Litchfield Vacations

Book a Hotel + Flight or Car together to unlock savings

Photo by Jennifer Magri

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Find the Best Litchfield Vacation Packages

Litchfield Hotel Deals

The Litchfield Inn

The Litchfield Inn

4 out of 5
432 Bantam Road, Litchfield, CT
The price is NT$8,364 per night from Jul 24 to Jul 25
NT$8,364
NT$9,619 total
Jul 24 - Jul 25
includes taxes & fees
9/10 Wonderful! (922 reviews)
"The property was beautiful. Breakfast was fine. It was a short drive to town."

Reviewed on 2025/7/6

The Litchfield Inn
The Abner Hotel

The Abner Hotel

3 out of 5
15 West St, Litchfield, CT
The price is NT$7,179 per night from Aug 12 to Aug 13
NT$7,179
NT$8,256 total
Aug 12 - Aug 13
includes taxes & fees
9.4/10 Exceptional! (23 reviews)
Great hotel in a great location!!
"Well appointed rooms -new hotel. Very clean. Comfortable bed and great shower. Friendly and helpful staff. Great location near shops and restaurants. Rooftop bar and restaurant on premises which stay open late. Would highly recommend."

Reviewed on 2025/7/13

The Abner Hotel
Wyndham Southbury

Wyndham Southbury

3 out of 5
1284 Strongtown Road, Southbury, CT
Fully refundableReserve now, pay when you stay
The price is NT$2,723 per night from Aug 7 to Aug 8
NT$2,723
NT$3,132 total
Aug 7 - Aug 8
includes taxes & fees
8/10 Very Good! (1,016 reviews)
"This property was very clean and the staff was very nice."

Reviewed on 2025/7/20

Wyndham Southbury
See all 733 properties in Litchfield
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.

Discover the most popular places to visit in Litchfield

Peaceful boardwalk through the marsh.

White Memorial Conservation Center

You can spend time browsing the exhibits at White Memorial Conservation Center during your trip to Litchfield. Take in the live music while you're in the area.

White Memorial Conservation Center
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.

Topsmead State Forest

Commune with nature and explore the great outdoors at Topsmead State Forest during your travels in Litchfield Historic District. Take in the live music while you're in the area.

Topsmead State Forest

Litchfield Town Green

Explore the great outdoors at Litchfield Town Green, a lovely green space in Litchfield Historic District. You can enjoy the bars while in the area.

Litchfield Town Green

Frequently asked questions

How much does a Litchfield vacation package cost?
You'll find cheap prices on Expedia for your Litchfield escape. However, factors like the season, length of stay and your choice of hotel will determine how much your vacation to Litchfield costs.
What are the cheapest months to go to Litchfield?
If you're looking to score a cheap Litchfield vacation package, consider visiting in January, February and November. You'll typically find better rates on flights and hotels during these months — perfect for a budget-friendly break.
How many days is enough for Litchfield?
Litchfield vacations come in all shapes and sizes, but to really sink your teeth into this destination, we reckon 2 days is about right. This will mean you can visit top attractions like Haight-Brown Vineyard and Litchfield Historical Society Museum along with underrated spots. Don't forget to explore cool neighborhoods such as Litchfield Historic District and Milton Center Historic District either. If you're smart with your time, you can even allow for a day trip or two from Litchfield too.
Is it worth booking a vacation package to Litchfield?
Whether you're planning to explore attractions such as Litchfield Town Green and White Memorial Conservation Center, or eager to experience its top-notch history and nature, a Litchfield vacation will leave you with lasting memories. Book your getaway with Expedia and discover why Litchfield is such a good vacation destination.
How to find the best Litchfield package deals?
Bagging a cheap Litchfield package deal is a cinch with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your maximum budget, apply a couple of filters and browse what's available. You can tweak your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to view the most affordable Litchfield package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Litchfield vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll generally snag a better deal than booking each component individually. And you'll still get the flexibility to create a tailored Litchfield vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Litchfield?
If you have your Litchfield travel dates confirmed, book early to bag some fantastic deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spontaneous trips? Our last-minute deals are great for traveling on a whim.
How to plan a trip to Litchfield?

  1. Choose when to travel: Check your calendar and pack your bags. Your preferred time of year and the activities on offer will also help you decide when to visit Litchfield.
  2. Work out your budget: Ensure you have enough money to cover everything from food and transportation to flights and experiences. Your accommodations will likely be the largest expense during your trip to Litchfield.
  3. Work out your trip length: Think about how much time you'd like to spend discovering Litchfield. Plan your days so you can get to all the attractions and experiences you're interested in at a comfortable pace.
  4. Bundle your airfare and accommodations: Once you've settled on your dates and duration, lock in the perfect Litchfield vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.