Harwinton Vacations from $848

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Your Harwinton Vacation

When a city break is calling, answer it with a vacation package to Harwinton. The neighborhood of Litchfield Historic District, which is good for shopping, dining and history, makes a wonderful base for your adventures. A trip to Harwinton wouldn't be complete without swinging by a few well-known attractions, such as Connecticut Valley Winery. Whoever you're traveling with and whatever your bank balance, your dream Harwinton vacation is just clicks away with Expedia.

The Latest Harwinton vacation packages

Price found within the past 48 hours. Click for updated prices.
Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
Downtown New Haven
Save 100% on your flight
Price was $1,185, price is now $848 per person
$848
per person
Jun 14 - Jun 20
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to New Haven (HVN)
8.6/10 Excellent! (1,008 reviews)
Excellent, friendly staff and a large comfortable room.

Reviewed on Mar 26, 2026

Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
North End
Save 100% on your flight
Price was $2,569, price is now $1,534 per person
$1,534
per person
Jun 12 - Jun 16
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to New Haven (HVN)
No reviews
Luxury Furnished Apartments by Hyatus Downtown at Yale

Luxury Furnished Apartments by Hyatus Downtown at Yale

3.5 out of 5
The Hill
Price was $1,210, price is now $910 per person
$910
per person
Jun 26 - Jun 29
found 12 hours ago
Roundtrip flight included
Chicago (ORD) to New Haven (HVN)
9.6/10 Exceptional! (64 reviews)
The rooms are spacious and clean, kitchen is fully equipped for those who want to cook.

Reviewed on Mar 29, 2026

Graduate by Hilton New Haven

Graduate by Hilton New Haven

4 out of 5
Downtown New Haven
Price was $1,196, price is now $914 per person
$914
per person
Jun 14 - Jun 20
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to New Haven (HVN)
9.2/10 Wonderful! (958 reviews)
Beautiful quaint rooms and bathrooms, and very clean

Reviewed on Mar 30, 2026

Hyatus Luxury Residences City Crossing

Hyatus Luxury Residences City Crossing

4 out of 5
The Hill
Price was $1,281, price is now $991 per person
$991
per person
Jun 26 - Jun 29
found 12 hours ago
Roundtrip flight included
Chicago (ORD) to New Haven (HVN)
9.2/10 Wonderful! (30 reviews)
Communication and ease

Reviewed on Mar 8, 2026

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Discover the most popular places to visit in Harwinton

Harwinton Conservation and Recreation Area

3/5(1 review)

Explore the great outdoors at Harwinton Conservation and Recreation Area, a lovely green space in Harwinton. Discover the bars and live music in this relaxing area.

Harwinton Conservation and Recreation Area

Harwinton Hotel Deals

Argyll House by Boutique

Argyll House by Boutique

2 out of 5
Harwinton CT
Get rates
Argyll House by Boutique
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
120 Laning St Southington CT
Fully refundable
$108 nightly
The price is $124 total per night from Apr 12 to Apr 13
$124 total
Apr 12 - Apr 13
Total with taxes and fees
8.6/10 Excellent! (1,254 reviews)
breakfast was fine did not use a/c

Reviewed on Mar 31, 2026

Holiday Inn Express Southington by IHG
The Capitol Hotel

The Capitol Hotel

3 out of 5
440 Asylum St Hartford CT
Fully refundableReserve now, pay when you stay
$96 nightly
The price is $111 total per night from Apr 13 to Apr 14
$111 total
Apr 13 - Apr 14
Total with taxes and fees
7.6/10 Good! (1,222 reviews)
Clean room

Reviewed on Apr 2, 2026

The Capitol Hotel
See all 802 properties in Harwinton
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 Harwinton Vacation Packages

Harwinton Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Bradley Intl. Airport (BDL)
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Connecticut Valley Winery, Winchester Historical Society and Jerram Winery

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Frequently asked questions

How much does a Harwinton vacation package cost?
Offering excellent value package deals from $848 on Expedia, you'll be pleasantly surprised at how much a vacation to Harwinton costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Harwinton?
November, December and January are the best times to search for cheap Harwinton vacation packages. Traveling in quieter periods means you can typically find better prices on hotels and flights.
How many days is enough for Harwinton?
Typically, a handful of days is enough to visit the top attractions during your Harwinton vacation. However, if you'd like to have some time to kick back or go on day tours, think about extending your trip.
How to find the best Harwinton package deals?
Use Expedia's handy filters to help you find some great Harwinton package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your escape for midweek, or browse for Harwinton package deals in the off-peak season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your vacation package well in advance.
Is it cheaper to book a Harwinton vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking flights and stays separately. Better still, you can tailor your Harwinton escape to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Harwinton?
If you're planning a spontaneous Harwinton adventure, browse our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can score terrific deals on your flights and hotels by booking well in advance.
Does Expedia offer Book Now, Pay Later Harwinton vacation packages?
If you're like us, you love exploring new places but don't love the big price tag that can sometimes come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the cost of your Harwinton vacation over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure great vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.