Harwinton Vacations from $764
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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.
Landing Apartments New Haven Near Dixwell
Newhallville
$764
per person
Nov 13 - Nov 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
2/10 (1 review)
The parking situation is very unclear. There is a small sign far from the lot that warns of towing but nothing in the area where you park. No significant warnings in communications with host.
Reviewed on May 25, 2026
Head of Pond House
$897
per person
Oct 8 - Oct 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
10/10 Exceptional! (13 reviews)
Amazing hidden B&B gem in Watermill NY! Fantastic property. Beautiful home and property! Will definitely be back!
Reviewed on Aug 23, 2026
New Haven Hotel
Downtown New Haven
$791
per person
Oct 22 - Oct 26
found 8 hours ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
9.2/10 Wonderful! (2,292 reviews)
It was our second stay here. Good size room, very comfortable and clean, in a good location and with helpful staff.
Reviewed on Sep 4, 2026
Hyatus Luxury Residences City Crossing
The Hill
$1,074
per person
Nov 13 - Nov 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
9.4/10 Exceptional! (34 reviews)
The room was spacious and clean. Close to new haven union station, yale university and downtown. We enjoyed the pool, gym and the rooftop. Check in and check out process were very smooth. Sarah was very responsive to our questions. Would def stay here again.
Reviewed on Aug 10, 2026
Stay near popular Harwinton attractions
Harwinton Conservation and Recreation Area
6.0/10 (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 Hotel Deals
Sunny Peace Homestay
48 Rock Brook Rd Harwinton CT
$195 nightly
$224 total
Sep 7 - Sep 8
Total with taxes and fees
9.4/10 Exceptional! (13 reviews)
"👍"
Reviewed on Sep 1, 2026
The Capitol Hotel
440 Asylum St Hartford CT
Fully refundableReserve now, pay when you stay
$101 nightly
$116 total
Sep 10 - Sep 11
Total with taxes and fees
Best Western Hartford Hotel & Suites
185 Brainard Rd Hartford CT
Fully refundableReserve now, pay when you stay
$107 nightly
$123 total
Sep 13 - Sep 14
Total with taxes and fees
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 $764 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.
