Niagara On The Lake, ON

Year round opportunities

The best times to visit Niagara-on-the-Lake, Ontario, are late spring (mid-May to early June) and early fall (September to mid-October). These shoulder seasons offer mild weather (50s–70s°F), ideal for exploring the charming Heritage District, biking the Niagara River Parkway, or enjoying wine tastings at vineyards like Peller Estates and Inniskillin. Spring brings blooming gardens and orchards, with events like the Niagara Home and Garden Show, while fall offers vibrant foliage, grape harvest festivals, and the Shaw Festival’s theater season, with fewer crowds than summer. Summer (July–August) is warm (70s–80s°F) and lively with festivals like the Peach Festival, but it’s crowded and pricier. Winter (December–February) is cold (20s–40s°F) with snow, featuring cozy indoor wine tours and the Icewine Festival in January, but outdoor activities are limited. Early December adds holiday charm with events like the Candlelight Stroll, ideal for seniors with milder temps and festive vibes.

TBD - based on participation, hotel selection, activities.

We’re excited to share this preliminary trip summary based on all of our meetings and input.  This is an actual group itinerary framework but it is in preview level only. This is being provided so we can see if we have enough committed interest to move forward with this trip.

Please keep in mind, the pricing is an estimated range but dependent on number of participants, single or double accommodations and time of booking and deposits. The dates are accurate and available but can be modified if needed.

** If you’re almost certain you would join this trip once final dates and pricing are confirmed, please click “I’m Interested.”

** If you are not interested, please do not click anything.

When a trip attracts enough committed interest, we’ll let you know and then finalize the details with our on-site travel partners, post the confirmed price and itinerary, and open for official registration.

Once confirmed, these will be fully hosted, small-group journeys — with every detail handled for you from start to finish. Each itinerary will be designed to include accommodations, in-country transportation, guided excursions, select meals, and expert local hosts. You’ll travel with the group throughout the program, so there’s no need to plan or arrange anything yourself.

Airfare: International airfare is not included, and you’re welcome to handle your flights however you prefer — including using frequent-flyer miles. For those who’d rather not manage flights personally, Sojourn Travel Advisors offers an optional Air Desk service (available for a small fee). Our air specialists not only book flights but also monitor for delays, cancellations, and schedule changes — often resolving issues before you even know about them. It’s a seamless, worry-free way to travel from door to door. We also will provide options for Travel Insurance to help you protect your investment.