Title: 20 Best B&B in Chatham, NY - Bed and Breakfast from $119 | Expedia.com [Chatham Travel Guide](https://expedia.com/Chatham.dx6046736)[Hotels in Chatham](https://expedia.com/Chatham-Hotels.d6046736.Travel-Guide-Hotels)[Vacation Rentals in Chatham](https://expedia.com/Chatham-Vacation-Rentals.d6046736.Travel-Guide-VacationRentals)[Flights to Chatham](https://expedia.com/Cheap-Flights-To-Chatham.d6046736.Travel-Guide-Flights)[Car Rentals in Chatham](https://expedia.com/Car-Rentals-In-Chatham.d6046736.Car-Rental-Guide)[Chatham Vacation Packages](https://expedia.com/Chatham.d6046736.Destination-Travel-Guides) ![Tracy Memorial Village Hall, Chatham, New York](https://images.trvl-media.com/place/6046736/7198abd1-0904-483a-a024-c143d8de9574.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6046736/7198abd1-0904-483a-a024-c143d8de9574.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates Next weekend [Feb 20 - Feb 22](https://www.expedia.com/Hotel-Search?regionId=6046736&startDate=2026-02-20&endDate=2026-02-22&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Feb 27 - Mar 1](https://www.expedia.com/Hotel-Search?regionId=6046736&startDate=2026-02-27&endDate=2026-03-01&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Mar 13 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=6046736&startDate=2026-03-13&endDate=2026-03-15&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=6046736&startDate=2026-04-10&endDate=2026-04-12&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chatham bed & breakfast ![Porch](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783244/7b953453.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783244/d4fc7cd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783244/84c5ab19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Grand Suite, 1 Bedroom, Private Bathroom, Lake View | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783244/b4a4e013.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakehouse Inn [](https://www.expedia.com/Lee-Hotels-Lakehouse-Inn.h15783244.Hotel-Information) Lee 9.6/10 Exceptional (292 reviews) "A charming inn in the center of the Berkshires." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Danny $142 nightly $159 total Feb 15 - Feb 16 Total with taxes and fees [](https://www.expedia.com/Lee-Hotels-Lakehouse-Inn.h15783244.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/2000000/1040000/1039700/1039621/bb8fdf64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite | Individually decorated, individually furnished, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1040000/1039700/1039621/e112ee1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1040000/1039700/1039621/08a849e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fire Spa Suite | Individually decorated, individually furnished, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1040000/1039700/1039621/de897732.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chambery Inn [](https://www.expedia.com/Lee-Hotels-Chambery-Inn.h1039621.Hotel-Information) Lee 9.6/10 Exceptional (375 reviews) "Amazing customer service! Location was very good to explore the area." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sophia $190 nightly $212 total Feb 15 - Feb 16 Total with taxes and fees [](https://www.expedia.com/Lee-Hotels-Chambery-Inn.h1039621.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/2000000/1510000/1502200/1502130/1f3ef87e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1510000/1502200/1502130/b5bad44f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1510000/1502200/1502130/3eac4fd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1510000/1502200/1502130/88348850.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Inn at Stockbridge [](https://www.expedia.com/Stockbridge-Hotels-The-Inn-At-Stockbridge.h1502130.Hotel-Information) Lee 9.8/10 Exceptional (99 reviews) "Well-run and elegant property. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steven $251 nightly $280 total Feb 22 - Feb 23 Total with taxes and fees [](https://www.expedia.com/Stockbridge-Hotels-The-Inn-At-Stockbridge.h1502130.Hotel-Information) ![Interior detail](https://images.trvl-media.com/lodging/106000000/105820000/105813900/105813835/143186d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/106000000/105820000/105813900/105813835/f060dba9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/106000000/105820000/105813900/105813835/7fea6163.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/106000000/105820000/105813900/105813835/0603c149.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wilder House Berkshires [](https://www.expedia.com/Sheffield-Hotels-Wilder-House-Berkshires.h105813835.Hotel-Information) Sheffield 9.8/10 Exceptional (43 reviews) "Clean, cute, private, nice location. Breakfast was wonderful. Great value as well. Would definitely go back. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristinna $186 nightly $208 total Feb 18 - Feb 19 Total with taxes and fees [](https://www.expedia.com/Sheffield-Hotels-Wilder-House-Berkshires.h105813835.Hotel-Information) ![50-inch flat-screen TV with digital channels, Netflix, toys](https://images.trvl-media.com/lodging/126000000/125350000/125340300/125340225/17c4dc13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/126000000/125350000/125340300/125340225/9885d0cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/126000000/125350000/125340300/125340225/1a233317.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room, Roll-in Shower | Individually decorated, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/126000000/125350000/125340300/125340225/7d38f095.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Berkshire Mountain Inn [](https://www.expedia.com/Great-Barrington-Hotels-The-Berkshire-Mountain-Inn.h125340225.Hotel-Information) Great Barrington $200 nightly $223 total Feb 15 - Feb 16 Total with taxes and fees [](https://www.expedia.com/Great-Barrington-Hotels-The-Berkshire-Mountain-Inn.h125340225.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/2000000/1510000/1506600/1506594/8e50ee57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Suite, Private Bathroom (Honeymoon - Pets Allowed) | 1 bedroom](https://images.trvl-media.com/lodging/2000000/1510000/1506600/1506594/7ac0f2b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Apartment, Private Bathroom (Greylock - No Pets) | 1 bedroom](https://images.trvl-media.com/lodging/2000000/1510000/1506600/1506594/9aba043f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, Private Bathroom (Clark - Pets Allowed) | 1 bedroom](https://images.trvl-media.com/lodging/2000000/1510000/1506600/1506594/04b1723e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Shaker Mill Inn [](https://www.expedia.com/West-Stockbridge-Hotels-Shaker-Mill-Inn.h1506594.Hotel-Information) West Stockbridge 9.6/10 Exceptional (445 reviews) "Had everything we needed. Very thoughtful touches. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark $108 nightly $119 total Mar 3 - Mar 4 Total with taxes and fees [](https://www.expedia.com/West-Stockbridge-Hotels-Shaker-Mill-Inn.h1506594.Hotel-Information) ![Individually decorated, individually furnished, desk, laptop workspace](https://images.trvl-media.com/lodging/51000000/50880000/50873900/50873824/25fee020.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 Bedroom, Non Smoking (Room 5) | Individually decorated, individually furnished, desk, laptop workspace](https://images.trvl-media.com/lodging/51000000/50880000/50873900/50873824/2dfac34b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/51000000/50880000/50873900/50873824/6d6ce66a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/51000000/50880000/50873900/50873824/835e48b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Granville House [](https://www.expedia.com/Housatonic-Hotels-Granville-House.h50873824.Hotel-Information) Housatonic 10/10 Exceptional (95 reviews) "Absolutely magical at Christmas time! It was only for a quick overnight but felt like time stood still while we were there. The service was impeccable and Terry and Terri were a delight! I look forward to returning. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer $174 nightly $194 total Feb 22 - Feb 23 Total with taxes and fees [](https://www.expedia.com/Housatonic-Hotels-Granville-House.h50873824.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1640000/1634300/1634230/63812de9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1640000/1634300/1634230/4c6ff871.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1640000/1634300/1634230/w6034h4018x7y7-c9e24ddf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/2000000/1640000/1634300/1634230/dc04db42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Cornell Inn, Lenox & The Berkshires [](https://www.expedia.com/Lenox-Hotels-The-Cornell-Inn.h1634230.Hotel-Information) Lenox 9.0/10 Wonderful (1,001 reviews) "The Inn was very nice and the staff was super friendly and attentive." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steven $137 nightly $154 total Feb 16 - Feb 17 Total with taxes and fees [](https://www.expedia.com/Lenox-Hotels-The-Cornell-Inn.h1634230.Hotel-Information) ![Room #10 Queen's Cottage | Living room | Flat-screen TV](https://images.trvl-media.com/lodging/2000000/1580000/1575300/1575232/e69747b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/2000000/1580000/1575300/1575232/8494e5b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room #4 - Roosevelt Suite, 1 King Bed, Fireplace, not pet friendly | Premium bedding, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/2000000/1580000/1575300/1575232/6fb5c35e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room #1 - Collins, 1 Queen Bed, Fireplace, not pet friendly | Premium bedding, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/2000000/1580000/1575300/1575232/ae0cb55d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Devonfield Inn B&B [](https://www.expedia.com/Lee-Hotels-Devonfield-Inn-BB.h1575232.Hotel-Information) Lee 10/10 Exceptional (135 reviews) "The inn has an excellent location and amenities." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christopher $269 nightly $300 total Feb 17 - Feb 18 Total with taxes and fees [](https://www.expedia.com/Lee-Hotels-Devonfield-Inn-BB.h1575232.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/21000000/20040000/20033800/20033760/c5994ac9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/21000000/20040000/20033800/20033760/w488h380x9y0-567859b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, individually decorated, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/21000000/20040000/20033800/20033760/225b50c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV](https://images.trvl-media.com/lodging/21000000/20040000/20033800/20033760/4037455f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 33 Main [](https://www.expedia.com/Lenox-Hotels-33-Main.h20033760.Hotel-Information) Lenox 10/10 Exceptional (74 reviews) "Beautiful place. Wonderful owner and staff. Our stay there was a total delight." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James $395 nightly $442 total Mar 15 - Mar 16 Total with taxes and fees [](https://www.expedia.com/Lenox-Hotels-33-Main.h20033760.Hotel-Information) ![3 bedrooms, bed sheets](https://images.trvl-media.com/lodging/116000000/115170000/115170000/115169907/2db66224.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, bed sheets](https://images.trvl-media.com/lodging/116000000/115170000/115170000/115169907/83bfa6ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, towels](https://images.trvl-media.com/lodging/116000000/115170000/115170000/115169907/9bacc168.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, towels](https://images.trvl-media.com/lodging/116000000/115170000/115170000/115169907/416eb364.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen [](https://www.expedia.com/Lenox-Hotels-Historic-Cornell-Inn-Cozy-Berkshires-Retreat-Lenox.h115169907.Hotel-Information) Lenox $253 nightly $290 total Feb 16 - Feb 17 Total with taxes and fees [](https://www.expedia.com/Lenox-Hotels-Historic-Cornell-Inn-Cozy-Berkshires-Retreat-Lenox.h115169907.Hotel-Information) ![Suite, Private Bathroom (RedBird Suite) | View from room](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759009/a6ceeb05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, open 9:00 AM to 6:00 PM, sun loungers](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759009/5312662c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759009/2e09a8f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Private Bathroom (Parlour Suite) | Premium bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759009/d4b17f2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood [](https://www.expedia.com/Stockbridge-Hotels-Stockbridge-Country-Inn.h2759009.Hotel-Information) Stockbridge 9.2/10 Wonderful (110 reviews) "Great breakfast, friendly helpful staff, pretty yard, good location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deborah $335 nightly $374 total Feb 27 - Feb 28 Total with taxes and fees [](https://www.expedia.com/Stockbridge-Hotels-Stockbridge-Country-Inn.h2759009.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/18000000/17100000/17094100/17094013/f2737e42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Library](https://images.trvl-media.com/lodging/18000000/17100000/17094100/17094013/354e34f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/18000000/17100000/17094100/17094013/078c714a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pines Duplex Suite | Living area | 38-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/18000000/17100000/17094100/17094013/445f9562.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn at Silver Maple Farm [](https://www.expedia.com/East-Chatham-Hotels-Inn-At-Silver-Maple-Farm.h17094013.Hotel-Information) East Chatham 9.8/10 Exceptional (101 reviews) "Great property, very comfortable, incredible staff, easy access to skiing in the area!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dominick $139 nightly $156 total Mar 3 - Mar 4 Total with taxes and fees [](https://www.expedia.com/East-Chatham-Hotels-Inn-At-Silver-Maple-Farm.h17094013.Hotel-Information) ![1 bedroom, WiFi, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/116000000/115250000/115241200/115241164/e8b9576b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, towels](https://images.trvl-media.com/lodging/116000000/115250000/115241200/115241164/976df379.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/116000000/115250000/115241200/115241164/52586681.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, towels](https://images.trvl-media.com/lodging/116000000/115250000/115241200/115241164/0e806d18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Experience Timeless Elegance in The Edith Wharton Room! [](https://www.expedia.com/Lenox-Hotels-Experience-Timeless-Elegance-In-The-Edith-Wharton-Room.h115241164.Hotel-Information) Lenox $253 nightly $290 total Feb 16 - Feb 17 Total with taxes and fees [](https://www.expedia.com/Lenox-Hotels-Experience-Timeless-Elegance-In-The-Edith-Wharton-Room.h115241164.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/116000000/115250000/115241300/115241207/1e673737.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/116000000/115250000/115241300/115241207/f9625b79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, towels](https://images.trvl-media.com/lodging/116000000/115250000/115241300/115241207/9a87bae4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/116000000/115250000/115241300/115241207/4609a9c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Elegant Carriage House room with a queen bed and private patio. [](https://www.expedia.com/Lenox-Hotels-Elegant-Carriage-House-Room-With-A-Queen-Bed-And-Private-Patio.h115241207.Hotel-Information) Lenox $291 nightly $333 total Feb 16 - Feb 17 Total with taxes and fees [](https://www.expedia.com/Lenox-Hotels-Elegant-Carriage-House-Room-With-A-Queen-Bed-And-Private-Patio.h115241207.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/116000000/115250000/115241300/115241220/67e04fa8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, bed sheets](https://images.trvl-media.com/lodging/116000000/115250000/115241300/115241220/0ab2702a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, towels](https://images.trvl-media.com/lodging/116000000/115250000/115241300/115241220/66c88863.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, bed sheets](https://images.trvl-media.com/lodging/116000000/115250000/115241300/115241220/cab9849e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Carriage House room with a double bed and private balcony [](https://www.expedia.com/Lenox-Hotels-Cozy-Carriage-House-Room-With-A-Double-Bed-And-Private-Balcony.h115241220.Hotel-Information) Lenox $310 nightly $354 total Feb 16 - Feb 17 Total with taxes and fees [](https://www.expedia.com/Lenox-Hotels-Cozy-Carriage-House-Room-With-A-Double-Bed-And-Private-Balcony.h115241220.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/28000000/27560000/27551700/27551652/d9cb5b56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Suite, 1 King Bed, Non Smoking | Living area | IPod dock, MP3 dock](https://images.trvl-media.com/lodging/28000000/27560000/27551700/27551652/c882608e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/28000000/27560000/27551700/27551652/ea4dc35f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Suite, 1 King Bed, Non Smoking | Egyptian cotton sheets, premium bedding, down comforters](https://images.trvl-media.com/lodging/28000000/27560000/27551700/27551652/8eb2abf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn at Kenmore Hall [](https://www.expedia.com/Richmond-Hotels-Inn-At-Kenmore-Hall.h27551652.Hotel-Information) Richmond 10/10 Exceptional (27 reviews) "Gorgeous grounds, welcoming home atmosphere. wonderful breakfast and staff that made it feel like home - only better! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Margaret $575 nightly $631 total Feb 16 - Feb 17 Total with taxes and fees [](https://www.expedia.com/Richmond-Hotels-Inn-At-Kenmore-Hall.h27551652.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/2000000/1200000/1196200/1196186/86910798.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Library](https://images.trvl-media.com/lodging/2000000/1200000/1196200/1196186/9ee8409f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/2000000/1200000/1196200/1196186/58d2b953.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/2000000/1200000/1196200/1196186/eb4406db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brook Farm Inn [](https://www.expedia.com/Lenox-Hotels-Brook-Farm-Inn.h1196186.Hotel-Information) Lenox 9.4/10 Exceptional (164 reviews) "Everything was perfect - location and accommodation." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christopher $146 nightly $167 total Feb 18 - Feb 19 Total with taxes and fees [](https://www.expedia.com/Lenox-Hotels-Brook-Farm-Inn.h1196186.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/116000000/115250000/115241200/115241178/5094c384.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/116000000/115250000/115241200/115241178/8e547a0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, towels](https://images.trvl-media.com/lodging/116000000/115250000/115241200/115241178/4d1c49db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/116000000/115250000/115241200/115241178/40061863.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic Susan B. Anthony Room - Cozy & Charming Stay [](https://www.expedia.com/Lenox-Hotels-Historic-Susan-B-Anthony-Room-Cozy-Charming-Stay.h115241178.Hotel-Information) Lenox $328 nightly $375 total Feb 16 - Feb 17 Total with taxes and fees [](https://www.expedia.com/Lenox-Hotels-Historic-Susan-B-Anthony-Room-Cozy-Charming-Stay.h115241178.Hotel-Information) ![Deluxe Room, 1 King Bed, Ensuite (2nd Floor) | Premium bedding, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/20000000/19190000/19185500/19185424/dc8b3c09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/20000000/19190000/19185500/19185424/b5703a1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Staircase](https://images.trvl-media.com/lodging/20000000/19190000/19185500/19185424/83c74984.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![36-inch flat-screen TV with digital channels, TV, DVD player](https://images.trvl-media.com/lodging/20000000/19190000/19185500/19185424/523420f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Changing Times Boutique Country Lodging [](https://www.expedia.com/Craryville-Hotels-Changing-Times-Boutique-Country-BB.h19185424.Hotel-Information) Craryville 10/10 Exceptional (109 reviews) "Great experience, looking forward to staying again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Greg $140 nightly $157 total Feb 22 - Feb 23 Total with taxes and fees [](https://www.expedia.com/Craryville-Hotels-Changing-Times-Boutique-Country-BB.h19185424.Hotel-Information) 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. [View all properties](https://expedia.com/Hotel-Search?startDate=2026-02-26&endDate=2026-02-27®ionId=6046736&adults=2&lodging=BED_AND_BREAKFAST&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=AA_SPRING_PROMO_6046736) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FChatham-Bed-And-Breakfast.d6046736-aaBedAndBreakfast.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChatham-Bed-And-Breakfast.d6046736-aaBedAndBreakfast.Travel-Guide-Accommodation) ## Top Chatham Hotel Reviews ![Vacation Village in the Berkshires](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/012d1fc0_y.jpg) ### Vacation Village in the Berkshires 10/10 Excellent "Excellent location and terrific space and amenities." [](https://expedia.com/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.Hotel-Information) ![Berkshire Mountain Lodge](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/a007f019_y.jpg) ### Berkshire Mountain Lodge 10/10 Excellent "Perfect location, big rooms, nice staff. " [](https://expedia.com/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information) ![Hotel On North](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/bb876934_y.jpg) ### Hotel On North 10/10 Excellent "Room was spotless, staff was amazing! Loved the bathroom setup! Will recommend and stay again! " [](https://expedia.com/Pittsfield-Hotels-Hotel-On-North.h10246103.Hotel-Information) ![Comfort Inn Glenmont - Albany South](https://images.trvl-media.com/lodging/1000000/20000/11900/11858/314ea198_y.jpg) ### Comfort Inn Glenmont - Albany South 10/10 Excellent "Staff was friendly, Room was clean and large. Breakfast was great" [](https://expedia.com/Albany-Hotels-Comfort-Inn-Glenmont-Albany-South.h11858.Hotel-Information) ![Holiday Inn & Suites Pittsfield-Berkshires by IHG](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/a50a3d54_y.jpg) ### Holiday Inn & Suites Pittsfield-Berkshires by IHG 10/10 Excellent "The staff was wonderful " [](https://expedia.com/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.Hotel-Information) ### Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy 10/10 Excellent "The cabin was very clean and cozy" [](https://expedia.com/Catskill-Hotels-Postcard-Cabins-Eastern-Catskills.h109129528.Hotel-Information) ![Comfort Inn & Suites East Greenbush - Albany](https://images.trvl-media.com/lodging/2000000/1060000/1052400/1052319/ea181a79_y.jpg) ### Comfort Inn & Suites East Greenbush - Albany 10/10 Excellent "The room was beautiful and spacious. Staff was super friendly. Breakfast was delicious with attentive staff keeping everything refilled and even helping my kids when I had my hands full! The property is being remodeled and that is being handled in such a way that it really was barely noticeable as a guest." [](https://expedia.com/Albany-Hotels-Comfort-Inn-Suites-East-Greenbush-Albany.h1052319.Hotel-Information) ![The Yankee, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/7b3d704c_y.jpg) ### The Yankee, Trademark Collection by Wyndham 10/10 Excellent "The staff is very helpful, and always willing to assist with any inquiries. The room was definitely clean and well-stocked throughout our entire stay." [](https://expedia.com/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information) ![Hampton Inn & Suites Albany-East Greenbush](https://images.trvl-media.com/lodging/16000000/15730000/15725300/15725242/24123a32_y.jpg) ### Hampton Inn & Suites Albany-East Greenbush 10/10 Excellent "Staff and room were great" [](https://expedia.com/Albany-Hotels-Hampton-Inn-Suites-Albany-East-Greenbush.h15725242.Hotel-Information) ## Find out more about Chatham ## Chatham B&B information | Number of reviews | 2,534 | | ----------------- | ------ | | Accommodation | 40 B&B | | Lowest Price | $119 | | Highest Price | $631 | ## Frequently asked questions ### What is the nightly rate for a B&B in Chatham? ### When is the best time to book a Bed & Breakfast in Chatham? > July stands out as the most popular month for travelers seeking a vibrant atmosphere filled with local events, festivals, and outdoor concerts. You'll find families enjoying the sandy beaches, while couples can take romantic strolls along the shore at sunset, creating unforgettable memories. > > > If you're looking for a more budget-friendly experience, consider visiting in late September or early October. During this time, the summer crowds have thinned, and you can still enjoy mild weather, particularly for enjoying scenic walks along the coastline or visiting local shops and galleries without the hustle and bustle. ### What is the difference between a Chatham Bed & Breakfast and a hotel? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Hotels near The Mac-Haydn Theatre ](https://www.expedia.com/The-Mac-Haydn-Theatre-Hotels.0-l553248621532665231-0.Travel-Guide-Filter-Hotels) - [Vacation Homes in Ghent ](https://www.expedia.com/Ghent-Private-Vacation-Homes.d3000448661-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Motels in Ghent ](https://www.expedia.com/Ghent-Motels.d3000448661-aaMotels.Travel-Guide-Accommodation) - [Ghent Hotels ](https://www.expedia.com/Ghent-Hotels.d3000448661.Travel-Guide-Hotels) - [Hotels near Hudson Chatham Winery ](https://www.expedia.com/Hudson-Chatham-Winery-Hotels.0-l553248621532665230-0.Travel-Guide-Filter-Hotels) - 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