Hot Cheshire Bed & Breakfast Rates

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured B&B in Cheshire

Jay's Ranch

Jay's Ranch

3 out of 5
54 Country Hills Rd, Hamden, CT
The price is AU$123 per night from 30 Sep to 1 Oct
AU$123
per night
30 Sep - 1 Oct
Located in Hamden, Jay's Ranch is a 4-minute drive from Southern Connecticut State University and 6 minutes from Yale University.
Jay's Ranch
The Bevin House Bed & Breakfast

The Bevin House Bed & Breakfast

3.5 out of 5
26 Barton Hill Rd, East Hampton, CT
The price is AU$351 per night from 30 Sep to 1 Oct
AU$351
per night
30 Sep - 1 Oct
Located in East Hampton, The Bevin House Bed & Breakfast is in the historical district, within a 10-minute drive of Connecticut River and Comstock Bridge.
The Bevin House Bed & Breakfast
The Homestead

The Homestead

3 out of 5
391 Boston Post Rd, Madison, CT
The price is AU$479 per night from 23 Oct to 24 Oct
AU$479
per night
23 Oct - 24 Oct
Located in Madison (Madison Center), The Homestead is within a 5-minute drive of Deacon John Grave House and Anna Mia's.
The Homestead
Save an average of 15% on thousands of hotels when you're signed in
The Connecticut River Valley Inn

The Connecticut River Valley Inn

3.5 out of 5
2195 Main Street, Glastonbury, CT
Located in Glastonbury, The Connecticut River Valley Inn is on a river, within a 10-minute drive of Pratt and Whitney Headquarters and Connecticut Science ...
The Connecticut River Valley Inn
Thimble Islands Bed & Breakfast

Thimble Islands Bed & Breakfast

3.5 out of 5
28 W Point Rd, Branford, CT
Located in Branford, Thimble Islands Bed & Breakfast is on the waterfront, a 1-minute drive from Stony Creek - Thimble Islands Historic District and 11 minutes ...
Thimble Islands Bed & Breakfast
2500 SF Loft: You Own Full Floor Luxury Oasis in a Commercial Space

2500 SF Loft: You Own Full Floor Luxury Oasis in a Commercial Space

Hamden
The price is AU$1,468 per night from 30 Sep to 1 Oct
AU$1,468
per night
30 Sep - 1 Oct
With a stay at this bed & breakfast in Hamden, you'll be within a 5-minute drive of Yale University and Yale-New Haven Hospital.
2500 SF Loft: You Own Full Floor Luxury Oasis in a Commercial Space
Green Acres B&B

Green Acres B&B

3 out of 5
444 Bushy Hill Road, Simsbury, CT
With a stay at Green Acres B&B in Simsbury, you'll be within a 5-minute drive of Canton Green Shopping Center and Farmington Valley Arts Center.
Green Acres B&B
Captain Josiah Cowles Place

Captain Josiah Cowles Place

3 out of 5
184 Marion Avenue, Plantsville, CT
When you stay at Captain Josiah Cowles Place in Plantsville, you'll be near the airport, within a 5-minute drive of Panthorn Park and Southington Public ...
Captain Josiah Cowles Place
Don't see what you're looking for?
See all available properties in Cheshire
View all properties
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
8 B&B
Lowest Price
AU$123
Highest Price
AU$1,468
Popular accommodation
Jay's Ranch, The Bevin House Bed & Breakfast, The Homestead, The Connecticut River Valley Inn, Thimble Islands Bed & Breakfast, 2500 SF Loft: You Own Full Floor Luxury Oasis in a Commercial Space, Green Acres B&B, Captain Josiah Cowles Place

Top trending hotels in Cheshire

Holiday Inn Cheshire - Southington, an IHG Hotel

Holiday Inn Cheshire - Southington, an IHG Hotel

3 out of 5
64 Knotter Dr, Cheshire, CT
Fully refundable
The price is AU$183 per night from 16 Oct to 17 Oct
AU$183
per night
16 Oct - 17 Oct
Located in Cheshire, Holiday Inn Cheshire - Southington, an IHG Hotel is a 4-minute drive from Mount Southington Ski Area and 6 minutes from Barker Character, ...
Holiday Inn Cheshire - Southington, an IHG Hotel
Cheshire Welcome Inn

Cheshire Welcome Inn

2.5 out of 5
1106 S Main St., Cheshire, CT
The price is AU$163 per night from 14 Oct to 15 Oct
AU$163
per night
14 Oct - 15 Oct
With a stay at Cheshire Welcome Inn in Cheshire, you'll be within a 10-minute drive of Quinnipiac University and Bartlem Park.
Cheshire Welcome Inn
The Capitol Hotel, Ascend Hotel Collection

The Capitol Hotel, Ascend Hotel Collection

3 out of 5
440 Asylum St, Hartford, CT
Fully refundable
The price is AU$139 per night from 27 Oct to 28 Oct
AU$139
per night
27 Oct - 28 Oct
A stay at The Capitol Hotel, Ascend Hotel Collection places you in the heart of Hartford, just a 4-minute walk from XL Center and within a 5-minute drive of ...
The Capitol Hotel, Ascend Hotel Collection
Save an average of 15% on thousands of hotels when you're signed in
New Haven Hotel

New Haven Hotel

3.5 out of 5
229 George Street, New Haven, CT
Fully refundableReserve now, pay when you stay
The price is AU$265 per night from 6 Oct to 7 Oct
AU$265
per night
6 Oct - 7 Oct
New Haven Hotel is centrally located in New Haven, a 4-minute walk from Shubert Theater and 5 minutes by foot from New Haven Green.
New Haven Hotel
Don't see what you're looking for?
See all available properties in Cheshire
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.