Harwinton Vacations from $488

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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.
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
Saybrook Manor
Price was $656, price is now $488 per person
$488
per person
Sep 21 - Sep 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
8/10 Very Good! (1,001 reviews)
Hotel is outdated but clean and well kept, service was great. Great for a one or two night stay. I recommend it for families and especially if traveling with a pet.

Reviewed on Jul 18, 2026

Landing Apartments New Haven Near Dixwell

Landing Apartments New Haven Near Dixwell

3 out of 5
Newhallville
Save 100% on your flight
Price was $1,493, price is now $1,118 per person
$1,118
per person
Aug 26 - Aug 31
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

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 $663, price is now $504 per person
$504
per person
Sep 11 - Sep 13
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
9.6/10 Exceptional! (85 reviews)
I had an amazing stay at the Hyatus. The property was exceptionally clean and well maintained, which made me feel comfortable from the moment I arrived. The location was perfect—convenient to everything I needed while still being quiet and peaceful, making it easy to relax after a busy week. Overall, it was a wonderful experience, and I would absolutely stay here again. Highly recommend!

Reviewed on Jul 6, 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 $787, price is now $616 per person
$616
per person
Oct 9 - Oct 16
just found
Roundtrip flight included
Chicago (ORD) to New Haven (HVN)
8/10 Very Good! (1,687 reviews)
The property is not close to a beach so the accessible beach comment is not accurate. Pool is good.

Reviewed on Jul 18, 2026

Landing Furnished Apartment Near Yale University

Landing Furnished Apartment Near Yale University

3 out of 5
Downtown New Haven
Save 100% on your flight
Price was $802, price is now $632 per person
$632
per person
Aug 26 - Aug 31
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
2/10 (1 review)
Was unable to enter the unit as the key was not available in the Lockbox. Landing (the rental company) was unable to locate the key, which was apparently with the cleaning staff, who were unavailable. We ended up having to rent another property for our visit.

Reviewed on Jun 2, 2026

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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.
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Harwinton Hotel Deals

Waterfront Cabin w Firepit, Dock, Deck, BBQ. Direct Lake Access! Pet-friendly!

Waterfront Cabin w Firepit, Dock, Deck, BBQ. Direct Lake Access! Pet-friendly!

Harwinton CT
8.8/10 Excellent! (33 reviews)
"rustic cabin .......no frills.....was still an enjoyable experience"

Reviewed on Jul 17, 2026

Get rates
Waterfront Cabin w Firepit, Dock, Deck, BBQ. Direct Lake Access! Pet-friendly!
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
120 Laning St Southington CT
Fully refundable
$91 nightly
The price is $104 total per night from Aug 2 to Aug 3
$104 total
Aug 2 - Aug 3
Total with taxes and fees
8.8/10 Excellent! (1,374 reviews)
"Always a pleasure to stay at this hotel"

Reviewed on Jul 19, 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
$112 nightly
The price is $129 total per night from Jul 26 to Jul 27
$129 total
Jul 26 - Jul 27
Total with taxes and fees
7.4/10 Good! (1,433 reviews)
"Parking was underground and HORRIBLY tight. Rained hard and it was a floody mess. Free breakfast was bearable not exceptional. There for four days and room not cleaned on any day; had to go looking for clean towels. Used a machine in exercise room which felt like it was falling apart. Couldn't call ..."

Reviewed on Jul 19, 2026

The Capitol Hotel
See all 788 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 $488 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.