hold only a couple of people with luggage. Room was clean but other than the one helpful staff member, that was all they had going for them.
Reviewed on Aug 25, 2026
Hotel Riu Plaza Manhattan Times Square
Manhattan
CA $2,692
per person
Oct 16 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to New York (JFK)
9.2/10 Wonderful! (3,902 reviews)
⭐⭐⭐⭐⭐ Outstanding Stay at RIU!
Everything was absolutely perfect from beginning to end. The room was very clean and comfortable, and the attention to detail throughout the hotel was exceptional. The location was excellent—right in the middle of all the action, making it easy to enjoy everything nearby.
The staff provided great service and made us feel welcomed throughout our stay. I also really appreciated that the ballet practice was included, which was a wonderful added touch.
Overall, an excellent experience. I would definitely stay here again and highly recommend this RIU to anyone looking for a great location, beautiful accommodations, and outstanding service!
Reviewed on Aug 26, 2026
The Shelburne Sonesta New York
Manhattan
CA $2,000
per person
Oct 16 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to New York (JFK)
9/10 Wonderful! (2,029 reviews)
The room was clean and large for nyc. The bathroom was on the brink of needing to be refreshed. The door to the room did not close without slamming it.
Reviewed on Aug 25, 2026
Litchfield County Hotel Deals
Mayflower Inn & Spa, Auberge Collection
118 Woodbury Rd. Washington CT
CA $1,524
CA $1,833 total
Sep 1 - Sep 2
includes taxes & fees
9.4/10 Exceptional! (63 reviews)
"Beautiful property with lovely pool and spa area. The rooms are beautifully decorated. The staff are all friendly, welcoming, and very helpful. The grounds and gardens are well maintained. The hiking trail is highly recommended. My room in the main house was a bit noisy; the room above mine appeared ..."
Reviewed on Aug 21, 2026
Americas Best Value Inn Torrington CT
395 Winsted Rd Torrington CT
Fully refundableReserve now, pay when you stay
CA $166
CA $191 total
Aug 27 - Aug 28
includes taxes & fees
5.6/10 (813 reviews)
"The hotel was not what we expected to be, the sheets were stained and it was more of a motel than a hotel, it smelled horrible! we asked for new sheets and comforters and they were also stained. WILL NOT RECOMMEND TO ANYONE! We checked out a day early because we couldn’t beard to stay another ..."
Reviewed on Aug 25, 2026
Days Inn by Wyndham Torrington
492 East Main St Torrington CT
CA $135
CA $156 total
Sep 1 - Sep 2
includes taxes & fees
7.4/10 Good! (1,009 reviews)
"Pretty loud AC"
Reviewed on Aug 24, 2026
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 $1,815. 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.
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 relaxing area.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
