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.
Caesars Windsor

Caesars Windsor

4 out of 5
City Centre
per person
Sep 26 - Sep 30
found 1 day ago
Roundtrip flight included
St. John's (YYT) to Windsor (YQG)
8.6/10 Excellent! (3,026 reviews)
Yes, I am strongly recommend Caesars hotel. I give 5 stars.

Reviewed on Aug. 2, 2025

Windsor Manor

Windsor Manor

4 out of 5
City Centre
per person
Sep 12 - Sep 15
found 19 hours ago
Roundtrip flight included
St. John's (YYT) to Windsor (YQG)
No reviews
Travelodge by Wyndham Windsor

Travelodge by Wyndham Windsor

2 out of 5
Devonshire
per person
Sep 12 - Sep 15
found 19 hours ago
Roundtrip flight included
St. John's (YYT) to Windsor (YQG)
7/10 Good! (1,002 reviews)
Was just there for one night. Missed out on breakfast because everything was gone by the time we got up.

Reviewed on Jul. 30, 2025

Hotel STRY

Hotel STRY

2 out of 5
per person
Sep 12 - Sep 15
found 19 hours ago
Roundtrip flight included
St. John's (YYT) to Windsor (YQG)
10/10 Exceptional! (11 reviews)
5 Star Rating! The service at The Stry Hotel was outstanding! Amy and her team helped take the best care of our family, everything was beautiful. Highly Recommend!!!

Reviewed on Jul. 3, 2025

Hampton Inn & Suites by Hilton Windsor

Hampton Inn & Suites by Hilton Windsor

2.5 out of 5
South Cameron
per person
Sep 12 - Sep 15
found 19 hours ago
Roundtrip flight included
St. John's (YYT) to Windsor (YQG)
8.6/10 Excellent! (1,019 reviews)
Very comfortable and clean room. Numerous breakfast options were very much appreciated. Wouldn't hesitate to stay again.

Reviewed on Jul. 31, 2025

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Colchester Hotel Deals

Beautiful, clean cottage, 4 min walk to the beach/playground. Many wineries!

Beautiful, clean cottage, 4 min walk to the beach/playground. Many wineries!

Harrow
9.8/10 Exceptional! (122 reviews)
"The description of this rental does not do it justice. There is a truly lovely, if partial view of Lake Erie, that encourages relaxation on the ample deck. Most importantly the mattresses are all comfortable, the shower head has good pressure, the whole place is clean, the location is convenient ..."

Reviewed on Jul. 19, 2025

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Beautiful, clean cottage, 4 min walk to the beach/playground. Many wineries!
Lake front escape - a quiet lake front cottage with easy access to the beach

Lake front escape - a quiet lake front cottage with easy access to the beach

Colchester
9.6/10 Exceptional! (93 reviews)
Beach Getaway
"We had super hot weather during our stay so the AC was very appreciated! All beds were very comfy, lots of space both inside and outside the cottage. The cottage had everything we needed. Amazing views and right next to the public beach!"

Reviewed on Jul. 6, 2025

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Lake front escape - a quiet lake front cottage with easy access to the beach
Waterfront serenity

Waterfront serenity

Essex
Get rates
Waterfront serenity
See all 272 properties in Colchester
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Discover the most popular places to visit in Colchester

Sprucewood Shores Estate Winery

You can enjoy a tasting or tour at Sprucewood Shores Estate Winery during your travels to Town of Essex. Discover the countryside while you're in the area.

Sprucewood Shores Estate Winery

What to do in Colchester

Roasting Experience at 14th Coffee Co

Roasting Experience at 14th Coffee Co

CA $95
per adult
Roasting Experience at 14th Coffee Co
See all activities in Colchester

Frequently asked questions

How much does a Colchester vacation package cost?
You can pick up a vacation package to this top destination from CA $814 on Expedia. But how much your vacation to Colchester costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Colchester?
You can typically find lower rates and greater availability in January, February and September. Explore our cheap Colchester vacation packages and you could land some excellent off-season deals.
How many days is enough for Colchester?
Generally, a few days is ideal for a Colchester vacation. With a well-organized schedule, you can visit all the popular sights such as Erie Shore Vineyard, as well as explore some hidden gems along the way.
How to find the best Colchester package deals?
Use Expedia's handy filters to find some terrific Colchester package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or browse for Colchester package deals in the off-peak season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to book your vacation package as soon as possible.
Is it cheaper to book a Colchester vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking flights and accommodations individually. Better still, you can personalize your Colchester getaway to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Colchester?
If you're considering a spur-of-the-moment Colchester vacation, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can land sensational deals on your hotels and flights by booking ahead.
How to plan a trip to Colchester?

  1. Choose when to go: Check your diary and get your bags packed. Your preferred time of year and the activities on offer will also help you decide when to visit Colchester.
  2. Budget wisely: On top of the price of your stay, you should factor in other expenses. These include transportation, food and flights. Also, put aside some extra funds for unexpected expenses that could arise during your trip to Colchester.
  3. Decide how long to go away for: Now that you know more about Colchester, you can work out the perfect length of your vacation. Pull together a rough itinerary and allocate enough time to get through everything on your must-do list.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a tailored Colchester vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.