Book Exclusive Litchfield County Vacation Packages

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Search vacation packages deals in Litchfield County's top destinations

A waterfall cascading over rocks in a forest with autumn-colored trees.

Kent

Vacations
Kent

Litchfield County flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
The High Line Hotel

The High Line Hotel

4 out of 5
Manhattan
Save 100% on your flight
Price was CA $2,185, price is now CA $1,415 per person
CA $1,415
per person
Dec 17 - Dec 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
Stay at this hotel in New York. Enjoy free WiFi, free bicycles on site, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Madison Square Garden and Bryant Park are located nearby.
Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
North End
Save 100% on your flight
Price was CA $3,263, price is now CA $1,837 per person
CA $1,837
per person
Nov 14 - Nov 17
found 13 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to New Haven (HVN)
Book a stay at this luxury vacation home in Bridgeport. Enjoy free WiFi, free parking, and a garden. Popular attractions Beardsley Zoo and Lafayette Park are located nearby.
The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

5 out of 5
Manhattan
Save 100% on your flight
Price was CA $3,857, price is now CA $2,383 per person
CA $2,383
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
Book a stay at this luxury hotel in New York. Enjoy free WiFi, breakfast (surcharge), and a free area shuttle. Our guests praise the helpful staff in our reviews. Popular attractions 5th Avenue and Grand Central Terminal are located nearby.
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
Price was CA $4,887, price is now CA $3,087 per person
CA $3,087
per person
Dec 17 - Dec 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
Book a stay at this luxury hotel in Brooklyn. Enjoy free WiFi, an outdoor pool, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Brooklyn Bridge and Wall Street are located nearby.
Lotte New York Palace

Lotte New York Palace

4.5 out of 5
Manhattan
Save 100% on your flight
Price was CA $2,250, price is now CA $1,455 per person
CA $1,455
per person
Nov 19 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to New York (JFK)
Book a stay at this luxury hotel in New York. Enjoy a full-service spa, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grand Central Terminal and 5th Avenue are located nearby.

Top Litchfield County hotels deals

Rocky River Inn

Rocky River Inn

3 out of 5
236 Kent Road New Milford CT
The price is CA $212 per night
CA $212
CA $244 total
Oct 11 - Oct 12
includes taxes & fees
Stay at this hotel in New Milford. Enjoy free WiFi, free parking, and cable/satellite TV service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Emmanuel Williamson Park and Town Meadows are located nearby.
Parking included
Free WiFi
Mayflower Inn & Spa, Auberge Collection

Mayflower Inn & Spa, Auberge Collection

5 out of 5
118 Woodbury Rd. Washington CT
The price is CA $1,897 per night
CA $1,897
CA $2,264 total
Nov 2 - Nov 3
includes taxes & fees
Book a stay at this luxury hotel in Washington. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Steep Rock Preserve and Institute for American Indian Studies Museum and Research Center are located nearby.
Pool
Hot tub
Days Inn by Wyndham Torrington

Days Inn by Wyndham Torrington

2 out of 5
492 East Main St Torrington CT
Free cancellation
Reserve now, pay when you stay
The price is CA $120 per night
CA $120
CA $138 total
Oct 25 - Oct 26
includes taxes & fees
Book a stay at this business-friendly motel in Torrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hotchkiss-Fyler House Museum and Warner Theater are located nearby.
Breakfast included
Parking included
Interlaken Inn & Resort

Interlaken Inn & Resort

3.5 out of 5
74 Interlaken Road Lakeville CT
The price is CA $306 per night
CA $306
CA $352 total
Oct 26 - Oct 27
includes taxes & fees
Book a stay at this spa hotel in Lakeville. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Holley-Williams House Museum and Gay Woods Hill are located nearby.
Pool
Spa
The Litchfield Inn

The Litchfield Inn

4 out of 5
432 Bantam Road Litchfield CT
The price is CA $431 per night
CA $431
CA $496 total
Nov 3 - Nov 4
includes taxes & fees
Book a stay at this spa hotel in Litchfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions White Memorial Conservation Center and Topsmead State Forest are located nearby.
Pool
Breakfast included
The Abner Hotel

The Abner Hotel

3 out of 5
15 West St Litchfield CT
The price is CA $243 per night
CA $243
CA $280 total
Nov 1 - Nov 2
includes taxes & fees
Stay at this hotel in Litchfield. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Litchfield Town Green and Litchfield Historical Society Museum are located nearby.
Breakfast included
Pet-friendly
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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

A waterfall cascading over rocks in a forested area.
Photo by Marissa Mancini
Open 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.
See properties

Photos of local treasures

Browse Litchfield County vacation photos for more inspiration

A snow-covered landscape with a stone bridge, a small tower, and a forested hill.
A field with a rusty barrel, dense forest, and mist-covered mountains.
A river flowing through a forested valley with a hill in the background.
A stone structure with a pointed roof near a calm body of water, surrounded by trees.
A person sitting on rocks overlooking a valley with mountains and a lake.

Frequently asked questions

How much are vacation packages to Litchfield County?
Packages, which provide both flights and hotels in Litchfield County, start from CA $1,415. Make your travel dreams come true and book your trip with Travelocity today.
Where can I get the best vacation package deals for Litchfield County?
It's hard to beat Travelocity when it comes to crafting your Litchfield County package deal. There are as many as 400 airlines and 1,000,000 worldwide properties to choose from. Secure your trip now and get ready to tick another exciting destination off your bucket list.
Why should I book my Litchfield County vacation package with Travelocity?
From our 24/7 support to our range of fantastic destinations, we are dedicated to giving you the most unforgettable vacation. All you have to do is to click and book — our Price Match Guarantee will ensure you get the best price.
Can I save money on my Litchfield County car rental if I combine it with my hotel or flight?
Absolutely. And our Litchfield County vacation packages are the best way to do it. In just a few clicks you can save money and time by booking everything in one place. Pick up the keys to your rental car then chart your own course. Looking for things to do? Add a few tours to your package and save on those too.
Which airport is best for Litchfield County?
Bradley Intl. Airport (BDL) is where many people choose to touch down. Depending on your Litchfield County itinerary, Tweed - New Haven Regional Airport (HVN) and Stewart Intl. Airport (SWF) are other choices for you to look into.
What is there to do in Litchfield County?
Litchfield County has hidden surprises at every turn, however make sure you see Elephant's Trunk Flea Market and Highland Lake while you're here. These landmarks can't be missed.