Harwinton Vacations from $381

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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.
Hampton Inn & Suites New Haven - South - West Haven

Hampton Inn & Suites New Haven - South - West Haven

2.5 out of 5
Price was $493, price is now $381 per person
$381
per person
Apr 30 - May 4
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
8.4/10 Very Good! (1,006 reviews)
Clean rooms, excellent staff, they’re very professional and very knowledgeable and friendly and helpful.

Reviewed on Mar 29, 2026

Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
North End
Save 100% on your flight
Price was $2,230, price is now $1,550 per person
$1,550
per person
Jun 11 - Jun 14
found 21 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to New Haven (HVN)
No reviews
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 $1,225, price is now $898 per person
$898
per person
Apr 30 - May 4
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
8.6/10 Excellent! (1,008 reviews)
Excellent, friendly staff and a large comfortable room.

Reviewed on Mar 26, 2026

Graduate by Hilton New Haven

Graduate by Hilton New Haven

4 out of 5
Downtown New Haven
Save 100% on your flight
Price was $1,101, price is now $832 per person
$832
per person
Apr 30 - May 4
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
9.2/10 Wonderful! (958 reviews)
Updated bathrooms, very happy with my stay

Reviewed on Mar 23, 2026

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
Saybrook Manor
Price was $689, price is now $536 per person
$536
per person
Jun 19 - Jun 22
found 12 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
8/10 Very Good! (1,004 reviews)
Parking was very convenient, but the room wasn’t very clean and very cold upon arrival.

Reviewed on Mar 26, 2026

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Discover the most popular places to visit in Harwinton

Harwinton Conservation and Recreation Area

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
$112 nightly
The price is $129 total per night from Apr 24 to Apr 25
$129 total
Apr 24 - Apr 25
Total with taxes and fees
8.6/10 Excellent! (1,250 reviews)
Yes

Reviewed on Mar 29, 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
$90 nightly
The price is $104 total per night from Apr 2 to Apr 3
$104 total
Apr 2 - Apr 3
Total with taxes and fees
7.6/10 Good! (1,217 reviews)
Comfortable bed and pillows

Reviewed on Mar 28, 2026

The Capitol Hotel
See all 798 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 $381 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.