Canaan, IN

Travel Guide

Belterra Casino Resort

Belterra Casino Resort

3.5 out of 5
777 Belterra Drive Florence IN
$133 nightly
The price is $148 total per night from Nov 25 to Nov 26
$148 total
Nov 25 - Nov 26
Total with taxes and fees
Book a stay at this golf hotel in Florence. Enjoy free valet parking, an outdoor pool, and 4 restaurants. Our guests praise the helpful staff and the clean rooms ...
Belterra Casino Resort
Ramada by Wyndham Sparta/At Speedway

Ramada by Wyndham Sparta/At Speedway

2.5 out of 5
525 Dale Drive I 71 Exit 57 Sp Sparta KY
$57 nightly
The price is $63 total per night from Oct 26 to Oct 27
$63 total
Oct 26 - Oct 27
Total with taxes and fees
Book a stay at this business-friendly hotel in Sparta. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
7.8/10 Good! (1,003 reviews)
"No hot tub as advertised, no ice in ice machine on floor we were on, breakfast was cold."

Reviewed on Oct 24, 2026

Ramada by Wyndham Sparta/At Speedway
Hillside Inn

Hillside Inn

2.5 out of 5
831 E Main St Madison IN
$89 nightly
The price is $102 total per night from Oct 26 to Oct 27
$102 total
Oct 26 - Oct 27
Total with taxes and fees
Book a stay at this business-friendly hotel in Madison. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (1,006 reviews)
"My husband and I enjoyed our overnight stay. The front desk clerk was kind and helpful. She made us a personal copy of Madison’s activities for the day. Our balcony gave us a beautiful view of the Ohio River as well as downtown Madison. We’d definitely stay here again."

Reviewed on Oct 23, 2026

Hillside Inn
See all 189 properties in Canaan
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.
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!

Glenda’s Overlook..everything you need to make visiting Madison a great getaway!

Madison IN
Stay at this vacation home in Madison. Enjoy laundry facilities, patios, and an in-room coffeemaker. Popular attractions Thomas Family Winery and Schroeder Saddletree ...
9.8/10 Exceptional! (78 reviews)
"Beautiful place to stay in Chattanooga. The place was immaculate and well stocked with everything we needed."

Reviewed on Oct 11, 2026

Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison

Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison

Madison IN
Stay at this cottage in Madison. Enjoy patios, an in-room coffeemaker, and air conditioning. Popular attractions Lanthier Winery and The Jefferson County Historical ...
9.6/10 Exceptional! (18 reviews)
"Super cute little cottage close to an expansive downtown area on the river, but far enough out of town to have some privacy. We only stayed for a night on a long trek home but a perfect little place. Would return to check out the downtown area!"

Reviewed on Oct 5, 2026

Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
1800’s restored log cabin on 26 private rolling wooded acres with sunset views

1800’s restored log cabin on 26 private rolling wooded acres with sunset views

Madison IN
Stay at this cabin in Madison. Enjoy free WiFi, a garden, and patios.
10/10 Exceptional! (240 reviews)
"Very cozy and clean! Made for a wonderful home away from home. There’s nothing like this restored 1800s cabin stay if you love your history thank you for a lovely stay!"

Reviewed on Oct 7, 2026

1800’s restored log cabin on 26 private rolling wooded acres with sunset views
See all properties in Canaan
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.

Frequently asked questions

When is the best time to visit Canaan?
The best time to visit Canaan is from May through September, when the weather is generally most pleasant for exploring. For travelers seeking fewer crowds and better value, the quieter months of November through February are a good bet, offering cooler weather for a relaxed trip.
What cuisines can you find in Canaan?
In Canaan, travelers can find Italian cuisine, with dishes like pasta, pizza, and tiramisu. You can also enjoy North American, European, Asian, and Latin American flavors. The destination also offers various coffee shops for a casual stop.
Can I book a refundable hotel in Canaan?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Canaan by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.
Why book a trip to Canaan with Expedia?
Expedia makes it easier to plan your Canaan trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.
Should I stay in a hotel or vacation rental in Canaan?
The best choice depends on your travel style. Hotels in Canaan can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.
How can I manage my Canaan trip on Expedia?
Once you've booked your Canaan trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.
What if I need help during my Canaan trip?
Expedia offers customer support before, during, and after your Canaan trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.
How can Expedia help me plan my first trip to Canaan?
If it's your first trip to Canaan, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.
How can I save on my Canaan hotel booking with Expedia?
Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your Canaan hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

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