Dufferin County Vacations & Trips from $609

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Your Dufferin County Vacation

Make planning your next getaway a piece of cake with a Dufferin County vacation package. Whether it's the history, cuisine or something else that lures you to this destination, our package deals will help you discover it all. Get your trip to Dufferin County off to a great start by exploring its most renowned cities. Orangeville is one you shouldn't miss. From the moment you book your Dufferin County vacation to the second you come back home, Expedia has you covered every step of the way.

Top destinations in Dufferin County

A hill with autumn foliage under a clear blue sky.

Mono

Mono
Two wind turbines in a green field with a forest in the background.

Shelburne

Shelburne
A variety of food items including sandwiches, salads, and charcuterie.

Grand Valley

Grand Valley

The Latest Dufferin County Vacation Packages

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

The Waterside Inn

Port Credit
$609
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Toronto (YYZ)
8.6/10 Excellent! (1,084 reviews)
Nice room and helpful staff. Everything was great except the towel rack which kept falling when we put the towels on them. Besides that no complaints at all. We would definitely stay here again.

Reviewed on Aug 31, 2026

1 Hotel Toronto

1 Hotel Toronto

Downtown Toronto
$2,226
per person
Oct 5 - Oct 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.6/10 Exceptional! (789 reviews)
I brought my son to Toronto to watch the Yankees beat the Jays as a middle school graduation present. Unfortunately for us we did not see the Yankees win but the hotel was a huge win for us! Upon entering you are greeted by friendly staff and a relaxing aroma that really set the tone for our entire stay. Our room was wonderful. The older I get the less I handle traveling well because I find rooms to be dirty & very uncomfortable, I am the person who will typically clean the room myself upon arrival and I always stay at 4+ star hotels. As soon as I entered the room, everything just felt, looked & smelled clean. I had zero urge to clean (except the remote, which is a habit I will keep). The bed and pillows not only looked inviting, they were! Not too hard, not too soft for my aging body! There were eco-friendly elements everywhere, different woods sourced locally and the water on the entire property was filtered! Room service was very accommodating, one night we did not realize the time and ordered 3 minutes before closing. The gentleman was so kind, got our order to us and even remembered us the next time we ordered! Amazing! So many little things made this property worth every penny but I think what made it even more special was the little note and special treat they left for my son, congratulating him on his graduation! In this world today who does that?! They do! Highly recommend

Reviewed on Aug 30, 2026

Park Hyatt Toronto

Park Hyatt Toronto

Old Toronto
$2,565
per person
Oct 5 - Oct 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.2/10 Wonderful! (1,015 reviews)
Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

Downtown Toronto
$683
per person
Nov 6 - Nov 9
found 4 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Toronto (YYZ)
9.4/10 Exceptional! (4,590 reviews)
I booked a city view superior room which wasn’t great, it was fairly small but had everything required. The wardrobe had plenty of hanging space and there was an ironing board and iron. Shower was lovely and the bathroom had enough space to put toiletries, which isn’t always the case in some hotels. Staff are generally really friendly, pleasant and helpful, however some did seem miserable. The breakfast offering is very good with a wide selection of hot and cold food. The notable point about the restaurant is it has a very unusual layout. The buffet is at one end and some tables are so far away from the food that staff clear the table whilst you’re up getting food. This happened to me twice which is quite annoying and on one occasion another couple had been given my table which led to them being very annoyed with me unnecessarily. Breakfast ends at 10 am on weekdays and 10:30 on a weekend, which is a bit early when you’re on holiday. Housekeeping is also variable. My major complaint was that the floor wasn’t swept very well. On one occasion my room wasn’t cleaned at all, despite me leaving the sign on the door to do so. Whilst staff were very apologetic, it did not make up for having a dirty room. Location wise it’s okay but a bit of a walk to any of the major attractions. There are three street car lines within a few mins walk and a subway station nearby. Overall pretty good value for downtown.

Reviewed on Aug 31, 2026

Etobicoke Suites

Etobicoke Suites

Etobicoke
$827
per person
Nov 3 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Toronto (YYZ)
8.8/10 Excellent! (32 reviews)
Property was in a very convenient location to downtown and was as advertised. The checkin process was not smooth and owners were not very responsive, only willing to send non-links through Expedia. The would not call or text. At checkout, we were charged for damages and broken glasses which were not used, and were not reasonable to tell us where things were found.

Reviewed on Jul 11, 2026

Find the Best Dufferin County Vacation Packages

Dufferin County Essential Information

Language
English
Currency
Canadian dollars
Closest Airport
Pearson Intl. Airport (YYZ)
Top Sights
Mono Cliffs Provincial Park, Island Lake Conservation Area and Mansfield Outdoor Centre

Dufferin County Hotel Deals

Hockley Valley Resort

Hockley Valley Resort

793522 3rd Line EHS Mono ON
Fully refundableReserve now, pay when you stay
$245 nightly
$277 total
Sep 13 - Sep 14
Total with taxes and fees
8.2/10 Very Good! (554 reviews)
"The breakfast was good, plenty of food, however, the potato wedges were a bit overcooked. The service was excellent and the servers were very polite. The parking is spacious, but we couldn’t find the charger for our EV, good that the supercharge is 12 mins away only. The room was spacious and the ..."

Reviewed on Aug 31, 2026

Hockley Valley Resort
Best Western Plus Orangeville Inn & Suites

Best Western Plus Orangeville Inn & Suites

7 Buena Vista Drive Orangeville ON
$150 nightly
$169 total
Sep 4 - Sep 5
Total with taxes and fees
8.8/10 Excellent! (1,002 reviews)
"Clean room with mini kichenette. Overall a good experience."

Reviewed on Aug 31, 2026

Best Western Plus Orangeville Inn & Suites
Blue Mountain Resort Village Suites

Blue Mountain Resort Village Suites

156 Jozo Weider Blvd The Blue Mountains ON
Fully refundableReserve now, pay when you stay
$124 nightly
$146 total
Sep 30 - Oct 1
Total with taxes and fees
8.8/10 Excellent! (5,978 reviews)
"The walking distance to village was good. Pool was good as well. I would say the room was small and outdated. A cabinet draw was broken and room was quite basic for the price tag. Nothing really special. I think we'll try a new village hotel next to and not the goeorgian."

Reviewed on Aug 31, 2026

Blue Mountain Resort Village Suites
See all 2,002 properties in Dufferin County
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.

Stay near popular Dufferin County attractions

Mono Cliffs Provincial Park

7.8/10 (26 reviews)
You can take time to visit Mono Cliffs Provincial Park during your travels to Mono. While you're in the area, stroll along the lakeside.
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Hockley Valley Resort

7.6/10 (71 reviews)
Enjoy a round of golf in Mono at Hockley Valley Resort. You can seek out the hiking trails while in the area.
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Island Lake Conservation Area

8.8/10 (16 reviews)
Explore the great outdoors at Island Lake Conservation Area, a lovely green space in Orangeville. You can seek out the hiking trails while in the area.
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Mansfield Ski Club

9.4/10 (6 reviews)
Hit the slopes in Mulmur with a visit to Mansfield Ski Club. Discover the area's countryside and spas.
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Mansfield Outdoor Centre

9.4/10 (3 reviews)
You can take time to visit Mansfield Outdoor Centre during your travels to Mulmur. Discover the area's countryside and spas.
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Hockley Valley Provincial Park

8.0/10 (16 reviews)
You can take time to visit Hockley Valley Provincial Park during your travels to Mono. While you're in the area, stroll along the lakeside.
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Theatre Orangeville

7.6/10 (5 reviews)
You can enjoy a show at Theatre Orangeville during your trip to Orangeville. You can seek out the hiking trails while in the area.
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Boyne Valley Provincial Park

You can take time to visit Boyne Valley Provincial Park during your travels to Mulmur. Take in the museums and countryside in the area.
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