Litchfield County Holidays

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

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Top destinations in Litchfield County

Covered bridge with a Christmas wreath in winter in West Cornwall, Connecticut
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Litchfield

Litchfield
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Kent

Kent

Litchfield County Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Hotel 57

Hotel 57

4 out of 5
Manhattan
Price was S$2,615, price is now S$2,306 per person
S$2,306
per person
1 Jul - 5 Jul
found 1 hour ago
Return direct flight included
Singapore (SIN) to Newark Liberty Intl. Airport (EWR)
8.2/10 Very Good! (762 reviews)
JR Suite was awesome.

Reviewed on 15 Apr, 2026

PUBLIC, an Ian Schrager hotel

PUBLIC, an Ian Schrager hotel

4 out of 5
Manhattan
Price was S$3,292, price is now S$2,836 per person
S$2,836
per person
1 Jul - 5 Jul
found 1 hour ago
Return direct flight included
Singapore (SIN) to Newark Liberty Intl. Airport (EWR)
8.6/10 Excellent! (3,489 reviews)
The location is what you’re there for. Overall very clean. Rooms are small but fine for 2

Reviewed on 15 Apr, 2026

Pod Times Square

Pod Times Square

3 out of 5
Manhattan
Price was S$2,662, price is now S$2,483 per person
S$2,483
per person
1 Jul - 5 Jul
found 1 hour ago
Return direct flight included
Singapore (SIN) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (5,406 reviews)
Great place and great location.I have stayed at the location many, many times.

Reviewed on 17 Apr, 2026

Top hotels in Litchfield County

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$164 per night from 30 Apr to 1 May
S$164
30 Apr - 1 May
includes taxes & fees
8.6/10 Excellent! (811 reviews)
Renovation are good

Reviewed on 16 Apr, 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$136 per night from 25 Apr to 26 Apr
S$136
25 Apr - 26 Apr
includes taxes & fees
7.4/10 Good! (1,000 reviews)
Everythig was good except there was a foul smell in the hallway and that was very unpleasant.

Reviewed on 12 Apr, 2026

Days Inn by Wyndham Torrington
Mayflower Inn & Spa, Auberge Collection

Mayflower Inn & Spa, Auberge Collection

5 out of 5
118 Woodbury Rd. Washington CT
The price is S$956 per night from 29 Apr to 30 Apr
S$956
29 Apr - 30 Apr
includes taxes & fees
9.4/10 Exceptional! (59 reviews)
Clean room

Reviewed on 16 Mar, 2026

Mayflower Inn & Spa, Auberge Collection
See all 434 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$2,306. 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.