Colchester Vacation Packages
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Your Colchester Vacation
Amazing adventures await when you reserve a Colchester vacation package. Whether you're a history buff, foodie or just a traveler who loves to discover new places, there's something for everyone in this exciting city. You'll want to do some exploring during your trip to Colchester. Drop by popular attractions like Coopers Hawk Vineyards, Sprucewood Shores Estate Winery and Colio Estate Winery. Stop dreaming and start doing. Browse the multitude of options on Expedia today and finally put your Colchester vacation plans into gear!
Top Colchester Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Hotel STRY
Price was CA $836, price is now CA $770 per person
CA $770
per person
Jan 15 - Jan 17
found 16 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Windsor (YQG)
10/10 Exceptional! (46 reviews)
I almost don’t want to share how spectacular Hotel STRY is! I will make a point to book this hotel every single time I am in this area. I will drive from Windsor just to stay here. If you have the pleasure of meeting Cat, she is amazing and will take care of all your needs. This is a Must Stay if you are anywhere near Amherstburg!
Reviewed on Oct 30, 2026
Colchester Hotel Deals
The Grove Motel
96 County Rd 50 Essex ON
The price is CA $133 per night from Nov 22 to Nov 23
CA $133
CA $150 total
Nov 22 - Nov 23
includes taxes & fees
9.8/10 Exceptional! (15 reviews)
"A true gem of a motel with a real unique vibe...great location..café....car charging port....fantastic staff...spacious very clean rooms with individual themes nice beds...I actually slept in for a change🙄....from the first minute I arrived i was amazed at all the little extra effort this place ..."
Reviewed on Nov 10, 2026
Colchester cottages a stones throw away from beaches, wineries, marina, parks.
Colchester ON
9.2/10 Wonderful! (5 reviews)
"Great location and we were well cared for by our hosts. Was truly steps from the beach and there were wineries with restaurants very close by. Was quiet and secure.. cabins were newly built."
Reviewed on Aug 24, 2026
Beautiful, clean 3 bedroom
4 min walk to the beach, splashpad & playground.
Harrow ON
9.8/10 Exceptional! (147 reviews)
"Great place for family to meet. Thank you for your hospitality"
Reviewed on Oct 12, 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.
