Title: 20 Best B&B in Chatham, MA - Bed and Breakfast | Expedia.com [Chatham Travel Guide](https://expedia.com/Chatham.dx10743)[Hotels in Chatham](https://expedia.com/Chatham-Hotels.d10743.Travel-Guide-Hotels)[Vacation Rentals in Chatham](https://expedia.com/Chatham-Vacation-Rentals.d10743.Travel-Guide-VacationRentals)[Flights to Chatham](https://expedia.com/Cheap-Flights-To-Chatham.d10743.Travel-Guide-Flights)[Things to do in Chatham](https://expedia.com/Things-To-Do-In-Chatham.d10743.Travel-Guide-Activities)[Car Rentals in Chatham](https://expedia.com/Car-Rentals-In-Chatham.d10743.Car-Rental-Guide)[Chatham Vacation Packages](https://expedia.com/Chatham.d10743.Destination-Travel-Guides) ![Chatham showing a windmill, wildflowers and general coastal views](https://images.trvl-media.com/place/10743/d3f8b886-55a4-46b3-afab-39fd14b1b518.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/10743/d3f8b886-55a4-46b3-afab-39fd14b1b518.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 [Mar 27 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=10743&startDate=2026-03-27&endDate=2026-03-29&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=10743&startDate=2026-04-03&endDate=2026-04-05&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Apr 17 - Apr 19](https://www.expedia.com/Hotel-Search?regionId=10743&startDate=2026-04-17&endDate=2026-04-19&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 15 - May 17](https://www.expedia.com/Hotel-Search?regionId=10743&startDate=2026-05-15&endDate=2026-05-17&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chatham bed & breakfast ![Hiking](https://images.trvl-media.com/lodging/2000000/1510000/1502100/1502039/6cee3705.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1510000/1502100/1502039/13b9e255.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![King Suite | Premium bedding, pillowtop beds, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1510000/1502100/1502039/35241387.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1510000/1502100/1502039/31db98e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Old Harbor Inn [](https://www.expedia.com/Chatham-Hotels-Old-Harbor-Inn.h1502039.Hotel-Information) Chatham 9.6/10 Exceptional (162 reviews) "The room was cozy and very clean. Service was friendly and welcoming. We fell in love with the whole Chatham area and had a great time!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeffery $215 nightly $246 total Apr 22 - Apr 23 Total with taxes and fees [](https://www.expedia.com/Chatham-Hotels-Old-Harbor-Inn.h1502039.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/3000000/2670000/2664800/2664754/97c56bfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/3000000/2670000/2664800/2664754/f25726ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Captain Farris suite | Fireplace](https://images.trvl-media.com/lodging/3000000/2670000/2664800/2664754/451ebc25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/3000000/2670000/2664800/2664754/b38936a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Captain Farris House B&B [](https://www.expedia.com/South-Yarmouth-Hotels-The-Captain-Farris-House-BB.h2664754.Hotel-Information) Bass River 9.8/10 Exceptional (255 reviews) "Wonderful, lovely cozy B&B. Incredible hosts, would definitely return." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nancy $188 nightly $215 total Apr 6 - Apr 7 Total with taxes and fees [](https://www.expedia.com/South-Yarmouth-Hotels-The-Captain-Farris-House-BB.h2664754.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1160000/1159200/1159118/9803ffe4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/2000000/1160000/1159200/1159118/3b0ad9d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/2000000/1160000/1159200/1159118/906ac007.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1160000/1159200/1159118/67aecefb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brewster by the Sea Inn [](https://www.expedia.com/Brewster-Hotels-Brewster-By-The-Sea-Inn.h1159118.Hotel-Information) West Brewster 9.8/10 Exceptional (173 reviews) "Perfect stay! Amy was so friendly & made a delicious breakfast! The room was big & clean with Cape cod charm. We had the best time & would definitely stay there again! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle $304 nightly $348 total Mar 23 - Mar 24 Total with taxes and fees [](https://www.expedia.com/Brewster-Hotels-Brewster-By-The-Sea-Inn.h1159118.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/27000000/26470000/26468700/26468676/c6220c50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/27000000/26470000/26468700/26468676/f8a15f92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/27000000/26470000/26468700/26468676/07a34c3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/27000000/26470000/26468700/26468676/b45ea86c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sea Street Inn [](https://www.expedia.com/Hyannis-Hotels-Sea-Street-Inn.h26468676.Hotel-Information) Hyannis 9.8/10 Exceptional (45 reviews) "Very nicely renovated small property with a fantastic breakfast." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul $265 nightly $303 total Mar 23 - Mar 24 Total with taxes and fees [](https://www.expedia.com/Hyannis-Hotels-Sea-Street-Inn.h26468676.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/13000000/12430000/12426900/12426891/ae47522f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![32-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/13000000/12430000/12426900/12426891/2b1f0d40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, Multiple Beds | 1 bedroom, premium bedding, down comforters, individually decorated](https://images.trvl-media.com/lodging/13000000/12430000/12426900/12426891/19b90fe2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/13000000/12430000/12426900/12426891/03e2796f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Village Inn Cape Cod [](https://www.expedia.com/Yarmouth-Port-Hotels-The-Village-Inn-Cape-Cod.h12426891.Hotel-Information) Yarmouth Port 10/10 Exceptional (224 reviews) "First rate B&B. Jennifer is a fantastic and attentive hostess. And a great cook! The rooms are spotless and the house is beautiful. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pierre $205 nightly $235 total Mar 23 - Mar 24 Total with taxes and fees [](https://www.expedia.com/Yarmouth-Port-Hotels-The-Village-Inn-Cape-Cod.h12426891.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/10000000/9830000/9823200/9823150/b8ce56f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Suite, 1 King Bed, Jetted Tub, Garden Area | 1 bedroom, Frette Italian sheets, premium bedding, pillowtop beds](https://images.trvl-media.com/lodging/10000000/9830000/9823200/9823150/0ddb65c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/10000000/9830000/9823200/9823150/154704d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seabreeze | 1 bedroom, Frette Italian sheets, premium bedding, pillowtop beds](https://images.trvl-media.com/lodging/10000000/9830000/9823200/9823150/eda09cb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Candleberry Inn on Cape Cod [](https://www.expedia.com/Brewster-Hotels-Candleberry-Inn-On-Cape-Cod.h9823150.Hotel-Information) Brewster 10/10 Exceptional (139 reviews) "Stunning bed and breakfast. Amazing owners and a experience you won’t forget." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle $379 nightly $434 total Apr 1 - Apr 2 Total with taxes and fees [](https://www.expedia.com/Brewster-Hotels-Candleberry-Inn-On-Cape-Cod.h9823150.Hotel-Information) ![Deluxe Room, 1 King Bed, Balcony, Beach View | Pillowtop beds, individually decorated, individually furnished](https://images.trvl-media.com/lodging/27000000/26510000/26506800/26506782/2ab11ff0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/27000000/26510000/26506800/26506782/6fa0caa2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV](https://images.trvl-media.com/lodging/27000000/26510000/26506800/26506782/cd0d1e2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed, Ocean View | Pillowtop beds, individually decorated, individually furnished](https://images.trvl-media.com/lodging/27000000/26510000/26506800/26506782/eafcb2ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Winstead Beach Resort [](https://www.expedia.com/Harwich-Port-Hotels-Winstead-Beach-Resort.h26506782.Hotel-Information) Harwich Port 9.2/10 Wonderful (60 reviews) "Very nice hotel, staff. Great location for relaxing visit to the mountains. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert $266 nightly $304 total Apr 17 - Apr 18 Total with taxes and fees [](https://www.expedia.com/Harwich-Port-Hotels-Winstead-Beach-Resort.h26506782.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/67000000/66580000/66570700/66570670/5f4b2c98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/67000000/66580000/66570700/66570670/20de9ac4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/67000000/66580000/66570700/66570670/ec8f86fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/67000000/66580000/66570700/66570670/0bc9f62c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### An English Garden Bed & Breakfast [](https://www.expedia.com/Dennis-Port-Hotels-An-English-Garden-Bed-Breakfast.h66570670.Hotel-Information) Dennis Port 9.0/10 Wonderful (61 reviews) "A charming hotel a block away from a nice sandy beach, loved a stay there." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Hwamee $218 nightly $249 total Apr 10 - Apr 11 Total with taxes and fees [](https://www.expedia.com/Dennis-Port-Hotels-An-English-Garden-Bed-Breakfast.h66570670.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=2026-04-05&endDate=2026-04-06®ionId=10743&adults=2&lodging=BED_AND_BREAKFAST&sort=RECOMMENDED&openPlayBack=true) ![](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.d10743-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.d10743-aaBedAndBreakfast.Travel-Guide-Accommodation) ## Top Chatham Hotel Reviews ![Margaritaville Resort Cape Cod](https://images.trvl-media.com/lodging/1000000/20000/12900/12897/30f6a06a_y.jpg) ### Margaritaville Resort Cape Cod 10/10 Excellent "Great time" [](https://expedia.com/Hyannis-Hotels-Cape-Codder-Resort-And-Spa.h12897.Hotel-Information) ![Hyannis Plaza Hotel](https://images.trvl-media.com/lodging/2000000/1120000/1119300/1119277/f7fc1d07_y.jpg) ### Hyannis Plaza Hotel 10/10 Excellent "Cant comment coz it was cold" [](https://expedia.com/Hyannis-Hotels-Hyannis-Plaza-Hotel.h1119277.Hotel-Information) ![Anchor In Distinctive Waterfront Lodging](https://images.trvl-media.com/lodging/8000000/7650000/7640900/7640889/87d9418f_y.jpg) ### Anchor In Distinctive Waterfront Lodging 4/10 Poor "Property is in a great location but staff was less than expected. When I told them the dispenser for body wash was empty, they wrote in my account (and my receipt) that I complained. I just told them about it because I had previously said we didn’t need room maintenance during our stay so they weren’t coming. Expedia tells you that it’s “all in pricing “ and what you have to pay at the hotel. When I got to the hotel they charged my card more than what Expedia said they would because there was a charge for parking. When I asked what the whole charge was for, they said for breakfast. Breakfast basics consisted of coffee and a granola bar or stuff you get in a vending machine, nothing hot. The next day they charged my card an additional $115 dollars without even a conversation. When I asked about that they said it was for my dog, even though when I searched on Expedia it was for properties that accepted pets so it should have been included with the total dollar amount on the website. I wouldn’t have booked the reservation had I known it was not already added. I also missed an indoor pool and workout room. The pool was outside and not opened yet. Although the property itself was clean and maintained I probably will not book here again " [](https://expedia.com/Hyannis-Hotels-Anchor-In-Distinctive-Waterfront-Lodging.h7640889.Hotel-Information) ![Fairfield Inn & Suites by Marriott Cape Cod Hyannis](https://images.trvl-media.com/lodging/1000000/10000/7700/7660/df083265_y.jpg) ### Fairfield Inn & Suites by Marriott Cape Cod Hyannis 10/10 Excellent "Fantastic shower, furnishings and great breakfast." [](https://expedia.com/Hyannis-Hotels-Fairfield-Inn-Suites-By-Marriott-Cape-Cod-Hyannis.h7660.Hotel-Information) ![Bayside Resort Hotel](https://images.trvl-media.com/lodging/1000000/900000/896700/896697/783b5af0_y.jpg) ### Bayside Resort Hotel 10/10 Excellent "The hotel was clean but needs a little updating . Staff was wonderful . " [](https://expedia.com/West-Yarmouth-Hotels-Bayside-Resort-Hotel.h896697.Hotel-Information) ![Chatham Bars Inn](https://images.trvl-media.com/lodging/1000000/20000/19200/19139/13fe4b58_y.jpg) ### Chatham Bars Inn 10/10 Excellent "Loved everything about it. Beautiful location, cozy room with elegant bathroom, polite and lovely staff, excellent food! Server Bevin was the best!!" [](https://expedia.com/Chatham-Hotels-Chatham-Bars-Inn.h19139.Hotel-Information) ![Cape Sands Inn](https://images.trvl-media.com/lodging/2000000/1340000/1330200/1330174/3bffd99c_y.jpg) ### Cape Sands Inn 6/10 Okay "Stay was ok- room was clean. The rooms do NOT have microwaves. We pick here because of the indoor pool and hot tub- however they close them as it it off season. " [](https://expedia.com/West-Yarmouth-Hotels-Cape-Sands-Inn.h1330174.Hotel-Information) ![Holiday Inn Hyannis by IHG](https://images.trvl-media.com/lodging/1000000/20000/12500/12477/6128ed99_y.jpg) ### Holiday Inn Hyannis by IHG 10/10 Excellent "The room was very comfortable. The bathroom was clean and the shower was really nice. The beds were so comfortable, too." [](https://expedia.com/Hyannis-Hotels-Holiday-Inn-Hyannis-By-IHG.h12477.Hotel-Information) ![Comfort Inn Hyannis - Cape Cod](https://images.trvl-media.com/lodging/2000000/1250000/1240500/1240460/b37d6e5b_y.jpg) ### Comfort Inn Hyannis - Cape Cod 8/10 Good "Good price" [](https://expedia.com/Hyannis-Hotels-Comfort-Inn.h1240460.Hotel-Information) ## Find out more about Chatham ## Chatham B&B information | Number of reviews | | | ----------------- | --- | | Accommodation | B&B | | Lowest Price | | | Highest Price | | ## Frequently asked questions ### What is the nightly rate for a Bed and Breakfast in Chatham? ### Are there any family-friendly Bed and Breakfasts in Chatham? > Another fantastic option is [Surfside Inn Chatham](https://www.expedia.com/Chatham-Hotels-Surfside-Inn-Chatham.h15581826.Hotel-Information), which caters specifically to families with children. This charming B&B provides free amenities for kids, including cribs and child-friendly window designs that prioritize safety. The friendly setting and thoughtful touches make it an ideal base for families looking to create lasting memories while enjoying the beautiful surroundings of Chatham. ### Do any Chatham Bed & Breakfasts allow dogs? > Another excellent choice is [Surfside Inn Chatham](https://www.expedia.com/Chatham-Hotels-Surfside-Inn-Chatham.h15581826.Hotel-Information), which also accommodates service animals. Located just steps from the pristine beach, this B&B provides direct access to white sand shores, making it an ideal spot for families looking to enjoy sun-soaked days by the ocean. The property features child-friendly window designs and offers complimentary cribs and breakfast for children, ensuring that little ones are well taken care of. Guests can also take advantage of free self-parking and in-room WiFi, making it convenient for families on the go. ### Are there any romantic Bed and Breakfasts in Chatham for couples? ### When is the best time to book a Bed & Breakfast in Chatham? > July stands out as the peak month for visitors, bringing an energetic atmosphere filled with festivals, farmers' markets, and an array of water sports. The lively ambiance allows guests to fully immerse themselves in the community spirit and enjoy the best of what Chatham has to offer. > > > For those looking for a more budget-friendly option, consider planning your trip in late September or early October. During this shoulder season, the weather remains pleasant, with temperatures still hovering in the comfortable 60s to low 70s Fahrenheit, and the crowds begin to thin. This is a wonderful time to enjoy the natural beauty of Chatham while taking leisurely strolls along the coast or savoring local seafood without the hustle and bustle of peak tourist months. ### What is the difference between a Chatham Bed and Breakfast and a hotel? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Hotels near Gallery Antonia ](https://www.expedia.com/Gallery-Antonia-Hotels.0-l553248621532666630-0.Travel-Guide-Filter-Hotels) - [Hotels near Monomoy Theatre ](https://www.expedia.com/Monomoy-Theatre-Hotels.0-l6286898-0.Travel-Guide-Filter-Hotels) - [Hotels near Chatham Railroad Museum ](https://www.expedia.com/Chatham-Railroad-Museum-Hotels.0-l6287125-0.Travel-Guide-Filter-Hotels) - [Hotels near Veterans Field ](https://www.expedia.com/Veterans-Field-Hotels.0-l6070219-0.Travel-Guide-Filter-Hotels) - [Hotels near Chatham Seaside Links ](https://www.expedia.com/Chatham-Seaside-Links-Hotels.0-l6286368-0.Travel-Guide-Filter-Hotels) - 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