Litchfield Vacations from $344

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Your Litchfield Vacation

There's no better way to travel than with one of our vacation packages to Litchfield. The rich history and spectacular views are a couple of the countless reasons to visit this captivating city. Make your trip to Litchfield even more fulfilling by including some sightseeing. Warner Theater, Bantam Lake and Litchfield Town Green are some of the big attractions worth exploring. Expedia will help you escape your daily routine. Tailor your vacation to Litchfield to suit your travel style, whatever that may be.

The Latest Litchfield vacation packages

Price found within the past 48 hours. Click for updated prices.
Solano Inn

Solano Inn

2.5 out of 5
per person
Aug 30 - Sep 2
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Hartford (BDL)
9/10 Wonderful! (152 reviews)
Place was very nice and woman at front desk very Pleasant. The room was large, mattress comfy but there was large stains on the comforter and when I made a cup of coffee in room it was horrible. Maybe machine needs to be cleaned. Probably should have said something but I didn’t. Would go back.

Reviewed on Jul 14, 2025

Holiday Inn Express Vernon - Manchester by IHG

Holiday Inn Express Vernon - Manchester by IHG

2.5 out of 5
per person
Aug 29 - Sep 2
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Hartford (BDL)
8.6/10 Excellent! (1,005 reviews)
Clean and good breakfast.

Reviewed on Jul 18, 2025

Fairfield Inn & Suites Hartford Manchester

Fairfield Inn & Suites Hartford Manchester

2.5 out of 5
per person
Aug 29 - Sep 2
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Hartford (BDL)
8.6/10 Excellent! (991 reviews)
Great location friendly staff clean

Reviewed on Jul 14, 2025

Inn at Middletown

Inn at Middletown

3.5 out of 5
per person
Sep 13 - Sep 18
found 12 hours ago
Roundtrip non-stop flight included
Salt Lake City (SLC) to Hartford (BDL)
9/10 Wonderful! (484 reviews)
Pool deck area was a little dirty.

Reviewed on Jul 11, 2025

Best Western Manchester

Best Western Manchester

2.5 out of 5
per person
Aug 29 - Sep 2
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Hartford (BDL)
8.4/10 Very Good! (155 reviews)
Soap dispenser in bathroom needed replaced. Hair in bathroom.

Reviewed on Jul 18, 2025

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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

Litchfield Hotel Deals

The Litchfield Inn

The Litchfield Inn

4 out of 5
432 Bantam Road, Litchfield, CT
Fully refundableReserve now, pay when you stay
$284 nightly
The price is $327 total per night from Jul 24 to Jul 25
$327 total
Jul 24 - Jul 25
Total includes taxes and fees
9/10 Wonderful! (919 reviews)
"The property was beautiful. Breakfast was fine. It was a short drive to town."

Reviewed on Jul 6, 2025

The Litchfield Inn
The Abner Hotel

The Abner Hotel

3 out of 5
15 West St, Litchfield, CT
$236 nightly
The price is $271 total per night from Aug 10 to Aug 11
$271 total
Aug 10 - Aug 11
Total includes taxes and 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 Jul 13, 2025

The Abner Hotel
Wyndham Southbury

Wyndham Southbury

3 out of 5
1284 Strongtown Road, Southbury, CT
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $107 total per night from Jul 27 to Jul 28
$107 total
Jul 27 - Jul 28
Total includes taxes and fees
8/10 Very Good! (1,006 reviews)
"No room service on Monday I was not notified about that The Dish tv network I have a problem with every time I stay"

Reviewed on Jul 16, 2025

Wyndham Southbury
See all 734 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.

Find the Best Litchfield Vacation Packages

Litchfield Essential Information

Language
English
Currency
U.S dollars
Population
1,200
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Mohawk Mountain Ski Area, Kent Falls State Park and Warner Theater

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Frequently asked questions

How much does a Litchfield vacation package cost?
You'll find cheap prices from $344 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?
You can typically find lower rates and better availability in April, October and December. Check out our cheap Litchfield vacation packages and you could score some excellent off-season deals.
How many days is enough for Litchfield?
We'd recommend booking a Litchfield vacation for at least 2 days. This will allow you enough time to tick off top sights including Ripley Waterfowl Conservancy and Tapping Reeve House and Law School, and check out neighborhoods like Litchfield Historic District and Milton Center Historic District. You could even fit in a day trip beyond Litchfield.
Is it worth booking a vacation package to Litchfield?
During your Litchfield vacation, you can look forward to enjoying some top-notch history and nature. Leave enough room in your schedule to explore major attractions like Litchfield Town Green and White Memorial Conservation Center.
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.
Does Expedia offer Book Now, Pay Later Litchfield vacation packages?
Secure your dream getaway to Litchfield with help from our Book Now, Pay Later vacations. There's no need to save like crazy or wait for the next payday — we've partnered with online lender Affirm to give you flexibility with your finances. Our vacation packages with payment plans let you spread the total cost over 3, 6 or 12 months. With no late payment fees or hidden charges, you can easily stay on budget and snap up bargains before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.