Winsted Vacation Packages
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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.
Pier Blue Inn Old Saybrook - Essex
Saybrook Manor
Price was CA $722, price is now CA $600 per person
CA $600
per person
May 15 - May 18
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
8/10 Very Good! (1,004 reviews)
Room could have been cleaner. The floor was dirty. The room also looked worn and in need of updating. The tub faucet dripped constantly, but the shower was nice. Staff was friendly. I was surprised they don’t offer daily housekeeping. Bed was comfortable. It was great that the room had a microwave and a fridge. It was not warm and inviting at all. Definitely wouldn’t stay more than one night.
Reviewed on Mar 30, 2026
Luxury Furnished Apartments by Hyatus Downtown at Yale
The Hill
Price was CA $3,094, price is now CA $2,657 per person
CA $2,657
per person
May 15 - May 18
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New Haven (HVN)
9.6/10 Exceptional! (64 reviews)
The rooms are spacious and clean, kitchen is fully equipped for those who want to cook.
Reviewed on Mar 29, 2026
Heritage Hotel, Golf & Conference Center
Price was CA $733, price is now CA $648 per person
CA $648
per person
May 15 - May 18
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New Haven (HVN)
8.4/10 Very Good! (1,008 reviews)
The room was very clean and comfortable. The staff is really great! Our room must have had a lose pipe or vent in the wall behind the shower so it would bang on the wall alot. Once we got used to it it wasnt bad. That is my only complaint. The stay other then that was great!
Reviewed on Mar 31, 2026
Winsted Hotel Deals
The Farmington Inn & Suites
827 Farmington Ave Farmington CT
Fully refundableReserve now, pay when you stay
The price is CA $177 per night from Apr 5 to Apr 6
CA $177
CA $228 total
Apr 5 - Apr 6
includes taxes & fees
8.8/10 Excellent! (1,003 reviews)
Loved the property and room cleanliness. Continental breakfast was acceptable, nothing to rave about (as I had read in some reviews): coffee was lukewarm at the very opening of the breakfast room, fresh fruit choice was limited to apples, the waffle machine wasn’t working properly and it took forever ...
Reviewed on Mar 31, 2026
Holiday Inn Express & Suites Bradley Airport by IHG
600 Spring St Windsor Locks CT
Fully refundable
The price is CA $162 per night from Apr 6 to Apr 7
CA $162
CA $186 total
Apr 6 - Apr 7
includes taxes & fees
9/10 Wonderful! (1,147 reviews)
Ample parking. 4 minutes from the airport. Very friendly staff.
Reviewed on Mar 30, 2026
Sheraton Hartford Hotel at Bradley Airport
1 Bradley International Airport Windsor Locks CT
Fully refundableReserve now, pay when you stay
The price is CA $354 per night from Apr 14 to Apr 15
CA $354
CA $407 total
Apr 14 - Apr 15
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
SO convenient to stay at the airport! The lounge has been totally redone and is beautiful.
Reviewed on Mar 25, 2026
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.
