Hot Canaan Bed & Breakfast Rates

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Featured B&B in Canaan

Blackberry River Inn

Blackberry River Inn

3 out of 5
538 Greenwoods Rd W Norfolk CT
The price is AU$286 per night from 22 Dec to 23 Dec
AU$286
22 Dec - 23 Dec
includes taxes & fees
With a stay at Blackberry River Inn in Norfolk, you'll be within a 5-minute drive of Haystack Mountain State Park and Infinity Music Hall and Bistro.
Opens in a new windowBlackberry River Inn
Inn at Pine Plains

Inn at Pine Plains

3.5 out of 5
3036 Church St. Pine Plains NY
The price is AU$423 per night from 21 Dec to 22 Dec
AU$423
21 Dec - 22 Dec
includes taxes & fees
With a stay at Inn at Pine Plains in Pine Plains, you'll be a 5-minute walk from The Stissing Center and 6 minutes by foot from Pine Plains Library.
Opens in a new windowInn at Pine Plains
Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC

3 out of 5
131 East Canaan Road East Canaan CT
Fully refundableReserve now, pay when you stay
The price is AU$183 per night from 21 Dec to 22 Dec
AU$183
21 Dec - 22 Dec
includes taxes & fees
Located in East Canaan, Locust Tree Bed and Breakfast LLC is within a 5-minute drive of Lawrence Field and Beckley Furnace Industrial Park.
Opens in a new windowLocust Tree Bed and Breakfast LLC
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Wilder House Berkshires

Wilder House Berkshires

2 out of 5
48 S Main Street Sheffield MA
Fully refundableReserve now, pay when you stay
The price is AU$274 per night from 21 Dec to 22 Dec
AU$274
21 Dec - 22 Dec
includes taxes & fees
With a stay at Wilder House Berkshires in Sheffield, you'll be within a 5-minute drive of Thom Reed UFO Monument Park and Lime Kiln Farm Wildlife Sanctuary.
Opens in a new windowWilder House Berkshires
Chambery Inn

Chambery Inn

3 out of 5
199 Main St Lee MA
A stay at Chambery Inn places you in the heart of Lee, a 4-minute drive from Lee Premium Outlets and 6 minutes from The Mount.
Opens in a new windowChambery Inn
Granville House

Granville House

3 out of 5
98 Division St Housatonic MA
Fully refundableReserve now, pay when you stay
The price is AU$380 per night from 1 Jan to 2 Jan
AU$380
1 Jan - 2 Jan 2026
includes taxes & fees
Located in Housatonic, Granville House is within a 5-minute drive of Housatonic River and Monument Mountain.
Opens in a new windowGranville House
Devonfield Inn B&B

Devonfield Inn B&B

4 out of 5
85 Stockbridge Rd. Lee MA
With a stay at Devonfield Inn B&B in Lee, you'll be next to a golf course, within a 15-minute drive of Tanglewood Music Center and Greenock Country Club.
Opens in a new windowDevonfield Inn B&B
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

4.5 out of 5
26 Glendale Road, RR 183 Stockbridge MA
The price is AU$698 per night from 5 Jan to 6 Jan
AU$698
5 Jan - 6 Jan 2026
includes taxes & fees
When you stay at The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood in Stockbridge, you'll be next to a golf course, within a ...
Opens in a new windowThe Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
The Inn at Stockbridge

The Inn at Stockbridge

4 out of 5
30 East Street Lee MA
The price is AU$445 per night from 13 Jan to 14 Jan
AU$445
13 Jan - 14 Jan 2026
includes taxes & fees
With a stay at The Inn at Stockbridge in Lee, you'll be within a 15-minute drive of Tanglewood Music Center and Berkshire Theatre Festival.
Opens in a new windowThe Inn at Stockbridge
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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.

B&Bs in Canaan

We know why you’re here. You forgot something, though we’re not sure what. A birthday or an anniversary, maybe. And this time, a bouquet of fresh flowers and a homemade breakfast in bed aren’t going to cut it. You’re determined your special someone is going to feel like the centre of the universe on whatever special day you have coming up—that’s where lastminute.com.au comes in, and that’s also where Canaan B&B accommodation comes in.

You can’t go wrong with a romantic getaway to a bed and breakfast. It’s the stuff of poetry, novels, and of course, any good rom-com. You can snuggle under the covers all morning if you like, although the delicious aromas of a home-cooked breakfast are likely to get you out of bed. Even a cheap B&B will have a delectable morning meal included—and you don’t have to make it yourself. After all, that’s kind of the whole point. Add in a boutique feel and the charming Canaan vibes, and you’ll get why B&Bs are great for couples, families, and even your doggo. Yes, pet-friendly B&Bs are a thing, and although we can’t guarantee the dog will get his own breakfast, you’re more than happy to share, aren’t you?

Hey, if you’re gonna stay in a B and B in Canaan, you want it to be awesome, don’t you? Well then, check out lastminute.com.au and get to planning. We’ve got everything from luxury to budget bed & breakfasts, and our great prices leave you plenty of cash to splash in Canaan. No need to thank us—we know how great we are.

Canaan B&B essential information

Accommodation
14 B&B
Lowest Price
AU$128
Highest Price
AU$698
Popular accommodation
Blackberry River Inn, Inn at Pine Plains, Locust Tree Bed and Breakfast LLC, Wilder House Berkshires, Chambery Inn, Granville House, Devonfield Inn B&B, The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood, The Inn at Stockbridge

Top trending hotels in Canaan

The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street Stockbridge MA
Fully refundableReserve now, pay when you stay
The price is AU$321 per night from 14 Jan to 15 Jan
AU$321
14 Jan - 15 Jan 2026
includes taxes & fees
With a stay at The Red Lion Inn in Stockbridge, you'll be in the historical district, within a 15-minute drive of Tanglewood Music Center and Housatonic ...
Opens in a new windowThe Red Lion Inn
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 out of 5
190 Meadow Street South Lee MA
The price is AU$235 per night from 21 Dec to 22 Dec
AU$235
21 Dec - 22 Dec
includes taxes & fees
With a stay at Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG in South Lee, you'll be near ski lifts, within a 15-minute drive of Tanglewood ...
Opens in a new windowHoliday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Quality Inn Great Barrington

Quality Inn Great Barrington

2.5 out of 5
372 Main Street Great Barrington MA
Fully refundableReserve now, pay when you stay
The price is AU$128 per night from 4 Jan to 5 Jan
AU$128
4 Jan - 5 Jan 2026
includes taxes & fees
With a stay at Quality Inn Great Barrington in Great Barrington, you'll be near ski lifts, just a 4-minute walk from Mahaiwe Performing Arts Center and 8 minutes ...
Opens in a new windowQuality Inn Great Barrington
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Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 out of 5
415 Stockbridge Rd Great Barrington MA
Fully refundable
The price is AU$181 per night from 4 Jan to 5 Jan
AU$181
4 Jan - 5 Jan 2026
includes taxes & fees
With a stay at Holiday Inn Express Hotel & Suites Great Barrington by IHG in Great Barrington, you'll be on a river, just steps from Housatonic River and a 3-minute ...
Opens in a new windowHoliday Inn Express Hotel & Suites Great Barrington by IHG
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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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^Subject to availability and chosen travel dates.