Book Bed and Breakfast in Cheshire County

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Top Cities with B&B in Cheshire County

Walpole museum, New Hampshire
B&BB&B
B&BB&B

Walpole

Walpole

Featured B&B in Cheshire County

Monadnock Inn

Monadnock Inn

2.5 out of 5
379 Main Street Jaffrey NH
Free Cancellation
Reserve now, pay when you stay
$183 nightly
The price is $198 total per night
$198 total
Jun 15 - Jun 16
Total with taxes and fees
Guests of Monadnock Inn enjoy free WiFi in public areas, coffee in a common area, and wedding services. If you plan to drive, free parking is available. Helpful staff is there to provide front-desk service during limited hours, as well as offer insight about the area.
Four Columns Inn

Four Columns Inn

4 out of 5
21 West Street Newfane VT
$117 nightly
The price is $128 total per night
$128 total
Jun 14 - Jun 15
Total with taxes and fees
Guests of Four Columns Inn enjoy free WiFi in public areas, coffee in a common area, and a picnic area. If you decide to drive, there's free parking. Staff members can answer questions about accommodations, and also provide front-desk service during limited hours. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls and an off-leash area. This smoke-free bed & breakfast also has a garden.
The Carriage Barn Inn

The Carriage Barn Inn

3 out of 5
358 Main St Keene NH
$196 nightly
The price is $213 total per night
$213 total
Jul 14 - Jul 15
Total with taxes and fees
The Carriage Barn Inn features free WiFi in public areas and a garden. Free parking is included with your stay. Staff members can help with accommodation requests, and provide front-desk service during limited hours. This smoke-free bed & breakfast also has barbecue grills.
The Nutmeg

The Nutmeg

3.5 out of 5
153 West Main St Wilmington VT
$180 nightly
The price is $198 total per night
$198 total
Jun 14 - Jun 15
Total with taxes and fees
The Nutmeg features free WiFi in public areas, a seasonal outdoor pool, and coffee in a common area. There's free parking if you drive. Helpful staff is there to provide front-desk service during limited hours, as well as offer insight about the area. Additional amenities include an arcade/game room, a fireplace in the lobby, and a picnic area.
Harvest Barn Inn

Harvest Barn Inn

3 out of 5
16 Webb Terrace Bellows Falls VT
$168 nightly
The price is $183 total per night
$183 total
Jun 15 - Jun 16
Total with taxes and fees
Guests of Harvest Barn Inn enjoy access to free WiFi in public areas, coffee in a common area, and a meeting room. You can put free parking to good use if you drive. Helpful staff is there to provide concierge services, as well as offer insight about the area. Additional amenities include a terrace and a TV in a common area.
Follansbee Inn

Follansbee Inn

3 out of 5
2 Keyser Street Sutton NH
$201 nightly
The price is $218 total per night
$218 total
Jun 14 - Jun 15
Total with taxes and fees
A local mainstay since 1840, Follansbee Inn offers free WiFi in public areas, free use of bicycles, and an arcade/game room. If you drive, take advantage of free parking. Staff members can answer questions about accommodations, and also provide tour or ticket assistance. Other amenities at this beach bed & breakfast include a library, a fireplace in the lobby, and wedding services.
Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery

3 out of 5
698 VT-11 Chester VT
Free Cancellation
Reserve now, pay when you stay
$193 nightly
The price is $210 total per night
$210 total
Jul 1 - Jul 2
Total with taxes and fees
Stone Hearth Inn and Eatery features free WiFi in public areas and a garden. If you drive, put free parking to good use. Staff members can answer questions about accommodations, and also provide front-desk service during limited hours.
Breakfast included
Parking included
Deerfield Valley Inn

Deerfield Valley Inn

2 out of 5
120 Vermont Rte 100 West Dover VT
$105 nightly
The price is $116 total per night
$116 total
Jun 28 - Jun 29
Total with taxes and fees
Deerfield Valley Inn features free WiFi in public areas, a 24-hour business center, and coffee in a common area. You can take advantage of free parking, along with a free bus station shuttle. A multilingual staff is on hand to assist with luggage storage and dry cleaning/laundry. Additional amenities include a refrigerator in a common area, express check-in, and express check-out.
Howarth House B&B

Howarth House B&B

3 out of 5
81 Ross St Fitchburg MA
Free Cancellation
Reserve now, pay when you stay
$235 nightly
The price is $235 total per night
$235 total
Jun 18 - Jun 19
Total with taxes and fees
Howarth House B&B features free WiFi in public areas, refrigerator in a common area, and a terrace. You can take advantage of free parking if you drive. The 24-hour front desk has staff always at the ready. Additional amenities include a garden, a TV in a common area, and a picnic area.
Pool
Breakfast included
Don't see what you're looking for?
See all available properties in Cheshire County
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.

Bed and Breakfast

Book a bed and breakfast in Cheshire County
A romantic getaway awaits when you book a bed and breakfast in Cheshire County. The beauty of renting a B&B is that each one is unique. A farm B&B is cozy and rustic, while a luxury B&B provides top-of-the-line luxuries, including in-room jet tubs and thousand thread-count sheets. And let’s not forget the most important part of its name…breakfast! Bed & breakfasts are famous for putting out a great spread each morning. Fill your plate with fluffy pancakes with maple syrup, hot eggs right from the pan, and a cup of hot coffee to help get you ready for the rest of your day.

All are welcome at Cheshire County bed n breakfasts
Some cheap accommodations are designed to simply give travelers a roof overhead and a comfortable bed to sleep on between adventures or business meetings. This definitely isn’t the case with a bed and breakfast (also known as a breakfast inn). The right B&B doesn’t just host your vacation to Cheshire County, it becomes part of it. In many cases, travelers get to know the manager of the B&B, as well as mingle with other guests. Many B&Bs also arrange activities for guests, such as hikes in the area, bird watching outings, or fun game nights. 

B&B hotels have a reputation as a romantic retreat for couples. However, B&Bs are actually for all sorts of travelers. Book one with a parent, child, or your favorite travel buddy. Want to take your fur child on your adventure to Cheshire County? A quick search through Orbitz will bring up pet-friendly B&B options so your best friend can come along.

Cheshire County B&B essential information

Accommodation
46 B&B
Lowest Price
$116
Highest Price
$235
Popular accommodation
Monadnock Inn, Four Columns Inn, The Carriage Barn Inn, The Nutmeg, Harvest Barn Inn, Follansbee Inn, Stone Hearth Inn and Eatery, Deerfield Valley Inn, Howarth House B&B

More to Explore