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    Check prices for these dates, December 15–16, 2026

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    Our top choices for Hillsdale hotels

    1. Carriage Ridge Resort, an Ascend Collection Resort

    A patio with stone seating and a fire pit, surrounded by a stone wall and greenery.

    2. Fairfield Inn & Suites by Marriott Orillia

    A modern dining area with a long counter, blue chairs, and pendant lighting.

    3. Travelodge by Wyndham Barrie

    Breakfast area

    4. Comfort Inn Orillia

    A hotel reception area with a red wall, a wooden reception desk, and a grey counter.

    5. Hampton Inn Midland, On

    A reception desk with a "Welcome to the Heartland Province" sign, a hotel directory, and a wall with a scenic painting.

    6. Quality Inn

    A hotel with a prominent 'Quality Inn' sign, featuring a stone facade and multiple windows.

    7. Monte Carlo Inn Barrie Suites

    A spacious bathroom with a large bathtub, a wooden vanity, and a fireplace.

    8. Midland Inn & Suites

    A reception area with a wooden reception desk, black leather chairs, a chandelier, a staircase, and framed pictures on the walls.

    9. Best Western Plus Barrie

    A modern hotel lobby with a seating area, a kitchenette, and a view of the outdoors.

    10. Quality Inn & Conference Centre Midland

    An indoor swimming pool with clear glass walls, a brick wall, and a sunroof.

    11. The Champlain Waterfront Hotel, an Ascend Collection Hotel

    A hotel sign with the name "Champlain Waterfront Hotel" and the year "1920" indicating its establishment.

    12. Home2 Suites By Hilton Barrie

    An outdoor seating area with a fire pit, yellow chairs, and a striped sofa.

    13. Super 8 by Wyndham Midland

    A hotel room with a bunk bed, a large bed with a patterned bedspread, two bedside lamps, a nightstand, a framed cityscape picture on the wall, and a window with curtains.

    14. Comfort Inn & Suites Barrie - Highway 400

    A hotel room with a sofa, a small round table, a lamp, and a bed in the background.

    15. Days Inn by Wyndham Barrie

    A modern dining area with a long white table and multiple white chairs. There is a counter with a coffee machine and a sign that says "Breakfast is on."

    16. Four Points by Sheraton Barrie

    A spacious lobby with wooden paneling, a modern chandelier, and a clean, reflective floor.

    17. Hampton Inn & Suites Barrie

    A multi-story hotel with a central entrance, a parking lot filled with cars, and a clear sky.

    18. Stone Gate Inn

    A spacious living room with a fireplace, comfortable seating, large windows, and a chandelier.

    19. Kings Inn Midland

    A hotel room with a bed, a bedside table with a lamp, a wardrobe, a TV mounted on the wall, and a towel rack with towels.

    20. Best Western Plus Mariposa Inn & Conference Centre

    A restaurant setting with round tables, chairs, and empty wine glasses.

    Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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    Top Hillsdale Hotel Reviews

    Carriage Ridge Resort, an Ascend Collection Resort

    A patio with stone seating and a fire pit, surrounded by a stone wall and greenery.

    Hampton Inn Midland, On

    A Hampton Inn hotel with a modern design, multiple floors, and a parking lot.

    Home2 Suites By Hilton Barrie

    An outdoor seating area with a fire pit, yellow chairs, and a striped sofa.

    Midland Inn & Suites

    A reception area with a wooden reception desk, black leather chairs, a chandelier, a staircase, and framed pictures on the walls.

    Comfort Inn Orillia

    A hotel reception area with a red wall, a wooden reception desk, and a grey counter.

    Best Western Plus Barrie

    A modern hotel lobby with a seating area, a kitchenette, and a view of the outdoors.

    Rawley Resort, Spa & Marina, Trademark Collection by Wyndham

    A wooden deck with benches, a view of a lake, and trees.

    Kings Inn Midland

    A hotel room with a bed, a bedside table with a lamp, a wardrobe, a TV mounted on the wall, and a towel rack with towels.

    Stone Gate Inn

    A spacious living room with a fireplace, comfortable seating, large windows, and a chandelier.

    The Champlain Waterfront Hotel, an Ascend Collection Hotel

    A hotel sign with the name "Champlain Waterfront Hotel" and the year "1920" indicating its establishment.

    Travelodge by Wyndham Barrie

    Breakfast area

    Super 8 by Wyndham Midland

    A hotel room with a bunk bed, a large bed with a patterned bedspread, two bedside lamps, a nightstand, a framed cityscape picture on the wall, and a window with curtains.

    Monte Carlo Inn Barrie Suites

    A spacious bathroom with a large bathtub, a wooden vanity, and a fireplace.

    Four Points by Sheraton Barrie

    A spacious lobby with wooden paneling, a modern chandelier, and a clean, reflective floor.

    Frequently Asked Questions

    What is the best area to stay in Hillsdale?

    The best area to stay in Hillsdale is the village centre, particularly around the main intersection of Albert Street and Queen Street.

    This area forms the heart of Hillsdale, offering easy access to local amenities and a pleasant, walkable environment. You'll find a selection of local shops, cafes, and eateries within a few blocks, making it convenient for daily needs. The village green is also nearby, providing a nice open space.

    For couples seeking a relaxing getaway with a touch of local charm, staying directly in the village centre is ideal. You're close to any local events or markets, and it's a great base for exploring the surrounding countryside or enjoying a quiet evening stroll.

    Families might also find the village centre appealing due to its proximity to the local park and community facilities.

    When is the best time to go to Hillsdale?

    The best time to visit Hillsdale is during the summer months, from June to August, and the early autumn, in September and October.

    Summer in Hillsdale offers warm, pleasant weather, ideal for outdoor activities. Days are long, and the surrounding countryside is at its most verdant. This is superb for those looking to enjoy hiking, cycling, or exploring the local farms and markets. The peak summer season provides the widest range of activities and events.

    For those who appreciate cooler temperatures and stunning natural beauty, early autumn is a fantastic choice. The region transforms with vibrant fall foliage, making it a picturesque time for scenic drives and walks. The air is crisp, and it's generally less crowded than the height of summer, offering a more tranquil experience.

    Can I cancel my hotel reservation on Expedia?

    You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Hillsdale.

    How much is the nightly rate at a Hillsdale hotel?

    Prices for hotels in Hillsdale often vary, but you can find a great deal from CA $80 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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