Main Entrance of Chartwell Tiffin Retirement Residence

Visit us today and see why now is the right time to embrace senior living.

Welcome to Chartwell Tiffin

105 Pillsbury Drive, Midland, Ontario L4R 0E7

Experience a fulfilling and supportive lifestyle on the tranquil shores of Georgian Bay.

Chartwell Tiffin is a vibrant, resort-style seniors’ residence located in beautiful Midland, offering independent living, assisted living, and Memory Living options—all within one warm and welcoming community. Overlooking the serene waters of Georgian Bay in the heart of Huronia, our retirement residence captures the essence of Muskoka-cottage charm, where natural beauty meets personalized care. Surrounded by breathtaking landscapes, wildlife, lush parklands, and a picturesque shoreline, Chartwell Tiffin offers an everyday escape that feels like a permanent getaway.

Explore our Living Options

Chartwell Open House

January 16th & 17th | 10am-4pm

Experience the joy & connection that make residents love calling Chartwell home.

Stylish comforts and thoughtful amenities

Our residents embrace a relaxed and enriching lifestyle in a modern, fresh setting featuring stylish finishes and décor in airy tones of blue, yellow, and cream. Our thoughtfully designed amenities—including a soothing hot tub, full-service salon and spa, inviting bistro, exercise pool, landscaped gardens, and a theatre with cinema-style seating—reflect our focus on comfort, wellness, and joy. Combined with the attentive service of our dedicated and compassionate staff, it’s no wonder we’re known as a peaceful yet dynamic place to call home.

Live life your way—with support you can trust

At our active and close-knit retirement community, residents enjoy the freedom to live life on their terms—supported by a continuum of care that brings peace of mind for today and tomorrow. Whether it’s keeping fit with specialized wellness equipment and fitness classes, hosting family in our elegant dining room or private spaces, browsing a nearby gallery, or strolling scenic walking trails with views of the bay, every day is filled with choice, connection, and possibility. Our thoughtfully designed suites offer comfort and flexibility, while weekly housekeeping, complimentary laundry facilities, 24-hour emergency response, and access to personalized care services help ensure convenience and security. Whether you're independent, need a little support, or are living with memory loss, you’ll find a lifestyle that adapts with you.

Chartwell Housekeeping Lady making bed and chatting with the Chartwell Senior residence

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The dining room of Chartwell Tiffin Retirement Residence

The Bistro of Chartwell Tiffin Retirement Residence

The private room of Chartwell Tiffin Retirement Residence

Interior view of Chartwell Tiffin Retirement Residence

A comfy common area of Chartwell Tiffin Retirement Residence

Time to enjoy with friends in this common area of Chartwell Tiffin Retirement Residence

The theatre of Chartwell Tiffin Retirement Residence

A spacious suite of Chartwell Tiffin Retirement Residence

A exterior view of Chartwell Tiffin Retirement Residence

A spectacular exterior view of Chartwell Tiffin Retirement Residence

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Flexible care and support

To ensure personalized support, our Care Assist program—an offering of à la carte wellness services and all-inclusive care packages—further provides you with the flexibility to add or remove services. This empowers you to create a customized care plan that meets your unique needs, preferences, and abilities so you can feel your best each day.

Support & Care

Chartwell staff is assisting senior male resident walking down an aisle / Le personnel de Chartwell aide un résident âgé à marcher dans l'allée

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image of half of a living room showing a couch, coffee table and a book basket on the floor

A selection of inviting suites

Starting from $4,086/month

Our pet-friendly independent living and assisted living suites are available in a variety of styles: we offer studios, one-bedroom, and two bedroom-layouts, all equipped with convenient kitchenettes. Our Memory Living neighbourhood has studio suites available on a dedicated, secure floor for seniors living with dementia too.

Explore our suite plans

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Care Assist in Midland at Chartwell Tiffin

Wondering what types of care services are available at Chartwell Tiffin? Chartwell’s Care Assist Program is designed to help you or a loved one achieve the comfort and quality of life you desire in your retirement residence. We collaborate with you or your loved one to provide a customized care experience that reflects your unique healthcare needs, from light to moderate to heavy care. Visit our Care Assist page to explore our various à la carte services and care options.

Explore more

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The dining experience

At Chartwell Tiffin, you’ll find something to love at every meal, from the social ambiance and friendly service to the food. Our breakfast spread is bursting with options; lunchtime offers homemade soups, fresh salads, and flavour-packed sandwiches. Expect to be equally satisfied at dinner, from hearty roasts, pasta, and stews to lighter dishes with chicken, fish, and seafood. We switch up our menu with the seasons so you can always enjoy the best produce and ingredients.

Menus & Dining Services

Carrot soup in a bowl with carrot, crouton and basil garnish

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Take a closer look at the lifestyle at Chartwell Tiffin.

Download our brochure

Senior couple holding each other close smiling

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Activities and amenities

Our residents are active, social, and welcoming, and our modern amenities are buzzing with activity. If you decide to get involved in our recreation programs, you’ll soon find friends who share your interests. Whether you want to connect with a spiritual community, make change through volunteer work, or hone your gardening skills, we’ve got a wide range of groups, events, and activities available every day. We have so many ways to learn, have fun, and stay engaged while you enjoy your leisure time together—from laughter-filled fitness classes and social strolls through our lovely landscaped grounds to bridge games and bus trips to local parks, shopping, and other attractions.

Activities & Amenities

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Stay Connected With Our Community

Catch a glimpse of our vibrant community in action. From celebrations and outings to everyday smiles, our social feed highlights the friendships and experiences that make Chartwell feel like home.

View Our Facebook Page

Seniors are playing card with happy smile / Les seniors jouent aux cartes avec un sourire joyeux

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Retirement living in Midland

Our resort-style retirement residence is close to the shores of sparkling Georgian Bay with Trans-Canada trails right at our doorstep. Despite our lakeside feel, we are also located on Pillsbury Drive near Heritage Drive and William Street, near all the amenities and conveniences of urban living. You’ll find grocery stores, pharmacies, shopping, seniors’ centres, restaurants and coffee shops, and hospitals and medical clinics close by. We’re also close to excellent public transit.

Things to do in Midland

Midland is a nature-lover’s paradise! Get in on the pickleball games at Tiffin Park, or explore the sights, trails, and activities of Wye Marsh wildlife conservation area. Spend a relaxing day at one of the two main public beaches: Gawley Park or (Pete) Pettersen Park—perfect for a picnic and a swim. Awenda Provincial Park offers more than 2,900 hectares of forested land on the shores of Georgian Bay.

The Midland Butter Tart Festival in June is a don’t-miss event, or you can satisfy your cravings year-round exploring the Butter Tart trail! Take in a show at the Midland Cultural Centre, a modern facility that showcases performing arts, creative arts, visual arts, theatre, and great food. History buffs will love a visit to Sainte-Marie among the Hurons or Penetanguishene Centennial Museum & Archives, packed with events and exhibits. If you’re from the area, research your family history using the museum’s Genealogy & History Research Centre and Archives.

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Shopping for retirement homes?

There are many important factors to consider when trying to find the best retirement community for yourself or a loved one. Practical considerations like location, cost and the right support or care services for your unique needs, emotional considerations like how the residence made you feel and your interactions with staff, and so much more. Read our helpful guide today for questions to ask during a tour, topics to discuss with family, and how to make a decision you can feel confident in.

Download our guide

Senior couple in the background holding tiny home in the foreground

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Frequently Asked Questions

What are the benefits of senior living at Chartwell Tiffin?
Chartwell Tiffin offers resort-style senior living on the tranquil shores of Georgian Bay, where natural beauty, personalized support, and a warm community spirit come together to create a fulfilling lifestyle.

Here’s what sets us apart:
- Muskoka-Cottage Charm: Our scenic location in Midland captures the essence of lakeside living, surrounded by lush parklands, wildlife, and breathtaking shoreline views.
- Continuum of Care: From independent living to assisted living and our unique Memory Living program, our full range of care options allows you to age in place with peace of mind.
- Hot Tub and Wellness Amenities: Unwind in our soothing hot tub or stay active with our fitness centre, exercise pool, and specialized wellness programming.
- Beautiful Modern Design: Enjoy bright, stylish décor in cheerful tones of blue, yellow, and cream, creating a welcoming and contemporary atmosphere.
- Engaging Social Spaces: From a full-service salon and spa to a cozy bistro and cinema-style theatre, our thoughtfully designed spaces encourage leisure, connection, and joy.
- Supportive Services: Weekly housekeeping, complimentary laundry facilities, 24-hour emergency response, and access to additional care services help simplify daily life.
- Small-Town Lifestyle: Enjoy the ease and friendliness of a close-knit Midland community, with local galleries, walking trails, and waterfront views just steps away.
- Proudly Canadian: Trust in a Canadian-owned company known for its commitment to exceptional service and resident well-being.
At Chartwell Tiffin, you’ll find the perfect blend of independence, comfort, and personalized support—so you can thrive, your way. [Book a Tour]
Will I lose my independence when I move to a retirement residence?
Not at all! Retirement living is designed to enhance your independence and freedom by relieving you of household maintenance and responsibilities. You’ll enjoy a variety of meal options and meal plans, life-enrichment activities, as well as the freedom and choice to come and go as you please. With retirement living, you are empowered to focus on the people and pursuits that matter most to you.
How much does it cost to live in Chartwell Tiffin?
Pricing details can be found in the 'suite plans' section of our website. It is essential to note that costs can vary depending on several factors, including the residence's location, the type of suite you choose, and the level of care services required. Given these variables, we believe it's crucial to offer personalized guidance to help you understand the pricing for residences in your desired area.

To ensure you have a clear understanding and to guide you through the pricing of our residence, our dedicated representatives are at your service. We strongly encourage you to give us a call at 1-855-461-0685, fill out our contact form, or book a tour for a more personalized discussion.
What types of suites are available in Chartwell Tiffin?
You can explore our suite layouts by navigating to the "Suite Plans & Pricing" section of our website. To see a suite you're interested in for yourself, we invite you to book a tour.
Can my family come and visit me?
At Chartwell, we understand the value of staying connected to family and friends. Your loved ones are always welcome to drop by at our residences! We also host events throughout the year to help you stay connected with them.

For more specific inquiries, including overnight stay policies, please reach out to your specific residence of interest.
Are pets allowed?
Yes! Our retirement residence is pet-friendly, and residents are responsible for the care of their loyal companions. We strongly encourage you to book a tour to ask about pet-specific restrictions.
Can I decorate my suite?
Yes! We want you to feel comfortable and at home in your new space. Feel free to personalize your suite with your favourite furniture, artwork, and cherished belongings that reflect your personality and style.

Welcome to Chartwell Tiffin

Experience a fulfilling and supportive lifestyle on the tranquil shores of Georgian Bay.

Stylish comforts and thoughtful amenities

Live life your way—with support you can trust

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Flexible care and support

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A selection of inviting suites

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Care Assist in Midland at Chartwell Tiffin

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The dining experience

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Take a closer look at the lifestyle at Chartwell Tiffin.

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Activities and amenities

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Stay Connected With Our Community

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Retirement living in Midland

Things to do in Midland

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Shopping for retirement homes?

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Frequently Asked Questions

What are the benefits of senior living at Chartwell Tiffin?

Will I lose my independence when I move to a retirement residence?

How much does it cost to live in Chartwell Tiffin?

What types of suites are available in Chartwell Tiffin?

Can my family come and visit me?

Are pets allowed?

Can I decorate my suite?

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Live life your way—with support you can trust

Flexible care and support

A selection of inviting suites

Care Assist in Midland at Chartwell Tiffin

The dining experience

Take a closer look at the lifestyle at Chartwell Tiffin.

Activities and amenities

Stay Connected With Our Community

Things to do in Midland

Shopping for retirement homes?

Frequently Asked Questions

What are the benefits of senior living at Chartwell Tiffin?

Will I lose my independence when I move to a retirement residence?

How much does it cost to live in Chartwell Tiffin?

What types of suites are available in Chartwell Tiffin?

Can my family come and visit me?

Are pets allowed?

Can I decorate my suite?