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
A forest stream with moss-covered rocks and autumn-colored foliage.

Norfolk

Vacations
Norfolk

Litchfield County flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Price was CA $2,173, price is now CA $1,355 per person
CA $1,355
per person
Aug 23 - Aug 27
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Newark Liberty Intl. Airport (EWR)
Book a stay at this business-friendly hotel in New York. Enjoy free breakfast, a fitness center, and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Broadway and Times Square are located nearby.
Sound View Greenport

Sound View Greenport

4 out of 5
Price was CA $5,420, price is now CA $3,348 per person
CA $3,348
per person
Aug 23 - Aug 30
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to New York (JFK)
Book a stay at this beach hotel in Greenport. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Railroad Museum of Long Island and The Old Field Vineyards are located nearby.
The Harbor Front Inn

The Harbor Front Inn

3.5 out of 5
Price was CA $4,625, price is now CA $2,922 per person
CA $2,922
per person
Aug 23 - Aug 30
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to New York (JFK)
Book a stay at this business-friendly hotel in Greenport. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Greenport Carousel and Camera Obscura are located nearby.
The Shoals Suites and Slips

The Shoals Suites and Slips

3.5 out of 5
Price was CA $3,592, price is now CA $2,292 per person
CA $2,292
per person
Aug 23 - Aug 30
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to New York (JFK)
Stay at this hotel in Southold. Enjoy free WiFi, free bicycles on site, and a business center. Our guests praise the helpful staff in our reviews. Popular attractions The Old Field Vineyards and Crescent Beach are located nearby.
Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was CA $2,958, price is now CA $1,929 per person
CA $1,929
per person
Sep 16 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Newark Liberty Intl. Airport (EWR)
Stay at this hotel in New York. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Broadway and Rockefeller Center are located nearby.

Top Litchfield County hotels deals

Americas Best Value Inn Torrington CT

Americas Best Value Inn Torrington CT

2.5 out of 5
395 Winsted Rd Torrington CT
Free cancellation
Reserve now, pay when you stay
The price is CA $181 per night
CA $181
CA $208 total
Jul 9 - Jul 10
includes taxes & fees
Book a stay at this business-friendly hotel in Torrington. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Sunnybrook State Park and Hotchkiss-Fyler House Museum are located nearby.
Parking included
Free WiFi
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 $138 per night
CA $138
CA $158 total
Jul 26 - Jul 27
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
Rocky River Inn

Rocky River Inn

3 out of 5
236 Kent Road New Milford CT
The price is CA $188 per night
CA $188
CA $217 total
Jul 9 - Jul 10
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 Candlewood Lake and Emmanuel Williamson Park are located nearby.
Parking included
Free WiFi
Interlaken Inn & Resort

Interlaken Inn & Resort

3.5 out of 5
74 Interlaken Road Lakeville CT
The price is CA $344 per night
CA $344
CA $395 total
Jul 14 - Jul 15
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 Harney and Sons Tea Tasting Room are located nearby.
Pool
Spa
Mayflower Inn & Spa, Auberge Collection

Mayflower Inn & Spa, Auberge Collection

5 out of 5
118 Woodbury Rd. Washington CT
The price is CA $1,064 per night
CA $1,064
CA $1,306 total
Jul 9 - Jul 10
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
The Litchfield Inn

The Litchfield Inn

4 out of 5
432 Bantam Road Litchfield CT
The price is CA $372 per night
CA $372
CA $428 total
Jul 13 - Jul 14
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 Mount Tom State Park are located nearby.
Pool
Breakfast included
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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 $1,355. 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.