Caledon Vacation Packages

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Your Caledon Vacation

With a vacation package to Caledon, say goodbye to endless planning and hello to an effortless adventure. Every detail of your journey has been taken care of before you go, so you can get on with discovering this vibrant city. A trip to Caledon wouldn't be complete without swinging by some top attractions, such as Servite Priory. Stop dreaming and start adventuring. Explore the wide range of options on Expedia today and put your Caledon vacation plans into action!

Top Caledon Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Inn Castledawson

The Inn Castledawson

3 out of 5
per person
Oct 27 - Nov 2
found 16 hours ago
Roundtrip flight included
Toronto (YYZ) to Londonderry (LDY)
9.6/10 Exceptional! (37 reviews)
Fantastic location near wedding venue, a hidden gem

Reviewed on Jun. 21, 2025

Coombe End Farmhouse Lodge - From 165 Per Night

Coombe End Farmhouse Lodge - From 165 Per Night

2 out of 5
per person
Oct 27 - Nov 2
found 16 hours ago
Roundtrip flight included
Toronto (YYZ) to Londonderry (LDY)
No reviews
Cromore Retreat

Cromore Retreat

2 out of 5
per person
Oct 27 - Nov 2
found 16 hours ago
Roundtrip flight included
Toronto (YYZ) to Londonderry (LDY)
10/10 Exceptional! (3 reviews)
City Hotel Derry

City Hotel Derry

4 out of 5
per person
Oct 27 - Nov 2
found 16 hours ago
Roundtrip flight included
Toronto (YYZ) to Londonderry (LDY)
8.6/10 Excellent! (1,003 reviews)
Fantastic location very close to city walls and beside the river. Hotel was undergoing renovation in June 2025 as it is becoming a Hilton property. This was my second stay in 7 years and I hope the friendliness and reasonable pricing does not change. Parking is under the hotel in a very well hidden and small area. If you get a spot you will not want to move until check out. Parking an SUV would be quite a challenge. I hope to come back to this hotel one day.

Reviewed on Aug. 8, 2025

Roe Valley Resort

Roe Valley Resort

4 out of 5
per person
Oct 27 - Nov 2
found 16 hours ago
Roundtrip flight included
Toronto (YYZ) to Londonderry (LDY)
9.2/10 Wonderful! (668 reviews)
Lovely hotel. Received complimentary upgrade. What a view. Friendly, helpful staff. Good spa and food. This was my 3rd visit

Reviewed on Jul. 5, 2025

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Caledon Hotel Deals

Goose Cottage

Goose Cottage

3.5 out of 5
Caledon
Get rates
Goose Cottage
Robertson's Cottage

Robertson's Cottage

3.5 out of 5
Caledon
Get rates
Robertson's Cottage
Armagh City Hotel

Armagh City Hotel

3 out of 5
2 Friary Road, Armagh, Northern Ireland
The price is CA $216 per night from Aug 28 to Aug 29
CA $216
CA $259 total
Aug 28 - Aug 29
includes taxes & fees
8.8/10 Excellent! (847 reviews)
10 out of 10 for Armagh City Hotel
"Fab stay at Armagh City Beautiful big room with great bathroom Double shower head welcomed when no need to wash your hair!!! Food delicious and breakfast a superb hot & cold buffet, so much to choose from 😋 Staff friendly and attentive We stayed during the blues festival and music from the Rob Strong ..."

Reviewed on Aug. 3, 2025

Armagh City Hotel
See all 101 properties in Caledon
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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Frequently asked questions

How much does a Caledon vacation package cost?
Offering great value package deals from CA $9,724 on Expedia, you'll be thrilled with how little a vacation to Caledon costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Caledon?
January, February and October are the best times to look for cheap Caledon vacation packages. Choosing to travel in less busy periods means you can usually find better prices on flights and accommodations.
How many days is enough for Caledon?
Typically, a handful of days is enough to tick off the main attractions during your Caledon vacation. But 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 Caledon package deals?
Start your search for a Caledon package deal by entering your preferred travel dates and destination under our "Packages" tab. Then apply some filters, like "Property type" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the perfect Caledon package deal straight away, just change your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Caledon adventure off to a flying start.
Is it cheaper to book a Caledon vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll generally land a better deal than booking each component separately. And you'll still have the flexibility to create a tailored Caledon vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Caledon?
If you're planning a spur-of-the-moment Caledon trip, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can score amazing deals on your hotels and flights by booking well in advance.
How to plan a trip to Caledon?

  1. Pick the best time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to go to Caledon.
  2. Budget wisely: Besides the cost of your accommodations, you'll need to factor in other expenses. These include flights, food and transportation. Also, set aside a little extra for unexpected costs that could arise during your trip to Caledon.
  3. Decide how long to go for: Now that you know more about Caledon, you can figure out the perfect length of your vacation. Pull together a rough itinerary and allocate enough time for all the things you want to do.
  4. Combine your accommodations and airfare: Once you've nailed down your dates and duration, book the perfect Caledon vacation package for you.

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