Dorset Vacations from $384

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Your Dorset Vacation

With a vacation package to Dorset, say goodbye to endless planning and hello to stress-free adventure. Every detail of your escape has been taken care of before departing, so you can get on with discovering this lively city. Fill your free time with visits to Lake of Bays, Dorset Scenic Lookout Tower and Bigwin Island Golf Club, some of the things you shouldn't miss during a trip to Dorset. A couple of clicks is all it takes to build the ideal Dorset vacation on Expedia.

The Latest Dorset vacation packages

Price found within the past 48 hours. Click for updated prices.
Blue Mountain Resort Inn

Blue Mountain Resort Inn

2.5 out of 5
Price was $437, price is now $384 per person
$384
per person
Sep 26 - Sep 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Muskoka (YQA)
8.8/10 Excellent! (1,451 reviews)
Nice easy check in and staff are great. Love the pool

Reviewed on Aug 22, 2025

Blue Mountain Resort Home Collection

Blue Mountain Resort Home Collection

2.5 out of 5
Price was $604, price is now $490 per person
$490
per person
Sep 26 - Sep 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Muskoka (YQA)
8.2/10 Very Good! (270 reviews)
We really enjoyed our stay at Blue Mountain. We went during the summer and did all of the activities. The mountain coaster was a blast. The ropes course was a lot of fun with different levels of difficulty according to your preferences. The village was great with lots of restaurant and shopping options.

Reviewed on Jul 30, 2025

Hilton Grand Vacations Club Blue Mountain Canada

Hilton Grand Vacations Club Blue Mountain Canada

3 out of 5
Price was $768, price is now $627 per person
$627
per person
Sep 26 - Sep 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Muskoka (YQA)
9.2/10 Wonderful! (1,000 reviews)
Very beautiful and nice place.

Reviewed on Aug 15, 2025

Blue Mountain Resort Village Suites

Blue Mountain Resort Village Suites

4 out of 5
Price was $503, price is now $442 per person
$442
per person
Sep 26 - Sep 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Muskoka (YQA)
8.8/10 Excellent! (4,237 reviews)
The hotel is centrally located in the village and close to all attractions/shops/restaurants. The interior felt a bit dated but overall the hotel was very nice. Beds were very comfortable. Would definitely stay again.

Reviewed on Aug 21, 2025

Sunnylea Resort

Sunnylea Resort

2.5 out of 5
Price was $460, price is now $411 per person
$411
per person
Sep 26 - Sep 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Muskoka (YQA)
8/10 Very Good! (65 reviews)
Just what I needed for a good holiday

Reviewed on Aug 17, 2025

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Discover the most popular places to visit in Dorset

Lone boat

Lake of Bays

4.5/5(5 reviews)

Commune with nature and explore the great outdoors at Lake of Bays during your travels in Lake of Bays. Stroll along the lakeside in this relaxing area, or seek out the canoeing opportunities.

Lake of Bays

Dwight Beach

4/5(1 review)

If a restful vacation is part of your travel plans, Dwight Beach might be the perfect place to seek out during your trip to Dwight. Stroll along the lakeside or seek out the canoeing opportunities.

Dwight Beach

Bigwin Island Golf Club

Enjoy a round of golf in Baysville at Bigwin Island Golf Club. Wander the lakeside in this family-friendly area.

Bigwin Island Golf Club

Dorset Hotel Deals

Perfect for Family: Sandy Beach Pet Friendly Firepit Fireplace Sunset Views

Perfect for Family: Sandy Beach Pet Friendly Firepit Fireplace Sunset Views

2 out of 5
Algonquin Highlands
9.6/10 Exceptional! (6 reviews)
"We absolutely loved our stay at the cottage! We had good luck with fishing. There was tons of space for our whole family to spread out and relax, and we really appreciated all the comfy seating both inside and out. The screened-in porch was a total lifesaver – we spent so much time out there without ..."

Reviewed on Jul 27, 2025

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Perfect for Family: Sandy Beach Pet Friendly Firepit Fireplace Sunset Views
Lake of Bays Getaway -Waterfront Cottage with Scenic Rooftop Boathouse

Lake of Bays Getaway -Waterfront Cottage with Scenic Rooftop Boathouse

Dwight
9.6/10 Exceptional! (5 reviews)
"Worked well for our family gathering!"

Reviewed on Aug 4, 2025

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Lake of Bays Getaway -Waterfront Cottage with Scenic Rooftop Boathouse
8 Acre Wood

8 Acre Wood

3 out of 5
1202 Bellwood Acres Road, Lake of Bays, Lake of Bays, ON
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8 Acre Wood
See all 564 properties in Dorset
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 Dorset vacation package cost?
Offering excellent value package deals from $384 on Expedia, you'll be surprised at how little a vacation to Dorset costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Dorset?
March, May and December are the best times to look for cheap Dorset vacation packages. Choosing to travel in less busy periods means you can usually find reduced prices on hotels and flights.
How many days is enough for Dorset?
With a well-planned itinerary, you can easily hit the main Dorset attractions in a handful of days. But if you prefer to discover hidden gems or go on day trips, consider booking your Dorset vacation for longer.
Is it worth booking a vacation package to Dorset?
Dorset is a good vacation destination with attractions like Dorset Scenic Lookout Tower among the many things to keep you entertained. Whether you're traveling with the family or planning a trip with friends, a Dorset vacation promises fun for everyone.
How to find the best Dorset package deals?
Landing a cheap Dorset package deal is a breeze with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your budget, apply some filters and see what's available. You can fine-tune your search by "Popular locations," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most affordable Dorset package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Dorset vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You'll typically land a better deal than booking each component separately. And you'll still have the flexibility to create a tailored Dorset vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Dorset?
Enjoy incredible bargains by reserving your flights ahead of time with Expedia. If spontaneity is more your style, grab one of our last-minute deals for an impromptu Dorset trip.
Does Expedia offer Book Now, Pay Later Dorset vacation packages?
Your Dorset trip is meant to be a relaxing escape from your busy life, not a source of money worries. So to allow you a bit more flexibility, we've partnered with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.