Harwinton Vacations from $624

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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.
Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven

3 out of 5
Price was $798, price is now $624 per person
$624
per person
May 18 - May 22
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
8.6/10 Excellent! (1,255 reviews)
Large clean room. Excellent front desk staff.

Reviewed on Mar 5, 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 $1,691, price is now $1,257 per person
$1,257
per person
May 18 - May 22
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
9.2/10 Wonderful! (908 reviews)
Groovy, fun, comfortable hotel in a great location.

Reviewed on Mar 3, 2026

Luxury Furnished Apartments by Hyatus Downtown at Yale

Luxury Furnished Apartments by Hyatus Downtown at Yale

3.5 out of 5
The Hill
Save 100% on your flight
Price was $1,514, price is now $1,158 per person
$1,158
per person
May 18 - May 22
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
9.6/10 Exceptional! (64 reviews)
Everything here has been excellent. I am a travel nurse and they have really helped to make my trip here the best.

Reviewed on Feb 27, 2026

Hyatus Luxury Residences City Crossing

Hyatus Luxury Residences City Crossing

4 out of 5
The Hill
Save 100% on your flight
Price was $1,883, price is now $1,454 per person
$1,454
per person
May 18 - May 22
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
9.2/10 Wonderful! (29 reviews)
The place could have been a little cleaner I found hair in the bed and crumbs and dirt in the couch and under it as well the walls were stained and the carpet was stained in the bedroom it definitely was a big difference from the first time I stayed there

Reviewed on Feb 16, 2026

Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven

2.5 out of 5
Price was $793, price is now $644 per person
$644
per person
May 18 - May 22
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
8/10 Very Good! (1,457 reviews)
Great overnight stay.

Reviewed on Mar 5, 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

The Capitol Hotel

The Capitol Hotel

3 out of 5
440 Asylum St Hartford CT
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $108 total per night from Mar 8 to Mar 9
$108 total
Mar 8 - Mar 9
Total with taxes and fees
7.6/10 Good! (1,187 reviews)
All good

Reviewed on Mar 1, 2026

The Capitol Hotel
Hampton Inn & Suites Hartford/East Hartford

Hampton Inn & Suites Hartford/East Hartford

2.5 out of 5
351 Pitkin Steet East Hartford CT
Fully refundableReserve now, pay when you stay
$105 nightly
The price is $120 total per night from Apr 6 to Apr 7
$120 total
Apr 6 - Apr 7
Total with taxes and fees
9/10 Wonderful! (1,133 reviews)
Looking forward to see the renovations

Reviewed on Mar 3, 2026

Hampton Inn & Suites Hartford/East Hartford
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
120 Laning St Southington CT
$84 nightly
The price is $97 total per night from Mar 21 to Mar 22
$97 total
Mar 21 - Mar 22
Total with taxes and fees
8.6/10 Excellent! (1,225 reviews)
Room was amazing. Shower awesome. Breakfast was good.

Reviewed on Mar 5, 2026

Holiday Inn Express Southington by IHG
See all 796 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 $624 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.