It’s been a long time since you’ve been able to really hang out with your besties. Let’s face it, “girl’s nights” on Zoom haven’t been the same. And since you’ve done your part to keep social distanced from anyone outside of your household, it’s time for you to reward yourselves with a girl’s getaway to catch up and reconnect!

We’ve designed three staycations in Ontario’s Southwest that are perfect for a Girl’s Getaway. Even though the author of this blog post identifies as female, these itineraries are well suited for human beings that are 19 or older. “3 Human Holiday Staycation Itineraries” just didn’t sound as compelling. So, if there are people in your group that do not identify as female, don’t let the title of this blog post scare you away! 

To get started, choose your own adventure based on what you and your friends would enjoy. Just answer these three questions and we will let you know which itinerary we think would be best for your weekend away.

  1. What appeals to your group most?   

    1. Biking around town.

    2. Taking photos.

    3. Patio hopping.

  2. What is your group’s choice of treats?

    1. Chocolate or baked goods.

    2. Fancy coffees or cocktails.

    3. Comfort foods.

  3. Where is your ideal trip?

    1. Near a lake.

    2. By the river.

    3. In a city.

If you answered mostly “A”, we think that your group will enjoy feeling like royalty in Kingsville. If you answered mostly “B”, we think that your group will want to catch up in Chatham. If you answered mostly “C”, we think that your group will love living large in London. However, if you selected “A”, “B”, and “C”, it looks like you are going to have a fun packed summer and we recommend trying out all three.

Keep reading to see what we suggest for each itinerary!


Feeling like Royalty in Kingsville

Day 1

Arrive in Kingsville and check in at Inn 31, one of the Distinctive Inns of Kingsville. Inn 31 is ideal for groups with three - six people because they have three rooms. Book all three rooms, to have the upstairs to yourselves! Jack’s Gastro Pub is a restaurant that’s located on the main floor of the inn, which makes it an ideal choice for dinner the evening of the first day.

Inn 31 Friend's Trip - 610 by 400

Day 2

When you stay at Inn 31, you have access to bikes! This makes getting around Kingsville easy and quick! Start your day by biking to the Beach House Grill for breakfast. They have a delicious breakfast menu that is sure to please everyone’s tastes.

After breakfast, you can bike to Pelee Island Winery in Kingsville. It is about a 10-minute bike ride away from the Beach House Grill and we suggest taking the route that goes along the waterfront. Wine tastings are by appointment only. So, be sure to book your tasting here, before arriving.

Once the wine tasting is complete, bike back to Inn 31 to drop off your bikes and walk to Main Street where you can check out Kingsville’s Open Streets, a pedestrian only area that is set up on weekends.

During Open Streets, you’ll want to check out the awesome patio scene that Kingsville is known for! You could enjoy lunch and beers at the Banded Goose Brewing Co. After lunch, if you’d like to continue your brewery tour, the Grove Brew House and Kingsville Brewery are within walking distance of the Banded Goose.

Banded Goose Brewing Friends - 610 by 400

The Main Street Grill and Ale House is a family-owned restaurant and is a lovely option for dinner.

Day 3

You’ll likely want to have something small after all the food from yesterday. So, we suggest getting a green smoothie from the Green Lunch Club.

Green Heart Lunch Club Friends - 610 by 400

Don’t forget to pick some treats up before you head home! A trip to Kingsville isn’t complete without taking home treats from the Kings Bake Shop and chocolates from Dutch Boys Chocolate.


Catching up in Chatham

Day 1

Check in at the Retro Suites Hotel, a boutique hotel that is breathtaking and can accommodate a large group of people with their many themed rooms.

Retro Suites Friends - 610 by 400

That evening, you can grab a convenient dinner at Sons of Kent, a local brewery that’s a short walk away from your hotel and has a wonderful new patio for you to sit outside and enjoy dinner, drinks, and great conversation, as the sun sets.

The Churrascaria Steak House is another excellent choice for dinner and drinks that’s nearby. This local restaurant has a delightful European flare and at the time this article was published, is the best rated restaurant out of all 85 options in Chatham on Trip Advisor.

Day 2

In the morning, walk over to Williams St. Café for certified Fair Trade and Organic coffee and breakfast. After you’ve fueled up, take some pictures outside both Williams St. Café and the Retro Suites hotel. The cool vintage vibe makes this boutique hotel stand out as a unique place to stay. Even their hallways are themed and filled with art, murals, and vintage decor.

Retro Suites Photo Spots - 610 by 400

Once you are done with your photoshoot, you should walk over to Tecumseh Park and explore along the Thames River while you swap stories of the past year with your friends. This is even more fun with food. Consider bringing along a treat from Loaded 2 Go and enjoy a picnic lunch in the park.

For dinner, we suggest Frendz Restaurant and Lounge. It is appropriately named and is a wonderful spot to enjoy dinner and drinks on the patio.

Day 3

Make sure that you make some time to enjoy brunch at the Chilled Cork before you start your drive home. It’s on the main floor of the hotel, which makes it a convenient location to eat prior to heading home.  


Living it up in London

Day 1

After you check into your room at the Park Hotel London, put your bags down, walk into the bathroom and turn on the mirror light. This mirror, with a light all around the perimeter, was created for a girl’s getaway. You’ll have all the light you need to get glammed up before spending a night out on the town.

Once you are ready to go, walk over to Toboggan Brewing Co. and enjoy dinner and drinks on their patio. Barney’s Patio is also walkable from the Park Hotel and is a popular destination for drinks due to their sizeable outdoor seating area.

Toboggan Brewing Company - 610 by 400

Day 2

For breakfast, check out one of the 18 restaurants that are on site at the Covent Garden Market. They also have over 50 unique merchants and services and an outdoor/indoor Farmer’s Market on Thursdays and Saturdays. Little Red Roaster is one of the venders at Covent Garden Market and they offer all-day breakfast and coffee.

During the afternoon, you’ll want to hit up some of the shops along Richmond Row. Folklore Candle Company, Daisy Flowers, or Needs/Wants Boutique are all fun shopping locations that are also locally owned.

Folklore Candle Company Friends - 610 by 400

After you are done shopping, grab some take out from Ozen to take back to your hotel room and recharge for the next stop. Or if you have boundless amounts of energy, head over to Victoria Park for a picnic. Ozen offers authentic Korean cuisine with fusions inspired from Japanese dishes.

End the day playing card/board games and enjoying flights of beer at Anderson Craft Ales. You can order food from EatOA!, as their kitchen is located inside Anderson Craft Ales, which means that you are supporting multiple local businesses in one location. Make sure that you have a designated driver as this location is not walkable from your hotel.

Anderson Craft Ales Friends - 610 by 400

Day 3

Before you head home on the third day, stop by the Black Walnut Bakery Café for breakfast and a latte.


We hope that you and your friends have an excellent time no matter which itinerary you pick! If you’re looking for additional travel itineraries and suggestions in Ontario’s Southwest, click here!

To learn more about what you can expect when visiting Ontario’s Southwest and how businesses are trying to keep you safe and following government guidelines, click here.