Harbour House Inn

Bed & breakfast in Cheshire with free breakfast

Choose dates to view prices

Where to?

Dates

August 2025

September 2025

Deluxe Room, Private Bathroom (Field of Dreams) | 1 bedroom, individually decorated, individually furnished, free WiFi

Overview
Rooms
Location
Policies

Popular amenities

Air conditioning
Parking included
Free WiFi

Explore the area

725 North State Road, Cheshire, MA, 01225

Jiminy Peak Mountain Resort
Mount Greylock State Reservation Visitor Center
‪23 min drive‬
Mount Greylock
‪41 min drive‬
Pittsfield, MA (PSF-Pittsfield Municipal)
‪33 min drive‬

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Room options

Comfort Room, 1 Queen Bed, Private Bathroom (Mountain Air)

Exceptional

120 sq ft
Mountain view
Sleeps 2
1 Queen Bed

Deluxe Room, Private Bathroom (Garden Gate)

Exceptional

Sleeps 3
1 King Bed

Comfort Room, Private Bathroom (Rolling Meadows)

Wonderful

Sleeps 2
1 Queen Bed

Comfort Room, Shared Bathroom (Country Sunshine)

Sleeps 2
2 Twin Beds

Comfort Room, Shared Bathroom (Garden View)

Sleeps 2
1 Queen Bed

Deluxe Room, Private Bathroom (Field of Dreams)

Sleeps 3
1 King Bed

About the neighborhood

Cheshire

Harbour House Inn places you within 2 miles (3 km) of St Mary's of the Assumption Church and Mount Greylock State Reservation. This 6-room, 3.5-star bed & breakfast welcomes guests with free breakfast, free in-room WiFi, and free self parking.

View more B&B in Cheshire

What's nearby

Mount Greylock State Reservation - 8 min drive - 3.1 miles
Massachusetts Museum of Contemporary Art - 21 min drive - 13.3 miles
Mount Greylock State Reservation Visitor Center - 23 min drive - 11.0 miles
Williams College - 33 min drive - 19.7 miles
Mount Greylock - 41 min drive - 20.1 miles

Getting around

Pittsfield Station - 16 min drive
Pittsfield, MA (PSF-Pittsfield Municipal) - 28 min drive

Restaurants

‪McDonald's - ‬6 min drive
‪Viking Pub - ‬5 min drive
‪Daily Grind - ‬6 min drive
‪Adams Pizza House - ‬7 min drive
‪Lee's Dynasty - ‬7 min drive

About this property

Harbour House Inn

Bed & breakfast in Cheshire with free breakfast

At Harbour House Inn, guests have access to free WiFi in public areas, coffee in a common area, and a library. A stay here includes free parking. Additional amenities include express check-in, express check-out, and a garden.

TVs come with satellite channels, and guests can stay connected with free WiFi. Bathrooms have hair dryers, free toiletries, and bathrobes. Ceiling fans and wardrobes or closets are also standard. Housekeeping is not available.

The recreational activities listed below are available either on site or nearby; fees may apply.

Languages

English

Similar properties

Pool
Breakfast included
Pet friendly
Parking included

$184 nightly

Jul 30 - Jul 31

Total includes taxes and fees

Property amenities

Internet

Available in all rooms: Free WiFi
Available in some public areas: Free WiFi

Parking and transportation

Free self parking on site

Food and drink

Free full breakfast
Coffee and tea in common areas

Things to do

Library

Guest services

No housekeeping service
Wedding services

Outdoors

Garden
In the mountains

Accessibility

Hardwood flooring in room
No elevator

Communal living room
Designated smoking areas (fines apply)

Room amenities

Bedroom

Bedsheets provided

Bathroom

Bathrobes
Free toiletries
Hair dryer
Towels provided

Entertainment

TV with satellite channels

Air conditioning (climate-controlled)
Ceiling fan
Connecting rooms available
Individual decor
Individual furnishings

Policies

Check-in

Check-in start time: 3:00 PM; Check-in end time: 6:00 PM

Contactless check-in available

Express check-in available

Minimum check-in age: 18

Check-out

Check-out before 11 AM

Express check-out available

Special check-in instructions

There is no front desk at this property

Guests planning to arrive outside of normal check-in hours must contact the property in advance for check-in instructions and an access code; your host will greet you

To make arrangements for check-in please contact the property at least 24 hours before arrival using the information on the booking confirmation

If you are planning to arrive after 3:00 PM please contact the property in advance using the information on the booking confirmation

Access methods

Access code, host will greet you

Pets

This property doesn't allow pets

Property payment types

Important information

You need to know

Extra-person charges may apply and vary depending on property policy

Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges

Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed

This property accepts credit cards; cash is not accepted

Masks are required at the property for guests without COVID-19 vaccination

Check-in: 3:00 PM
Check-out: 11 AM
Minimum check-in age: 18

Checking in and out are easy with express services. Driving? This property offers free parking.

We should mention

Details about charges, deposits, or other important information:

This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
Charges for extra guests may apply and vary depending on the property's policy.
A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
This property accepts credit cards. Cash is not accepted.
Masks are required in public areas for unvaccinated guests.

Additional information about polices, regulations, and more:

Connecting or adjoining rooms can be requested, but all rooms are subject to availability. Contact the property using the phone number on your booking confirmation.
There are no elevators.
No cribs or infant beds are available.
This property welcomes guests of all sexual orientations and gender identities (LGBTQ+ friendly).

Property is also known as

Harbour House Inn Cheshire

Harbour House Cheshire

Harbour House Inn Cheshire

Harbour House Inn Bed & breakfast

Harbour House Inn Bed & breakfast Cheshire

Frequently asked questions

What can I see close to Harbour House Inn?

This bed & breakfast is located in Cheshire, close to Mount Greylock State Reservation Visitor Center, Mount Greylock, and Mount Greylock State Reservation. You'll also find East Hoosac Quaker Meetinghouse and St Mary's of the Assumption Church within a short drive.

Will I be able to park at Harbour House Inn?

Yes, self parking is offered for free at the bed & breakfast.

Does Harbour House Inn have a casino?

No, Harbour House Inn doesn't have a casino.

Will I find an indoor pool at Harbour House Inn?

No, there is no indoor pool at this bed & breakfast.

Is Harbour House Inn good for couples?

Couples staying at this bed u0026 breakfast will appreciate amenities like bathrobes as well as wedding services and free breakfast.

Does Harbour House Inn have a hot tub?

No, this bed & breakfast doesn't have a spa tub.

Does Harbour House Inn have a restaurant that serves breakfast?

Harbour House Inn offers free full breakfasts though there is no restaurant.

Will Harbour House Inn allow pets to stay for free?

No, pets aren't allowed at Harbour House Inn.

Does Harbour House Inn have connecting rooms?

Yes, this bed & breakfast has connecting guestrooms you can book for your group event or vacation.

How close is the airport from Harbour House Inn?

The closest major airport to Harbour House Inn is Pittsfield, MA (PSF-Pittsfield Municipal), which is 16.3 mi away (28 minutes by car).

Can I book a room with a balcony at Harbour House Inn?

Yes, some guestrooms at this bed u0026 breakfast offer a patio where guests can enjoy garden or mountain views.

Does Harbour House Inn have a wedding venue?

Take advantage of the wedding venue at Harbour House Inn if you plan to say "I do" during your trip.

Harbour House Inn Reviews

9.4

Exceptional

9.6/10

Cleanliness

10/10

Staff & service

9.8/10

Amenities

9.4/10

Property conditions & facilities

10/10

Eco-friendliness

10/10 Excellent

Frances

Jul 31, 2024

Liked: Cleanliness, staff & service, property conditions & facilities

Lovely space and welcoming host.

Stayed 2 nights in Jul 2024

10/10 Excellent

Gary

Traveled with partner

Dec 28, 2023

Liked: Staff & service, amenities, property conditions & facilities

Decorations were beautiful, room and bed were so comfortable, hostess and food were wonderful. Brandi was thoughtful in every way possible. Can't go wrong choosing this place over a chain. Love it!

Stayed 1 night in Dec 2023

10/10 Excellent

Verified traveler

Sep 5, 2023

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Cozy and relaxing weekend

Wonderful B&B! Brandi was so nice and the breakfast was delicious. We had to arrive later on our check-in date, and the directions were easy and smooth for us to enter the property. Definitely coming back here. Lovely porch with rocking chairs. Spent most mornings with a good book and coffee.

Stayed 2 nights in Sep 2023

8/10 Good

Daniel

Aug 28, 2023

Liked: Cleanliness, staff & service, property conditions & facilities

Great location to enjoy a visit to the Berkshires. Convenient to Adams and North Adams, as well as Tanglewood. Very close to a wonderful bike trail. Very accomodating hosts, and delicious breakfast and snacks.

Stayed 2 nights in Aug 2023

10/10 Excellent

Gregory

Traveled with partner

Aug 28, 2023

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

Nice place for a weekend away.

Stayed 2 nights in Aug 2023

10/10 Excellent

Hannah

Traveled with group, Traveled with partner, Traveled with family

Aug 14, 2023

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

Brandi is an outstanding host. She is friendly, welcoming, and very accommodating!! Every breakfast was delicious and you must try all of her baked goodies. We thoroughly enjoyed our stay and look forward to coming back in the future. Highly recommend Brandi’s B&B experience.

10/10 Excellent

Jessica

Traveled with partner

Jul 23, 2023

Liked: Cleanliness, staff & service, property conditions & facilities

We enjoyed our stay here very much. Nicely located between sites in the area we wanted to see (35 min from Lenox/Tanglewood and about the same to Mass MOCA to the north). Brandi was a wonderful host and I felt like I was staying with family (in the best possible way). Breakfast was filling and we enjoyed meeting other guests during that time. We stayed in the Garden Gate room and the bed was very comfortable. We would return here and recommend to our friends and family.

Stayed 2 nights in Jul 2023

10/10 Excellent

Kathleen

Traveled with partner

Jul 4, 2023

Liked: Cleanliness, staff & service, property conditions & facilities

Brandi was a wonderful hostess with great suggestions for dining as well as things to do. Yummy snacks and breakfast

Stayed 2 nights in Jul 2023

10/10 Excellent

Jerry

Oct 24, 2022

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

5 Stars!

Lovely people and wonderful place to get away! Very accommodating!

Stayed 2 nights in Oct 2022

10/10 Excellent

Mark

Traveled with partner

Jul 5, 2022

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

A charming and beautiful B&B convenient to Lenox, Pittsfield and North Adams. We highly recommend The Harbour House and look forward to returning soon.

Stayed 1 night in Jul 2022

10/10 Excellent

Joe

Traveled with partner

Jun 28, 2022

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

Our stay at Harbour House Inn was great! Brandi was a great hostess who was friendly, attentive and very accommodating. The breakfasts created by Brandi and Billie both mornings were absolutely delicious. They took the time to create a gluten free meal which was very appreciated. The treats in the afternoon were perfect! The conversations with Brandi, Darrel and Billie were engaging. We always love to talk to the hosts to learn more about their home and lives. If in the area again, will stay there again. Definitely recommend!

Stayed 2 nights in Jun 2022

8/10 Good

Beverly

Jun 13, 2022

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

Stayed 2 nights in Jun 2022

10/10 Excellent

Lesley J

Traveled with family

Sep 24, 2021

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

Owners are super friendly and very accommodating. Their home is beautiful. Breakfast and afternoon goodies were delicious.

Stayed 1 night in Sep 2021

10/10 Excellent

Bill

Traveled with partner

Aug 29, 2021

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

Anniversary getaway. Late arrival was a non-issue. As new innkeepers, you wouldn’t know it. Personable and welcoming. Good size room with AC, full bath, tasty breakfast. Nice property grounds. Thank you for a quick but pleasant weekend.

Stayed 2 nights in Aug 2021

10/10 Excellent

Albert Dan

Traveled with partner

Aug 23, 2021

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

Warm and friendly. Spotless rooms. Conveniently located for MassMOCA, Mount Greylock, Tanglewood and everything else.

Stayed 3 nights in Aug 2021

10/10 Excellent

Verified traveler

Jul 16, 2021

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

Lovely, bright, airy place. Extremely welcoming and pleasant owners. Adorable room. Shared bathroom has a fantastic claw-foot bathtub. Beautiful country inn. Mass MoCa a short drive away.

Stayed 1 night in Jul 2021

10/10 Excellent

Verified traveler

Sep 2, 2019

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Very friendly, welcoming and personal. Breakfast was outstanding.

Stayed 1 night in Aug 2019

10/10 Excellent

Verified traveler

Aug 12, 2019

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

Stayed 1 night in Aug 2019

10/10 Excellent

Aaron, MA

Dec 1, 2018

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

Excellent staff, very cheerful, and super accommodating. Amazing breakfast!

Stayed 1 night in Oct 2018

10/10 Excellent

Wakefield, Chadds Ford, PA

Oct 21, 2018

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

We thoroughly enjoyed our stay at Harbour House. Our hostess, Jen, was delightful and she felt like a friend we had known for a long time. Our room was beautiful; bed was extremely comfortable; and the breakfast was OUTSTANDING!!! We highly recommend this B&B and hope to return for another visit in the future. Thanks so much, Jen! Cathy and Mike, Chadds Ford, PA

Stayed 1 night in Oct 2018

10/10 Excellent

Bill, Virginia

Oct 15, 2018

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

We had a great one night stay at the Harbor House Inn, Jen was a fabulous hostess, breakfast was tremendous, the inn was very interesting historically and was very comfortable.

Stayed 1 night in Oct 2018

10/10 Excellent

Ashley

Oct 13, 2018

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Wonderful stay and Jen is a doll!! The food was delicious, accommodations were great! Would visit again.

Stayed 2 nights in Oct 2018

8/10 Good

Verified traveler

Sep 24, 2018

Stayed 2 nights in Sep 2018

8/10 Good

Guy, Windsor, CO

Jul 9, 2018

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

This B&B is a treat! It was our first time in the Berkshires and this setting was everything we were looking for. A very comfortable and welcoming inn. We enjoyed visiting with the hostess who was also very helpful in recommending local attractions. Don't miss MOCA, the Massachusetts Museum of Contemporary Art in North Adams. You can spend a full day there taking in the art!

Stayed 2 nights in Jul 2018

10/10 Excellent

Verified traveler

Jul 6, 2018

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

From arrival to check out an amazing experience!

The perfect host, Jennifer Showalter, greeted us and showed us to our perfectly lovely room. From that moment on we felt at home, like we were visiting a friend who just happened to live in an 18th century home, a former stage coach stop, and was so tastefully decorated should have been in home and garden magazines. This was an exceptional experience.

Stayed 2 nights in Jul 2018