Cheshire B&B
Get more for your budget and save up to 50% off select Secret Bargain hotels
Get even more value with CheapTickets Price Guarantee!
Change your flight without a fee on select flights
B&B in Cheshire

The Homestead
391 Boston Post Rd Madison CT
$269 nightly
The price is $298 total per night
$298 total
Apr 22 - Apr 23
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
With a stay at The Homestead in Madison (Madison Center), you'll be a 5-minute drive from Hammonasset Beach State Park and 8 minutes from Clinton Crossing Premium Outlets.
Breakfast included
Pet friendly

Jay's Ranch
54 Country Hills Rd Hamden CT
Located in Hamden, Jay's Ranch is a 4-minute drive from Southern Connecticut State University and 6 minutes from Yale University.
Free WiFi
Air conditioning

The Bevin House Bed & Breakfast
26 Barton Hill Rd East Hampton CT
$305 nightly
The price is $339 total per night
$339 total
Apr 20 - Apr 21
Total with taxes and fees
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.

Peaceful Modern B&B with Comfort & Charm
Harwinton CT
$144 nightly
The price is $163 total per night
$163 total
Apr 20 - Apr 21
Total with taxes and fees
With a stay at this bed & breakfast in Harwinton, you'll be within a 15-minute drive of Harwinton Conservation and Recreation Area and Warner Theater.
Pool
Air conditioning

Stylish 3000 Square-Feet Private Floor Luxury Oasis in a Commercial Space
Hamden CT
$851 nightly
The price is $964 total per night
$964 total
Apr 20 - Apr 21
Total with taxes and fees
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.
Hot Tub
Free WiFi

Higganum House B&B
37 Maple Avenue East Higganum CT
Located in Higganum, Higganum House B&B is in a rural location, just a 4-minute walk from Higganum Reservoir State Park and a 2-minute drive from Connecticut River.
Breakfast included
Parking included

Thimble Islands Bed & Breakfast
28 W Point Rd Branford CT
With a stay at Thimble Islands Bed & Breakfast in Branford, you'll be 0.1 mi (0.1 km) from Stony Creek - Thimble Islands Historic District and 6.8 mi (10.9 km) from Stony Creek Brewery.
Breakfast included
Parking included

1 King & 1 Queen suit available in Guest House quiet & serene
Hamden CT
With a stay at this bed & breakfast in Hamden, you'll be within a 10-minute drive of Yale University and Yale-New Haven Hospital.
Pet friendly
Air conditioning

Sunny Peace Homestay
48 Rock Brook Rd Harwinton CT
Located in Harwinton, Sunny Peace Homestay is within a 15-minute drive of Harwinton Conservation and Recreation Area and Warner Theater.

The Connecticut River Valley Inn
2195 Main Street Glastonbury CT
$348 nightly
The price is $400 total per night
$400 total
Apr 20 - Apr 21
Total with taxes and fees
A stay at The Connecticut River Valley Inn places you in the heart of Glastonbury, within a 10-minute drive of Connecticut Science Center and Hartford Stage.
Breakfast included
Pet friendly
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.
Cheshire B&B essential information
Accommodation | 12 B&B |
|---|---|
Lowest Price | $163 |
Highest Price | $964 |
Popular accommodation | The Homestead, Jay's Ranch, The Bevin House Bed & Breakfast, Peaceful Modern B&B with Comfort & Charm, Stylish 3000 Square-Feet Private Floor Luxury Oasis in a Commercial Space, Higganum House B&B, Thimble Islands Bed & Breakfast, 1 King & 1 Queen suit available in Guest House quiet & serene , Sunny Peace Homestay, The Connecticut River Valley Inn, Clean Cozy Modern B&B, Green Acres B&B |
More to Explore in Cheshire
Top Picks
- 3 Star Hotels in Meriden
- Spa Resorts & in Waterbury
- Adventure Sport Hotels in Hamden
- Villas in Shelton
- 5 Star Hotels in Waterbury
- Hotels with Free Breakfast in Meriden
- Extended Stay America Hotels in Wallingford
- 3 Star Hotels in Waterbury
- Marriott Hotels & Resorts in Waterbury
- B&B in Southbury
- Extended Stay Hotels in Meriden
- New Haven County Hotels
- Extended Stay Hotels in Bristol
- Cabin Rentals in Southington
- Cheap Hotels in Waterbury
- Business Hotels in Waterbury
- 5 Star Hotels in Hamden
- Ski Resorts & in Wallingford
- Hotels with Air Conditioning in Waterbury
- 4 Star Hotels in Wolcott
- Wallingford Center Hotels
- Inns in Wallingford
- Naugatuck Hotels
- Arcade Hotels in Meriden
- 5 Star Hotels in Southington
- Hotels with Free Breakfast in Waterbury
- Extended Stay Hotels in Rocky Hill
- B&B in West Haven
- Inns in New Britain
- Hotels with Balconies in Wallingford
- Hotels with Air Conditioning in Southington
- Hotels with a Gym in Waterbury
- Inns in Bristol
- Ski Resorts & in Meriden
- Meriden Hotels
- Villas in Farmington
- Chalets in Southbury
- Hostels in Connecticut
- Extended Stay Hotels in New Britain
- 5 Star Hotels in Wolcott
- Extended Stay Hotels in Connecticut
- Pet Friendly Hotels in Hamden
- Pet Friendly Hotels in Wallingford
- 3 Star Hotels in Wallingford
- Hotels with Bars in Wallingford
- Lodges in Shelton
- Hotels with Free Parking in Waterbury
- Hotels with Restaurants in Southington
- Hotels with Shopping in Waterbury
- Cottages in Branford
- Extended Stay Hotels in Branford
- Hotels with Suites in Southington
- 3 Star Hotels in Wolcott
- Hotels near Lake Compounce
- Ski Resorts & in Wolcott
- Hotels with WiFi in Waterbury
- Rv Parks in Farmington
- Hotels with an Indoor Pool in Waterbury
- Inns in West Hartford
- Inns in Branford
- Vacation Rentals in Connecticut
- Hotels with an Indoor Pool in Wallingford
- Resorts in Branford
- Motels in Connecticut
- 4 Star Hotels in Waterbury
- Hotels with a Wedding Venue in Wallingford
- Boutique Hotels in Hamden
- Capsule Hotels in Connecticut
- Cheap Hotels in Hamden
- Treehouses in Connecticut
- Hotels near Choate Rosemary Hall
- Southington Hotels
- Extended Stay America Hotels in Waterbury
- Hostels in Shelton
- Hotels with Pools in Wolcott
- Villas in Southbury
- 3 Star Hotels in Southington
- 5 Star Hotels in Wallingford
- Hotels with WiFi in Wallingford
- Hotels with WiFi in Wolcott
- Hotels with Bars in Waterbury
- 4 Star Hotels in Southington
- Hotels with Bars in Southington
- Kid Friendly Hotels in Hamden
- Extended Stay Hotels in Wallingford
- Guest Houses in Rocky Hill
- Motel 6 Hotels in Waterbury


