Southwold Vacation Packages
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Your Southwold Vacation
Amazing adventures await when you lock in a vacation package to Southwold. Whether you're a foodie, history enthusiast or just a traveler who loves experiencing new places, there's something for everyone in this vibrant city. You'll want to do some exploring during your trip to Southwold. Find time for top attractions such as Port Stanley Beach, St. Thomas-Elgin Public Art Centre and Jumbo The Elephant Monument. No matter your travel plans or budget, putting together a tailored Southwold vacation is easy with Expedia.
Top Southwold Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Bayfield Boutique B&B
CA $1,489
per person
Oct 26 - Oct 31
found 3 hours ago
Roundtrip flight included
Victoria (YYJ) to London (YXU)
9.6/10 Exceptional! (39 reviews)
It was a wonderful place to stay
Went to a wedding and it was convenient for all the events
Hosts were incredible with a lovely curated breakfast basket each morning
Reviewed on Jul 31, 2026
Hessenland Inn & Schatz Winery
CA $807
per person
Oct 26 - Oct 31
found 3 hours ago
Roundtrip flight included
Victoria (YYJ) to London (YXU)
9.2/10 Wonderful! (734 reviews)
Hessenland Inn is a great place to stay. It's between Grand Bend ( a bit further South The Pinery) and going North from the Inn, approximately 12 Minutes to Bayfield. A bit further North Goderich, then Kincardine.
The Staff are very friendly and go out of their way to help. The Rooms are nice, they have a big outdoor Pool, which I was in every day. It's definitely "Refreshing" as it's not Heated. LOL
THE Food is delicious.
Reviewed on Aug 7, 2026
Ready to book your vacation to Southwold?
Southwold Hotel Deals
Cardinal Court Motel
10401 Sunset Rd Southwold ON
Fully refundableReserve now, pay when you stay
CA $132
CA $149 total
Aug 9 - Aug 10
includes taxes & fees
8.4/10 Very good! (178 reviews)
"Stay in this Motel was okay"
Reviewed on Aug 3, 2026
Best Western Plus Lamplighter Inn & Conference Centre
591 Wellington Rd S. London ON
Fully refundableReserve now, pay when you stay
CA $179
CA $213 total
Aug 13 - Aug 14
includes taxes & fees
8.8/10 Excellent! (1,889 reviews)
"The pool and staff were great, the rooms are clean but are older. We enjoyed our time there and would definitely stay there again."
Reviewed on Aug 7, 2026
Hard Rock Hotel London Ontario
100 Kellogg Lane London ON
Fully refundableReserve now, pay when you stay
CA $310
CA $368 total
Sep 6 - Sep 7
includes taxes & fees
9.4/10 Exceptional! (994 reviews)
"Everything was spot on! Knowledgeable and helpful staff. Great food. Lots of restaurant options, great ambiance"
Reviewed on Aug 7, 2026
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 Southwold attractions
Fingal Wildlife Management Area
You can take time to visit Fingal Wildlife Management Area during your travels to Southwold. While you're in the area, wander around the natural setting.
Southwold Earthworks
Explore the great outdoors at Southwold Earthworks, a lovely green space in Southwold. Stroll along the area's waterfront or simply enjoy its restaurants.
Frequently asked questions
How much does a Southwold vacation package cost?
Offering excellent value package deals from CA $800 on Expedia, you'll be pleasantly surprised at how much a vacation to Southwold costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Southwold?
November, December and January are the best times to look for cheap Southwold vacation packages. Travelling in quieter periods means you'll typically find lower prices on flights and hotels.
How many days is enough for Southwold?
The ideal length for your Southwold vacation depends on what you'd like to see. Generally, a handful of days to a week will give you plenty of time to visit all the leading attractions and discover some hidden treasures along the way.
How to find the best Southwold package deals?
Bagging a cheap Southwold package deal is a cinch with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your budget range, add a few filters and see what's available. You can personalize your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to discover the most economical Southwold package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book a Southwold vacation as a package?
You can enjoy significant savings on your next Southwold retreat by booking a tailored vacation package. Check the "Package" heading, then select your destination and travel dates to view some great hotel and flight prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Southwold?
Score amazing discounts by booking your flights early with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for a spur-of-the-moment Southwold adventure.
How to plan a trip to Southwold?
- Choose when to go: Check your calendar and get your bags packed. Your favourite time of year and the type of activities on offer will also help you decide when to visit Southwold.
- Set a budget: Factor in expenses like food, flights and transportation when working out how much to set aside for your trip to Southwold. Then, select a property that matches your budget, whether that's an economical option or a swankier getaway.
- Decide how many days away: Start by making a list of all the attractions you'd like to get to in Southwold. Then, estimate how long you'll need at each, including any travel time.
- Combine your airfare and accommodations: Once you've settled on your travel dates and duration, lock in the ideal Southwold 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.
