Hot Cheshire Bed & Breakfast Rates

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Featured B&B in Cheshire

The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

3.5 out of 5
203 Main St, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is NZ$320 per night from 4 Nov to 5 Nov
NZ$320
4 Nov - 5 Nov
includes taxes & fees
Stay at this 3.5-star B&B in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the comfy rooms in our reviews. ...
Opens in a new windowThe Cornell Inn, Lenox & The Berkshires
Lakehouse Inn

Lakehouse Inn

4 out of 5
615 Laurel St., Lee, MA
The price is NZ$353 per night from 13 Nov to 14 Nov
NZ$353
13 Nov - 14 Nov
includes taxes & fees
Stay at this 4-star beach B&B in Lee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
Opens in a new windowLakehouse Inn
Whistler's Inn Bed & Breakfast

Whistler's Inn Bed & Breakfast

3.5 out of 5
5 Greenwood Street, Lenox, MA
The price is NZ$444 per night from 4 Nov to 5 Nov
NZ$444
4 Nov - 5 Nov
includes taxes & fees
Stay at this 3.5-star B&B in Lenox. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tanglewood Music Center and The Bookstore are located ...
Opens in a new windowWhistler's Inn Bed & Breakfast
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Shaker Mill Inn

Shaker Mill Inn

2.5 out of 5
2 Oak Street, West Stockbridge, MA
The price is NZ$209 per night from 5 Nov to 6 Nov
NZ$209
5 Nov - 6 Nov
includes taxes & fees
Stay at this B&B in West Stockbridge. Enjoy free breakfast, free parking, and daily housekeeping. Popular attractions Tanglewood Music Center and Ebenezer II ...
Opens in a new windowShaker Mill Inn
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 NZ$339 per night from 4 Nov to 5 Nov
NZ$339
4 Nov - 5 Nov
includes taxes & fees
Stay at this B&B in Adams. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Adams Theater and Berkshire Scenic Railway Museum are located ...
Opens in a new windowThe Trail in Adams - Berkshires’ Art Hotel
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 NZ$654 per night from 2 Dec to 3 Dec
NZ$654
2 Dec - 3 Dec
includes taxes & fees
Stay at this 4.5-star luxury B&B in Stockbridge. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tanglewood Music Center and Chesterwood ...
Opens in a new windowThe Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Brook Farm Inn

Brook Farm Inn

3.5 out of 5
15 Hawthorne Street, Lenox, MA
Stay at this 3.5-star B&B in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
Opens in a new windowBrook Farm 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 NZ$311 per night from 2 Dec to 3 Dec
NZ$311
2 Dec - 3 Dec
includes taxes & fees
Stay at this 3-star B&B in East Chatham. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Queechy Lake and Hand Hollow State Forest are ...
Opens in a new windowInn at Silver Maple Farm
Chambery Inn

Chambery Inn

3 out of 5
199 Main St, Lee, MA
Stay at this 3-star B&B in Lee. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Tanglewood Music Center and Berkshire Mountain ...
Opens in a new windowChambery 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.co.nz 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.co.nz 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
35 B&B
Lowest Price
NZ$198
Highest Price
NZ$654
Popular accommodation
The Cornell Inn, Lenox & The Berkshires, Lakehouse Inn, Whistler's Inn Bed & Breakfast, Shaker Mill Inn, The Trail in Adams - Berkshires’ Art Hotel, The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood, Brook Farm Inn, Inn at Silver Maple Farm, Chambery Inn

Top trending hotels in Cheshire

Harbour House Inn

Harbour House Inn

3.5 out of 5
725 North State Road, Cheshire, MA
The price is NZ$484 per night from 4 Nov to 5 Nov
NZ$484
4 Nov - 5 Nov
includes taxes & fees
Stay at this 3.5-star B&B in Cheshire. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Adams Theater and Mount Greylock State Reservation ...
Opens in a new windowHarbour House Inn
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd, Williamstown, MA
Fully refundableReserve now, pay when you stay
The price is NZ$198 per night from 12 Nov to 13 Nov
NZ$198
12 Nov - 13 Nov
includes taxes & fees
Stay at this 3-star family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff ...
Opens in a new windowVacation Village in the Berkshires
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

3 out of 5
40 Main St, North Adams, MA
Fully refundable
The price is NZ$292 per night from 16 Nov to 17 Nov
NZ$292
16 Nov - 17 Nov
includes taxes & fees
Stay at this 3-star business-friendly hotel in North Adams. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff ...
Opens in a new windowHotel Downstreet, an Ascend Collection Hotel
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Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr, Pittsfield, MA
Fully refundableReserve now, pay when you stay
Stay at this 3-star golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms in ...
Opens in a new windowBerkshire Mountain Lodge
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See all available properties in Cheshire
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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.