Hot Cheshire Bed & Breakfast Rates

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Featured B&B in Cheshire

The Cornell Inn, Lenox

The Cornell Inn, Lenox

3 out of 5
203 Main St, Lenox, MA
The price is AU$220 per night from 5 Dec to 6 Dec
AU$220
includes taxes & fees
5 Dec - 6 Dec
When you stay at The Cornell Inn, Lenox in Lenox, you'll be in the historical district, within a 15-minute walk of The Bookstore and Lenox Library.
The Cornell Inn, Lenox
Lakehouse Inn

Lakehouse Inn

4 out of 5
615 Laurel St., Lee, MA
The price is AU$241 per night from 23 Nov to 24 Nov
AU$241
includes taxes & fees
23 Nov - 24 Nov
When you stay at Lakehouse Inn in Lee, you'll be on a lake, within a 5-minute drive of Berkshire Mountain Country Store and Animagic Museum of Animation.
Lakehouse Inn
Chambery Inn

Chambery Inn

3 out of 5
199 Main St, Lee, MA
Fully refundableReserve now, pay when you stay
The price is AU$326 per night from 24 Nov to 25 Nov
AU$326
includes taxes & fees
24 Nov - 25 Nov
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.
Chambery Inn
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Whistler's Inn Bed & Breakfast

Whistler's Inn Bed & Breakfast

3.5 out of 5
5 Greenwood Street, Lenox, MA
The price is AU$214 per night from 6 Dec to 7 Dec
AU$214
includes taxes & fees
6 Dec - 7 Dec
When you stay at Whistler's Inn Bed & Breakfast in Lenox, you'll be in the historical district, within a 5-minute drive of Wyndhurst Golf & Club and Tanglewood ...
Whistler's Inn Bed & Breakfast
The Trail in Adams - Berkshires’ Art Hotel

The Trail in Adams - Berkshires’ Art Hotel

2.5 out of 5
10 Pleasant Street, Adams, MA
The price is AU$277 per night from 5 Dec to 6 Dec
AU$277
includes taxes & fees
5 Dec - 6 Dec
Located in Adams, The Trail in Adams - Berkshires’ Art Hotel is in the mountains, just a 4-minute walk from Adams Theater and a 2-minute drive from Susan B. ...
The Trail in Adams - Berkshires’ Art Hotel
Shaker Mill Inn

Shaker Mill Inn

2.5 out of 5
2 Oak Street, West Stockbridge, MA
The price is AU$244 per night from 24 Nov to 25 Nov
AU$244
includes taxes & fees
24 Nov - 25 Nov
With a stay at Shaker Mill Inn in West Stockbridge, you'll be within a 5-minute walk of Ebenezer II Gifts and Antiques and Hotchkiss Mobile Studio.
Shaker Mill Inn
Inn at Silver Maple Farm

Inn at Silver Maple Farm

3 out of 5
1871 State Route 295, East Chatham, NY
The price is AU$264 per night from 25 Nov to 26 Nov
AU$264
includes taxes & fees
25 Nov - 26 Nov
Located in East Chatham, Inn at Silver Maple Farm is within a 15-minute drive of Furnace Brook Winery at Hilltop Orchards and Mount Lebanon Shaker Village.
Inn at Silver Maple Farm
33 Main

33 Main

4 out of 5
33 Main Street, Lenox, MA
The price is AU$600 per night from 1 Dec to 2 Dec
AU$600
includes taxes & fees
1 Dec - 2 Dec
A stay at 33 Main places you in the heart of Lenox, steps from The Bookstore and Lenox Library.
33 Main
Brook Farm Inn

Brook Farm Inn

3.5 out of 5
15 Hawthorne Street, Lenox, MA
The price is AU$333 per night from 25 Nov to 26 Nov
AU$333
includes taxes & fees
25 Nov - 26 Nov
When you stay at Brook Farm Inn in Lenox, you'll be near ski lifts, within a 5-minute drive of Shakespeare and Company and Tanglewood Music Center.
Brook Farm Inn
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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 Cheshire

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 Cheshire 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 Cheshire 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 Cheshire, 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 Cheshire. No need to thank us—we know how great we are.

Cheshire B&B essential information

Accommodation
26 B&B
Lowest Price
AU$160
Highest Price
AU$600
Popular accommodation
The Cornell Inn, Lenox, Lakehouse Inn, Chambery Inn, Whistler's Inn Bed & Breakfast, The Trail in Adams - Berkshires’ Art Hotel, Shaker Mill Inn, Inn at Silver Maple Farm, 33 Main, Brook Farm Inn

Top trending hotels in Cheshire

Hotel Downstreet

Hotel Downstreet

3 out of 5
40 Main St, North Adams, MA
Fully refundableReserve now, pay when you stay
The price is AU$199 per night from 5 Dec to 6 Dec
AU$199
includes taxes & fees
5 Dec - 6 Dec
A stay at Hotel Downstreet places you in the heart of North Adams, steps from Western Gateway Heritage State Park and 3 minutes by foot from Massachusetts Museum ...
Hotel Downstreet
Life House Berkshires

Life House Berkshires

3.5 out of 5
194 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is AU$205 per night from 24 Nov to 25 Nov
AU$205
includes taxes & fees
24 Nov - 25 Nov
Located in Lenox, Life House Berkshires is within a 15-minute walk of Kennedy Park and Pleasant Valley Wilderness Sanctuary.
Life House Berkshires
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is AU$160 per night from 1 Dec to 2 Dec
AU$160
includes taxes & fees
1 Dec - 2 Dec
Located in Lenox, The Yankee, Trademark Collection by Wyndham is on the Strip, a 4-minute drive from Bousquet Ski Area and 7 minutes from Shakespeare and ...
The Yankee, Trademark Collection by Wyndham
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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$364 per night from 2 Dec to 3 Dec
AU$364
includes taxes & fees
2 Dec - 3 Dec
When you a stay at The Red Lion Inn in Stockbridge, you'll be in the historical district, within a 5-minute walk of Housatonic River and Mission House.
The Red Lion Inn
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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.