Dorset Vacations from $444
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The Latest Dorset Vacation Packages
- Tay Motel
Sep 18 - Sep 22Tay Motel + Flight
Severn4 nights2.5 star property8.6/10 - Excellent (55 reviews)"The positives: Clean bed, linens and overall general upkeep was good. The negatives: Some standard items that I would have expected were missing. There was no full length mirror in the room to double check your outfit before heading out. I also didn't an ironing board or iron but this might be available at the front desk, I didn't ask as I didn't need it. There was no coffee maker or kettle in the room. 2 bottles of water were provided and a mini fridge. The staff mentioned there was a Tims..."Reviewed July 1, 2026Roundtrip • New York (NYC) - Muskoka District (YQA)EWR - YQA • 1 stop YQA - LGA • 1 stop$522$444found 11 hours agoper traveler - The Dudley Inn
Sep 23 - Sep 28The Dudley Inn + Flight
Muskoka Lakes5 nights2.5 star property9.8/10 - Exceptional (81 reviews)"Great room. Had everything we needed. Lots of outdoor seating and places for fires. Highly recommend"Reviewed July 16, 2026Roundtrip • New York (NYC) - Muskoka District (YQA)LGA - YQA • 1 stop YQA - EWR • 1 stop$924$762found 8 hours agoper traveler - Sunnylea Resort
Sep 18 - Sep 22Sunnylea Resort + Flight
Georgian Bay4 nights2.5 star property8.4/10 - Very Good (92 reviews)"We loved the pool and the easy access to the water toys like kayaks and paddle boards. They supplied the life jackets which was helpful and supplied all the linens, towels and even provided soap and shampoo. It is a beautiful firepit and nice sandy volleyball pit. There isn’t swimming off the dock, as the water is full of reeds but the water is clean and lots of opportunities to go out into deeper water to swim. We loved it!"Reviewed July 7, 2026Roundtrip • New York (NYC) - Muskoka District (YQA)EWR - YQA • 1 stop YQA - LGA • 1 stop$802$680found 11 hours agoper traveler - Severn Lodge
Sep 18 - Sep 22Severn Lodge + Flight
Port Severn4 nights3.5 star property10/10 - Exceptional (1 review)"Came here for the first time my family. Amazing place. Lots of stuff to do. Very kids friendly. Definitely recommend;"Reviewed June 29, 2026Roundtrip • New York (NYC) - Muskoka District (YQA)EWR - YQA • 1 stop YQA - LGA • 1 stop$1,008$889found 11 hours agoper traveler - Rocky Crest Golf Resort
Aug 28 - Sep 1Rocky Crest Golf Resort + Flight
Seguin4 nights4.0 star property8.2/10 - Very Good (417 reviews)Roundtrip • Sioux Falls (FSD) - Muskoka District (YQA)FSD - YQA • 2 stops YQA - FSD • 2 stops$1,819$1,659found 16 hours agoper traveler
Discover the most popular places to visit in Dorset
Dorset Hotel Deals
Frequently Asked Questions
How much does a Dorset vacation package cost?
Offering excellent value package deals from $444 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.
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Things to do near Dorset
Dorset, located in the picturesque Lake of Bays, Ontario, is perfect for outdoor enthusiasts and romantic getaways. Visitors can enjoy a variety of activities, including exploring recreational areas, skiing, and camping. Don't miss out on day tours, beach vacations, minibus tours, and scenic sightseeing cruises, all designed to provide unforgettable experiences amidst stunning natural beauty.
Shopping
Dorset offers charming local shops for unique gifts and souvenirs. Visit the Dorset Market for handcrafted items and local delicacies. If you're up for a drive, check out the nearby Huntsville Place Mall, featuring various retailers and dining options for a broader shopping experience.
Recreation
Experience the tranquil outdoor vibes at Bigwin Island Golf Club, located 5 miles from Dorset, where you can enjoy a scenic round of golf. For more golfing adventures, visit Grandview Golf Club and The Acres Driving Range, 14 and 12 miles away, respectively, both offering beautiful landscapes and recreational opportunities.
Adventure
Hit the slopes at Hidden Valley Highlands Ski Area, located 13 miles from Dorset, for thrilling skiing adventures. Explore nature on the Beetle Lake Trail, 10 miles away, with stunning scenery and outdoor excitement. For family fun, visit High Falls Water Park, 22 miles from Dorset, offering entertainment and adventure.
Nightlife
Dorset offers a cozy nightlife with options like the Dorset Heritage Museum for unique events and the local pubs for a relaxed evening. Enjoy live music or a casual drink at the nearby Lake of Bays Brewing Company, where you can unwind and soak in the friendly atmosphere.
Find the best attractions in and around Dorset
Dorset, Lake of Bays, Ontario, is perfect for a romantic getaway or outdoor adventure. Discover stunning lakes, beautiful beaches, and breathtaking lookouts that cater to nature lovers. Enhance your experience with a visit to the Dorset Playhouse and the Dorset Museum, or relax at a coastal holiday park. Whether you're seeking luxury travel or simply want to enjoy the scenic beauty, Dorset offers a memorable vacation for everyone.
- Lake of Bays: Nestled just 6 miles from Dorset, Lake of Bays offers a serene escape with its stunning scenery and romantic vibes. Enjoy outdoor activities like swimming, kayaking, and picnicking on the sandy beach while soaking in the tranquil atmosphere surrounded by nature.
- Dorset Scenic Lookout Tower: Located within Dorset, this lookout tower provides an exhilarating adventure with breathtaking panoramic views. Climb to the top for a romantic experience and a chance to appreciate the natural beauty of the area, from lush forests to sparkling waters.
- Dwight Beach: Situated 7 miles from Dorset, Dwight Beach is perfect for sunbathing and swimming. With its relaxing beach vibes, it’s an ideal spot for families and couples looking to unwind and enjoy the picturesque surroundings.
Best time to go to Dorset
The best time to visit Dorset is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are low and weather is very cloudy with light rain.
Tips to save on your trip to Dorset
- Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Dorset.
- Consider traveling during the off-peak season (typically January, April and November) for more affordable package holidays to Dorset.
- Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
- Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.