Explore an Eclectic Collection of Rainbow Registered and Inclusive Stops On A Relaxed 2-Day Road Trip

As a Rainbow Registered tourism region, the Heart of Ontario is passionate about its role in building a more inclusive Canada, and we’re not alone! We’re proud to work with a growing collection of local businesses and organizations prioritizing the creation of welcoming spaces and experiences for all visitors. Get to know some of our many welcoming and inclusive partners on this two-day road trip.

DAY 1

MORNING: HAMILTON (ANCASTER)

Begin your day at a special place where community is celebrated, and creative interests are encouraged. Fieldcote Memorial Park and Museum is a Tudor-style English cottage on seven acres of farmland on a rise overlooking the main street of Ancaster.  In addition to being a hive of cultural activities, this small community museum also boasts award-winning landscaped gardens and walking trails that are well worth the time for a wander. Be sure to check out the Stories From The Edge exhibit, which showcases the history of Ancaster through 31 fascinating stories and artifacts from the earliest human occupants to the present day.

LUNCH STOP: HAMILTON (ANCASTER)

Treat yourself to lunch with a spectacular view at the Ancaster Mill, which was named one of OpenTable’s Top 100 restaurants in Canada for 2023. The restaurant, built around a Niagara Escarpment waterfall, offers harvest-focused cuisine with ingredients from local farms and butchers.

AFTERNOON: HAMILTON

Spend the afternoon getting a taste for Hamilton Halton Brant’s thriving craft beer scene. Start out with a tasting flight at MERIT Brewing, where you’ll meet a team of ambitious friends striving to represent Hamilton’s heart, art, and soul in every beer, bite and experience. The brewery’s logo, which features a lightbulb, serves as a reminder to the MERIT team to keep pushing boundaries, acting with purpose, and creating a brighter future.

If you’re looking for another set of sips, consider heading over to Collective Arts Brewing. The brewery and distillery believes that collective collaboration makes for a more equitable, more inclusive, and more creative world. You’ll see that philosophy displayed in the interesting art showcased throughout the space and in the beautiful product packaging.

If you’re visiting in September and your trip aligns with Hamilton’s Supercrawl, be sure to leave some time in the afternoon to check out the art, music, performers, and one-of-a-kind street festival scene. Be sure to also check Pride Hamilton’s event schedule to see if they’ve got something fun planned that coincides with your trip.

EVENING: HAMILTON

After a full day of exploring, Merk Snack Bar’s rogue tapas-style menu, creative cocktails and impressive craft beer collection are sure to delight. The Hearty Hooligan, an all-vegan restaurant and bakery, is another excellent choice if you’d prefer a plant-based meal.

After dinner, freshen up for a fun evening out, or settle in for a relaxing night enjoying a comfortable room at C Hotel. The roster of guests who have enjoyed the European-style accommodations here in the past includes Sylvester Stallone, Olivia Newton-John and Tony Bennett.

More Evening Fun Ideas:
If you decide to head back out on the town for the evening, The Well is Hamilton’s one-stop party destination. The all-inclusive safe space regularly hosts karaoke, bingo, game nights, Cabaret drag shows, and DJs that keep the dance floor jumping with the best sound, lighting, and go-go dancers. For those who prefer a scene that’s a little more country, Dirty Dog Saloon will have you going full Coyote Ugly and dancing on the bar!

DAY 2

MORNING: MILTON

After breakfast at your hotel, start your morning off with some stunning Niagara Escarpment views. Mount Nemo Conservation Area, just a short drive from your hotel, is an excellent spot for hiking, rock climbing, and geocache exploring. 

If you’re travelling in June or August, be sure to check out Halton’s Annual Pride Fest which takes place at a different location each year in the region, or the Halton Pride Parade organized by Milton Prism over in downtown Milton and join in the festivities!

LUNCH STOP: OAKVILLE

Reward yourself after your morning of fresh air fun with a delicious lunch at Oakville’s Kerr Street Café, where a tasty brunch menu is served until 3 pm.  

AFTERNOON: OAKVILLE

Spend your afternoon exploring Oakville’s picture-perfect shopping districts. Start out strolling through Kerr Village after lunch, and if you have enough time, make your way to Bronte Village and Downtown Oakville.

EVENING: OAKVILLE

After getting in thousands of steps exploring Oakville, you’ll be ready for a delicious dinner. Return to Kerr Village to experience the warmth of Community. This friendly restaurant is on a mission to inspire, educate and promote a vegan lifestyle with deliciousness on every plate! 

Only about a one-kilometre walk from your restaurant, the Oakville Centre For The Performing Arts is the perfect place to wrap up your trip on an artistic note. Check the calendar prior to your visit to time your trip with the concert, comedy show, informative talk, or arts performance of your choice.

Optional Second-Night Stay:
If you’d rather retreat to a cozy room after your concert than drive back home, Sandman Hotel Oakville will be ready to welcome you. The Oakville Residence and Conference Centre, located on the campus of Sheridan College, is another great budget-friendly choice nearby.

If you are looking for more close-by itinerary ideas, check out Sustainability Excellence: Halton, or drive a little further and try Rural on the Ridge for a fresh, country escape in Hamilton.

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Now thru December 31

Music Bingo at Flux

Flux Brewing Company

185 Oakland Rd, Scotland, ON N0E 1R0

Date & Time: January 17th (1st bingo night of the year) $5 cover to join

Now thru August 24

Worlds of the Night – Exhibition at Joseph Brant Museum

Joseph Brant Museum

1240 North Shore Boulevard East, Burlington, ON, L7S 1C5

Date & Times: Tuesday - Friday, 10:00AM - 4:00PM, included in the cost of regular...

Now thru September 17

Datenight Painting for 2 at Studio K2

studio k2

The Cotton Factory, DyeWorks Building, 9 Landsdowne Avenue, Hamilton

Date & Time: Third Saturday every month, 7:00pm - 10:00pm Workshop Price: $135/couple +HST includes...

Now thru December 7

Oakville Museum Guided Tour

Oakville Museum at Erchless Estate

8 Navy Street, Oakville, ON, L6J 2Y5

Tuesday to Sunday from 1 to 4 p.m. General admission by donation (Suggested $7 per...

Now thru October 13

A Day of Play: Traditional Indigenous Games

Six Nations Tourism

2498 Chiefswood Road, Ohsweken, ON N0A 1M0

Season Dates: May 18th to Oct 13th Price: $70.00/person for a group of less than...

Now thru December 31

Explore Paris Like A Local – A Sweet Escape

Tasty Road Trips Food Tours

Paris, Ontario

Tour Details: This tour is a 4.5 hour all-inclusive self-guided tour with all food, sips,...

Now thru January 1

Woodland Cultural Centre – Self Guided Museum Tour

Woodland Cultural Centre

184 Mohawk Street, Brantford, ON, N3T 5V6

Now thru May 29

Dance Fitness with Mindfulness & Movement

Dundas Museum & Archives

139 Park Street West, Dundas, ON, L9H 1X8

Dates: Every Wednesday and Saturday (Unless otherwise stated) Times: 7:00pm to 8:00pm Class Price: $10.00...

Now thru June 30

MYndful Movement: Stretch, Gentle Yoga, Qigong, Mindfulness

Joshua Creek Heritage Art Centre

1086 Burnhamthorpe Rd E, Oakville, ON L6H 7B2

Dates & Times: Every Thursday, 7:00pm to 8:00pm Class Costs: Drop-In: $20 6 class package:...

Now thru December 13

Art Crawl on James North

James St N, Hamilton, ON L8R 2L2, Canada

Dates & Times: Second Friday of Every Month, 5:00pm till 8:00pm Free Event

Now thru June 26

Trivia Nights at Shawn & Ed Brewing Co.

Shawn & Ed Brewing Co.

65 Hatt Street, Dundas, ON, L9H 0C1

Dates & Times: Every Wednesday (Unless otherwise), 7:00pm - 8:30pm Free but reservations are recommended

Now thru June 1

Tarik Kiswanson – Prelude

Oakville Galleries

Oakville Galleries at Gairloch Gardens, 1306 Lakeshore Road East Oakville, ON L6J 1L6

Dates & Times: Feb 3rd - Jun 1st, 10:00am to 5:00pm Admissions by Donation Closed...

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