Places to stay in Caledon

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Caledon place to stay
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1975 Best places to stay in Caledon

Browse Places to Stay near the Historic Centre in Caledon

Stay close to popular urban landmarks with central lodging in Caledon, perfect for easy walking tours.

Caledon Getaway - Caledon
9.9 41 reviews

Caledon Getaway

apartment, Caledon East
This basement flat is located in Caledon East, just a short drive from the Caledon Trailway and the charming Caledon Village. It has consistently received excellent ratings for cleanliness, location, and user experience, making it a popular choice for travellers.
The self-contained apartment comfortably accommodates up to four guests and features a fully equipped kitchen with a fridge, microwave, and stove. Enjoy the convenience of Wi-Fi, IPTV, air conditioning, and a private parking space.
Caledon Country Apt Near Golf, Venues & Horses - Caledon
9.7 55 reviews

Caledon Country Apt Near Golf, Venues & Horses

apartment, Caledon
This apartment is located on the Niagara Escarpment in Caledon, offering scenic views and easy access to the Bruce Trail, just a short drive from the charming town of Caledon Village. It has received excellent ratings for its location, cleanliness, and overall experience.
The self-catering accommodation is a spacious three-bedroom suite with one bathroom, suitable for up to six guests. Amenities include a well-equipped kitchen, a private entrance, a garden, a heated pool (for an extra fee), and a range of outdoor activities, including hiking, cycling, and bonfires.
Caledon Country Studio Near Trails, Golf & Events - Caledon
9.9 57 reviews

Caledon Country Studio Near Trails, Golf & Events

apartment, Caledon
This studio apartment is located on top of the Niagara Escarpment in Caledon Hills, just a short distance from numerous hiking trails, award-winning golf courses, and scenic routes. This accommodation has received excellent ratings for its location, cleanliness, and overall user experience.
The studio is perfect for couples or small families with a comfortable bed and a Murphy bed for additional sleeping space. It offers a fully equipped kitchen, access to a heated pool (for an extra fee), laundry facilities after the 3rd night, and a private garden with stunning views of the surrounding countryside.
Serene Country Oasis  Optional Heated Pool - Caledon
9.6 14 reviews

Serene Country Oasis Optional Heated Pool

apartment, Caledon
This Caledon flat offers a peaceful country retreat in Cannon Gates, a rural setting providing seclusion yet remaining a short distance from cultural sites such as the Great War Flying Museum and Theatre Orangeville.
This family-friendly accommodation features three bedrooms, a fully equipped kitchen with a dishwasher, air conditioning, internet, and parking, with an optional private heated swimming pool available for an additional fee, and is ideal for outdoor pursuits including hiking and fishing within easy reach of attractions like the Caledon Ski Club.

Best family friendly Caledon lodging

Among the 1975 accommodations in Caledon, here are the 4 best for families

Spacious Cozy 4br Orangeville Home W/deck! 10-minute Walk To Headwaters Hospital - Caledon
No reviews

Spacious Cozy 4br Orangeville Home W/deck! 10-minute Walk To Headwaters Hospital

apartment, Orangeville
This family-friendly apartment in Orangeville is conveniently situated 240 metres from Island Lake Conservation Area and Theatre Orangeville, with Hockley Valley Resort and Heathlands Links at Osprey Valley also close by.
This spacious 276 sqm residence offers four bedrooms, two and a half bathrooms, a living area with a fireplace, a fully equipped kitchen, in-unit laundry, a private terrace, a garden, and barbecue facilities, complemented by free Wi-Fi and air conditioning.
Private Hockley Valley Farmhouse - Caledon
9.7 30 reviews

Private Hockley Valley Farmhouse

gîte, Orangeville
This three-bedroom farmhouse is located in Hockley Valley, just a short drive from Orangeville, offering easy access to the Bruce Trail, the Hockley Valley Conservation Area, and a variety of local attractions. The property enjoys excellent user, location, and cleanliness ratings, making it a top choice for travellers.
The farmhouse comfortably accommodates up to seven guests and features a modern kitchen, a wood-burning fireplace, and super-fast Wi-Fi. Guests can enjoy a secluded country setting, access to nature, nearby attractions, and a range of adventurous activities, ensuring a memorable stay.
Century Home 3 Bed With Gas Fireplace/fenced Yard And 5 Minute Walk To Broadway - Caledon
9.9 141 reviews

Century Home 3 Bed With Gas Fireplace/fenced Yard And 5 Minute Walk To Broadway

apartment, Orangeville
This family-friendly holiday home is conveniently located in the city centre of Orangeville, just under 2km from Theatre Orangeville and Island Lake Conservation Area. The property has received excellent ratings for its cleanliness, location and overall experience.
This 3-bedroom house can comfortably accommodate up to 6 guests and spans 158 square metres. It features a fully equipped kitchen, a cosy fireplace, a private garden, a terrace, a spa and parking, ensuring a comfortable and enjoyable stay.
Place To Relax With Whole Family - Caledon
9.7 36 reviews

Place To Relax With Whole Family

apartment, Caledon East
This family-friendly four-bedroom, three-bathroom apartment in Caledon East offers spacious accommodation for up to eight guests, conveniently located near local amenities; precise distances to specific landmarks in Caledon East require further information.
The property features a garden, parking, internet access, air conditioning, a fully equipped kitchen including a fridge and microwave, and a backyard perfect for barbecues, providing ample space for family relaxation and outdoor activities.

Frequently asked questions about accommodations in Caledon

  • What are the top attractions and must-see sites in Caledon?

    Caledon has a lot to offer! You should definitely visit the Cheltenham Badlands, a unique geological formation with red-hued rock formations. For a dose of history, head to the Belfountain Conservation Area, where you can explore the ruins of an old grist mill. And if you're looking for something a bit more modern, the Caledon Trailway offers stunning views and a great way to get some exercise.
  • What are the best places to stay in Caledon?

  • Which cultural festivals and seasonal events should visitors attend in Caledon?

    Caledon has a vibrant events scene! In the summer, the Caledon Fair is a must-see, with live music, rides, and local vendors. For a more relaxed experience, the Caledon Farmers' Market takes place every Saturday in the warmer months, offering fresh produce and local crafts. And in the fall, the Caledon Pumpkinfest is a fun event for the whole family, with pumpkin carving competitions and a variety of activities.
  • What are the best places to stay with a pool in Caledon?

  • What are the most convenient modes of transportation within Caledon?

    Caledon is quite spread out, so a car is definitely recommended. However, the Brampton Transit bus service does operate within the town, and there are a few routes that connect Caledon to Brampton and Toronto. If you're staying in the heart of Caledon Village, you can easily walk around the main area.
  • What are the best places to stay with a jacuzzi in Caledon?

  • What outdoor activities and adventures are popular in and around Caledon?

    Caledon is a nature lover's paradise! You can hike and bike on the many trails in the Caledon Hills, go kayaking on the Credit River, or explore the scenic Bruce Trail. For a more adventurous experience, there are several rock climbing areas in the region. And if you're looking for a relaxing day out, the Caledon Public Library has a beautiful outdoor space.
  • What are the best places to stay for families and kids in Caledon?

    The best places to stay for families and kids in Caledon are Hyatt Place Toronto-brampton, Residence Inn By Marriott Toronto Vaughan and Element Vaughan Southwest.

  • What types of accommodations are available in Caledon?

    Caledon offers a range of accommodation options, from cozy bed and breakfasts to modern hotels. There are also several campgrounds in the area, perfect for those who want to enjoy the great outdoors. And if you're looking for something a bit more unique, there are a few farm stays available.
  • What are the best pet friendly places to stay in Caledon?

  • When is the best time to visit Caledon?

    Caledon is beautiful year-round, but the best time to visit depends on your interests. Spring and fall offer mild temperatures and stunning foliage, while summer is perfect for outdoor activities. Winter brings snow and ice, ideal for skiing and snowboarding at nearby resorts.
  • What are the best places to stay with parking in Caledon?

  • What local dishes and culinary experiences are a must-try in Caledon?

    Caledon is known for its fresh, local produce. Try the famous Caledon strawberries in the summer, or visit one of the many farm-to-table restaurants for a delicious meal. There are also several wineries and breweries in the area, offering tastings and tours.
  • In which part of Caledon should you consider renting accommodation?

    It depends on what you want to do! If you're interested in exploring the Cheltenham Badlands and the surrounding countryside, the area around the village of Cheltenham is a good choice. For easy access to the Caledon Trailway and the Credit River, consider staying near the town of Bolton. And if you're looking for a more central location, the village of Caledon East is a good option.

Popular destinations

Best Caledon accommodations with a kitchen

Elegant 2br Basement Retreat  Private & Cozy. - Caledon
10 61 reviews

Elegant 2br Basement Retreat Private & Cozy.

apartment, Caledon East
This Caledon East basement flat is conveniently located 10km from the Forks of the Credit Provincial Park and Niagara Escarpment, 13km from the Cheltenham Badlands, and 9.2km from a Conservation Park, offering easy access to Mount Pleasant GO station (4.8km) for onward travel.
The self-catering apartment sleeps four guests in two bedrooms, one bathroom, and boasts a fully equipped kitchen, air conditioning, a garden, parking, and excellent guest reviews; nearby u-pick farms provide fresh produce within a 5-minute drive.
Masters Bedroom En-suite Washroom Living - Caledon
10 6 reviews

Masters Bedroom En-suite Washroom Living

apartment, Caledon East
This one-bedroom flat in Caledon East is situated a 39-kilometre drive from Square One Shopping Centre and a 22-kilometre drive from Terra Cotta Conservation Area, offering convenient access to shopping and outdoor pursuits.
This serviced apartment accommodates two guests and features air conditioning, Wi-Fi, a fully equipped kitchen with microwave, and on-site parking, with Brampton Memorial Arena and Century Gardens Arena also nearby for entertainment.
The Bee Hive - Lower Level Raised Bungalow - Caledon
9.8 77 reviews

The Bee Hive - Lower Level Raised Bungalow

apartment, Orangeville
This self-contained lower apartment in Orangeville is situated at the lower level of a split-level bungalow adjacent to a garage, the precise address withheld but within easy reach of Orangeville's town centre (distance unspecified).
The one-bedroom flat offers a queen-sized bed, a fully equipped kitchen including a dishwasher and 50" LG Smart TV, and can comfortably accommodate two guests; parking is also available.
Resort Style Entire Guesthouse (2 Rooms, Kitchen) - Caledon
9.3 265 reviews

Resort Style Entire Guesthouse (2 Rooms, Kitchen)

house, Adjala-Tosorontio
This private suite is situated on conservation land just minutes from the Equestrian Park, Bruce Trail, Hockley Valley Resort, and Woodington Lake Golf, offering a peaceful retreat in the heart of Adjala-Tosorontio. The accommodation has consistently received excellent ratings for its location, cleanliness, and overall experience.
The self-contained suite features a bedroom, living room, and private bathroom, providing ample space for a comfortable stay. Guests can enjoy a fully equipped kitchen, access to a private outdoor dining area, fire pit, charcoal grill, and a spacious garden, as well as the opportunity to relax in a Jacuzzi.

Best Caledon accommodations with parking

Hamewyth Inn - Entire Apt. In Heart Of Belfountain - Caledon
9.8 12 reviews

Hamewyth Inn - Entire Apt. In Heart Of Belfountain

apartment, Caledon
This newly renovated self-contained flat is situated in Belfountain, within the Hills of the Headwaters, offering direct access to a private forest and is conveniently located near local trails.
This family-friendly one-bedroom apartment sleeps up to four guests, featuring a fully equipped kitchen, a queen-size bed, and the unique opportunity to interact with resident chickens and ducks.
R3 Suites In The Heart Of Alton Right Front Unit - Caledon
9.7 105 reviews

R3 Suites In The Heart Of Alton Right Front Unit

apartment, Caledon
This one-bedroom apartment is situated in the village of Alton, just a short distance from Osprey Valley Golf Club and within walking distance of scenic trails, art galleries, and restaurants. The apartment has received excellent ratings for location, cleanliness, and overall experience.
The self-catering apartment comfortably sleeps four guests and includes a well-equipped kitchen, a cosy fireplace, a smart TV, and a private entrance. Enjoy the convenience of a Keurig coffee maker, welcome treats, and a small porch area perfect for watching the local traffic.
The Clayhill Bunkie - Caledon
9.8 184 reviews

The Clayhill Bunkie

B&B, Georgetown
The Clayhill Bunkie, a unique glamping retreat near Glen Williams and Terra Cotta, offers easy access to the Silver Creek and Terra Cotta Conservation Areas and the Credit River, all within a few kilometres of Georgetown.
This 110 sq ft (approximately 10 sq m) bunkie features a loft bed and pull-out sofa bed, sleeping two guests, and includes an outdoor bathroom with compost toilet and camp shower, a Keurig coffee maker, and a fire pit, plus proximity to hiking, cycling, and antique hunting in nearby villages.
Cozy Tiny Home, Immersed In The Forest, Overlooking The Pond! - Caledon
10 5 reviews

Cozy Tiny Home, Immersed In The Forest, Overlooking The Pond!

cabin, Caledon East
This Caledon East cottage is situated 3 km from the Albion Hills Conservation Area and 4.2 km from Plant Paradise Country Gardens, with Legacy Pines Golf Club and Caledon Equestrian Park within a 10 km radius.
The one-bedroom, one-bathroom lodge sleeps two guests and offers heating, a private bedroom, and is ideally located for exploring the natural beauty and attractions of Caledon East.

Browse Places to Stay with a Pool in Caledon

On-site pool access at your accommodation in Caledon makes a proper swim in the heart of the city a brilliant part of your trip.

Ballo - Guesthouse - Caledon
9.8 9 reviews

Ballo - Guesthouse

house, Orangeville
The Hockley Hill House -4 Br W/escarpment Views - Caledon
No reviews

The Hockley Hill House -4 Br W/escarpment Views

apartment, Orangeville
Beautiful & Private Mid Century Modern Country-house On 10 Acres Near Caledon - Caledon
10 45 reviews

Beautiful & Private Mid Century Modern Country-house On 10 Acres Near Caledon

apartment, Adjala-Tosorontio
Ultra Luxury Estate | Pool, Acres & Private Trails - Caledon
No reviews

Ultra Luxury Estate | Pool, Acres & Private Trails

apartment, Caledon

Top-Rated Places to Stay with a Hot Tub in Caledon

Accommodation with a hot tub in Caledon is perfectly designed for a private soak at the end of a busy city day.

The Captain's Cottage At Willow Pond - Caledon
9.9 153 reviews

The Captain's Cottage At Willow Pond

house, Erin
Cabin Stay And Play! 10 Mins To Canadian Open! - Caledon
9.8 535 reviews

Cabin Stay And Play! 10 Mins To Canadian Open!

cabin, Erin
Caledon East Retreat - Caledon
10 30 reviews

Caledon East Retreat

house, Caledon East
Peak House - Caledon
No reviews

Peak House

apartment, Caledon
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