Litchfield County Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$134 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top destinations in Litchfield County

Stumbled upon this lovely place on a weekend drive. Topsmead State Forest includes the summer home of Edith Morton Chase, daughter of Harry Sabin Chase the 1st President of Chase Brass and Copper Company. There are lovely gardens surrounding the home which serve as host to many weddings and photo shoots.
FlightsFlightsHotelsHotels

Litchfield

Litchfield
Lattice truss bridge in Kent, Connecticut crossing the Housatonic #River.
FlightsFlightsHotelsHotels

Kent

Kent

Litchfield County Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
OYO Times Square

OYO Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was S$2,513, price is now S$1,522 per person
S$1,522
per person
11 Apr - 21 Apr
found 1 day ago
Return flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
7.2/10 Good! (1,617 reviews)
Great experience Personal was amazing and very helpful I will recommend 100%

Reviewed on 26 Feb, 2026

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Price was S$4,280, price is now S$2,220 per person
S$2,220
per person
11 Apr - 21 Apr
found 1 day ago
Return flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (2,790 reviews)
Fantastic room and great location

Reviewed on 26 Feb, 2026

Ace Hotel New York

Ace Hotel New York

4 out of 5
Manhattan
Save 100% on your flight
Price was S$2,654, price is now S$1,614 per person
S$1,614
per person
11 Apr - 21 Apr
found 1 day ago
Return flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
8/10 Very Good! (1,008 reviews)
Great room and great atmosphere, front desk was exceptional

Reviewed on 26 Feb, 2026

Margaritaville Resort Times Square

Margaritaville Resort Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was S$3,136, price is now S$1,943 per person
S$1,943
per person
11 Apr - 21 Apr
found 1 day ago
Return flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (3,941 reviews)
Clean room. Staff and the amenities were both great! Would definitely stay again!

Reviewed on 27 Feb, 2026

The Annual Holiday Sale

Members save up to 40% on hotels. Plan this year’s big trip and save.
Book now

Top hotels in Litchfield County

The Litchfield Inn

The Litchfield Inn

4 out of 5
432 Bantam Road Litchfield CT
Fully refundableReserve now, pay when you stay
The price is S$339 per night from 9 Mar to 10 Mar
S$339
9 Mar - 10 Mar
includes taxes & fees
9/10 Wonderful! (972 reviews)
Nice place, great staff, and delicious breakfast! Will be coming back!

Reviewed on 8 Feb, 2026

The Litchfield Inn
Rocky River Inn

Rocky River Inn

3 out of 5
236 Kent Road New Milford CT
Fully refundableReserve now, pay when you stay
The price is S$154 per night from 12 Mar to 13 Mar
S$154
12 Mar - 13 Mar
includes taxes & fees
8.6/10 Excellent! (789 reviews)
The room and bathroom are older.

Reviewed on 17 Feb, 2026

Rocky River Inn
Days Inn by Wyndham Torrington

Days Inn by Wyndham Torrington

2 out of 5
492 East Main St Torrington CT
Fully refundableReserve now, pay when you stay
The price is S$135 per night from 8 Mar to 9 Mar
S$135
8 Mar - 9 Mar
includes taxes & fees
7.4/10 Good! (1,000 reviews)
Very respectable staff and clean environment

Reviewed on 5 Feb, 2026

Days Inn by Wyndham Torrington
See all 427 properties in Litchfield County
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 holiday package cost?
Choose from any combination of flights, hotels and car rentals, and you can be holidaying in Litchfield County from just S$1,522. And the more you bundle, the more money you save. The holiday 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 holiday 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 travellers to New Milford. If Sharon is on your itinerary, The Litchfield Inn and Americas Best Value Inn Torrington CT are both cosy options.
How far in advance should I book my Litchfield County holiday?
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 holiday 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 holiday package?
Yes — that's one of the best things about an Expedia holiday 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 holiday package?
Don't worry if you're rethinking your Litchfield County holiday 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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.