
Winsted Vacation Packages
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Save up to CA $1,096 when you book a flight and hotel together*
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Your Winsted Vacation
The easiest way to experience this vibrant city is with a customized Winsted vacation package. Stay in the neighborhood of New Hartford, which is great for nature, history and skiing or choose someplace else — our package deals are all about you. If your trip to Winsted includes a little sightseeing, drop by major attractions such as Highland Lake, Jerram Winery and Laurel Lanes. Whoever you're going away with and whatever you plan to spend, your ultimate Winsted vacation is just clicks away with Expedia.
Top Winsted Vacation Deals
Price found within the past 48 hours. Click for updated prices.



Microtel Inn & Suites by Wyndham Uncasville Casino Area
Price was CA $1,180, price is now CA $1,106 per person
CA $1,106
per person
Oct 9 - Oct 12
found 3 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to New Haven (HVN)
8.8/10 Excellent! (1,725 reviews)
It was good for the cheap price
But needs updating bad
and got woken up at 5 am by constant slamming doors
Reviewed on Aug. 20, 2025

Holiday Inn Express Southington by IHG
Price was CA $1,003, price is now CA $949 per person
CA $949
per person
Nov 12 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to New Haven (HVN)
8.8/10 Excellent! (1,052 reviews)
Beds comfortable. Breakfast selection good.
Reviewed on Aug. 19, 2025
Winsted Hotel Deals

Holiday Inn Express & Suites Bradley Airport by IHG
600 Spring St, Windsor Locks, CT
Fully refundable
The price is CA $153 per night from Sep 1 to Sep 2
CA $153
CA $175 total
Sep 1 - Sep 2
includes taxes & fees
8.8/10 Excellent! (1,117 reviews)
"Close to the airport"
Reviewed on Aug. 19, 2025

DoubleTree by Hilton Hartford - Bradley Airport
16 Ella T. Grasso Turnpike, Windsor Locks, CT
Fully refundableReserve now, pay when you stay
The price is CA $187 per night from Aug 27 to Aug 28
CA $187
CA $216 total
Aug 27 - Aug 28
includes taxes & fees
8/10 Very Good! (1,002 reviews)
"Stayed here after my flight out of Hartford airport was significantly delayed. Very close tot he airport ($19 uber ride), riim rate was fair ($120 for the night, booked last minute), as were the in-room meal decries (roughly $25 with tax, tip each. Would recommend for practical traveler looking for ..."
Reviewed on Aug. 17, 2025

Avon Old Farms Hotel
279 Avon Mountain Rd, Avon, CT
Fully refundableReserve now, pay when you stay
The price is CA $186 per night from Aug 24 to Aug 25
CA $186
CA $244 total
Aug 24 - Aug 25
includes taxes & fees
8.2/10 Very Good! (1,001 reviews)
"very nice property. friendly and helpful staff."
Reviewed on Aug. 15, 2025
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.