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Are you looking for a fun girl’s getaway weekend? Or planning a bachelorette party and want to keep it local instead of jet setting? We have you covered with this step-by-step Girls Getaway Guide: Ontario Edition! We found unique and group-friendly accommodations and activities, so you don’t have to go digging on Google. Best of all, our guide will help you support local Ontario businesses in the Bruce Grey Simcoe region.


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We recommend staying at Highlands Estate, an Airbnb in Flesherton. Flesherton is about 25 minutes from the well-known town of Collingwood.

Highlands Estate is the perfect Airbnb for a group of gals. Here’s why:

  • It’s spacious at over 3000 square feet. It can sleep 14 adults comfortably.
  • There is a laundry list of onsite activities: hot tub, saltwater pool (seasonal), aromatherapy sauna, massage room, hiking trails with snowshoes available in the winter months, fire pit, and two TV’s with Netflix for your “chick flick” night.
  • There is a massive open concept kitchen/living room area where entertaining can happen. The large kitchen island is the perfect spot for mixing cocktails and snacking on cheese boards. Plus, Highlands Estate stocks their kitchen with coffee, sugar, 20 different kinds of tea, olive oil, balsamic vinegar, and even some extra munchies.
  • Highlands Estate can help elevate the experience by providing you with a private chef, onsite masseuse or reflexologist, or simply have local food and alcohol stocked in the fridge upon arrival.
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Highlands estate also has a glamping space for those who want a more nature inspired experience. There are 4 tents that can fit up to 12 guests between them! They all come with linens and towels. The 4-wall tent also has a kitchenette and private bathroom. Don’t worry, the glamping tents also have access to the saltwater pool, nature trails, herb garden, and pond.


As we mentioned, Highlands Estate offers amazing onsite activities like hiking, snowshoeing, lounging by the pool, but there are also some amazing local activities you can do within a 45 minute radius of this Airbnb.

  1. Winter activity for active gals: go skating at the top of Blue Mountain
  2. Get pampered for gals who want to to relax: spend an afternoon at the Scandinave Spa.
  3. Gals night out: Try dinner at The Flying Chestnut Kitchen. In the summer you can also enjoy the patio at Justin’s Oven.
  4. Wine it up for gals who want to drink: Head to The Roost Winery or Georgian Hill Vineyards for a wine and cheese pairing
  5. Summer activity for gals who want a good IG photo-op: visit Purple Hill Lavender Farm. Walk around, take some photos, and take home some of their homemade lavender products. Oh, and try not to fall asleep 😉

TIP: Make sure to book some of these excursions well in advance to ensure the entire group is able to participate.


There are so many little things you can do to turn your gals weekend or bachelorette into an unforgettable and unique experience. These ideas will help to put the icing on the cake:

  1. Get face masks for all your guests and enjoy a fun and funny-looking pamper session.
  2. Have some fun board/card games on hand for a rainy night that can be played by a bigger group. Cards Against Humanity is always a spicy one.
  3. Have fun with food. Nothing gathers people like an extravagant charcuterie or cheese board. Or bring in a private chef for a group cooking/cocktail lesson.
  4. Have some upbeat tracks ready to go on your Spotify list.
  5. Party favours are always a nice touch for bachelorettes. Check out some eco-friendly gift ideas.


  • Book somewhere that caters to groups
  • Pre-plan a few activities that can accommodate groups
  • Little details – like having a playlist ready to go – can go a long way to make the girls getaway unique and memorable

Are you ready to plan a girls getaway weekend? Let us know in the comments your favourite tip. If you loved this article, please share on your social channels and with any other gals you know that are planning a group getaway!

P.S. Need to bring some dogs with you on your trip? Check out our list of 10 pawsome dog getaways.

This post was sponsored by: Highlands Estate, in partnership with Bruce Grey Simcoe.

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