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    Chatham, MA

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    Captain's House Inn

    4.7 (52 reviews)
    Open Open 24 hours
    Updated 3 months ago

    Captain's House Inn Photos

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    Had the Most Wonderful Stay here. Will Definitely be coming back. Between the friendliest Staff, beautiful clean room, delicious breakfast, easy parking, perfect location, all made this the most special weekend trip.

    The library

    Great for a relaxed long weekend stay with plenty of thoughtful touches. From breakfast in the idyllic garden with views of baby bunnies, to a delicious afternoon tea, to port and sherry in the library and evening cookie platters, they certainly keep you well fed. My husband and I stayed in the Eliza Jane room (queen bed, small seating area, enormous bathroom with a large jetted tub). The innkeepers were warm and knowledgeable. A reasonable walk to the town center and nearby small beaches. A few small downsides. The bedroom was a bit narrow, I whacked my elbow on a dresser on my way to bed and had to shift it to partially block the closet in order to have a comfortable walkway. The stairs to the room are very steep and narrow. We were a bit disappointed not to be able to have a late check out on a Monday. Overall a good experience. I would not be surprised if we came for another stay!

    High tea!
    Jorge G.

    We stayed in the Eliza Jane room and absolutely loved it! It was close to everything and even though we visited during the off-season, it felt like we still got to experience Chatham. The hosts were incredible. You're probably reading a ton of reviews of how nice everyone is and I 100% echo that. From the moment I called about a question, to actually walking in it was as if I was already a guest and once I actually became a guest, the treatment only got better. Everyone was super friendly and really brought out the charm of the inn. Speaking of charm - you'll feel like you've transported to England. I've never been, but I feel like I have now! If you're a tea lover, you're really going to enjoy the beautiful pots (I know it's a weird thing to note, but they're quite beautiful). The chef made us an incredible breakfast. We had the poached eggs and apple cinnamon pancakes and I want to go back just for breakfast! We also had the high tea when we arrived and I highly recommend it if you're coming from Boston, or another big drive and checking in at 3. It filled us for a few hours before dinner and each treat was delicious. The room was perfect for a couple. It was cozy, but not tight. We went during the winter so the dual-sided fireplace was a perfect amenity, but there's air conditioning in both rooms if you go during the summer. The jacuzzi was very well-sized and you'll find you may want to spend your entire trip in the bathroom haha. Highly recommend and will definitely return!

    One of the breakfast options we had at the Captains house inn

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    Page 1 of 2

    Ask the Community - Captain's House Inn

    Review Highlights - Captain's House Inn

    Make sure to take advantage of the complimentary afternoon cream tea, or upgrade to the delightful high tea.

    Mentioned in 9 reviews

    Read more highlights

    Chatham Gables Inn

    Chatham Gables Inn

    4.6(22 reviews)
    0.0 mi

    What a lovely B&B. My husband and I joke that we are usually the youngest at B&B's but it's hands…read moredown the way to go. The decor and warmth of this place are so inviting. You walk in and feel at home. We had a quick trip and only stayed one night but will return for more. Andrea, the owner, was so sweet and explained everything so well. The eating area is so quaint and comforting. We had a lovely clean room, Madaket. It has a huge king bed and wonderful lighting. Of course we had an unseasonably beautiful day to add to our experience but the location is wonderful for being near everything around Chatham. Before we left we had a delicious breakfast with wonderful service. They provide a weekly menu and Sundays is decadent French toast and eggs. Please book your stay soon!

    We had the pleasure of a two night stay at the Chatham Gables Inn after acquiring the BuyWithMe…read morepackage, which also came with fresh flowers and a bottle of champagne on arrival. Our room (#1) was immediately off the shared space by the door of the inn, so folks looking for more privacy and less noise from other guests should pick a different room. But we loved all the light we got during the day and the in room fireplace at night. In warmer months, there's a small porch off of this room as well (besides temperature, its a little too exposed to use in the winter as well). In the interest of indulging in some booze, we walked to two different restaurants in the evening: the Red Nun (straightforward cape sports pub) and Campari's. However, the walk to Campari's was a bit of a deathtrap considering there were no streetlights or sidewalks for much of the way. Go to to Red Nun if you value your life. Nick & Brian were consummate hosts, attentive and charming. Our housekeeper (Natalie?) was very sweet as well. The included breakfast was tasty and fresh. Don't skip the blueberry muffin, its delicious.

    Photos
    Chatham Gables Inn - Madaket room

    Madaket room

    Chatham Gables Inn
    Chatham Gables Inn

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    The Old Harbor Inn - Luxury King Room North Beach

    The Old Harbor Inn

    4.4(27 reviews)
    0.7 mi
    $$

    Worst people ever to own an inn. Came to stay this past week (June 2026) and brought my infant. I…read moredid not read the policy that states children under 12 are not allowed (which is my fault). However, we came in with our baby, and the owner Ray was so rude, it was unbelievable and disgusting actually. He kicked us out and said you cannot stay here but would offer us a refund since it was within 24 hours. I walked away extremely upset but understood the policy. I now called the owners wondering where my refund is and he LIED!!!! Stating he never said that, when my husband and I both heard him say that explicitly and we have no reason to lie. He stated he would give us the refund since it was within 24 hours. I will be reporting this charge to my credit card company as this is fraud if I have ever seen it. When I called back he said "people go on vacation to escape children, not so you can bring them with you". Disgusting people and have never seen treatment like this in my life.

    My friend and I were excited for our trip to Chatham and had booked a room at the Old Harbor Inn…read moreseveral months in advance, after researching several options. The trip got off to a poor start when we were shown to our rooms and found that one of them had a "private bathroom just down the hall." We never expected that a guest room costing more than $450/night would not be ensuite. When we checked with the proprietors about this and asked if we could have another room, we were told they were full up and that we "just had to accept that we had made a poor choice." That was certainly the case as our interaction with the owners was quite an unpleasant experience. Many reviews mention that the Inn is "Welcoming," but for us it was anything but. The owners blamed us (apparently we didn't read the fine print) and they told us that they would be happy to have us leave and forfeit our deposit. We didn't. We stuck it out. The experience and the bathroom situation were a shame because there is a lot to like at the Inn. Apart from the owners, the staff were kind and helpful, the building and grounds are very attractive, the breakfast delicious, and the location was excellent.

    Photos
    The Old Harbor Inn - Banana Bread with cream cheese filling at The Old Harbor Inn

    Banana Bread with cream cheese filling at The Old Harbor Inn

    The Old Harbor Inn - Executive King Spa Room with Fireplace, Chatham, MA

    Executive King Spa Room with Fireplace, Chatham, MA

    The Old Harbor Inn - Front Porch at The Old Harbor  Inn during Friday Wine & Cheese Welcome

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    Front Porch at The Old Harbor Inn during Friday Wine & Cheese Welcome

    Chatham Inn Relais & Châteaux - The Porch

    Chatham Inn Relais & Châteaux

    4.5(28 reviews)
    1.0 mi
    $$$

    This review is jumping on someone else's review. We stayed here under a different name, The…read moreCranberry Inn, 25 years ago for our honeymoon. We came back for our 20th. We knew it changed hands and saw online how much it changed but still decided to come back. Soooo.. The room was like a closet, the bathroom you probably can do a couple of functions at once due to the size of it. Every night was a dance trying to get into bed without hitting my head on the TV that hangs on the wall. The bed and pillows are very comfortable. Breakfast was delicious! The first time we stayed here we stayed in a much larger room, but it was not available when we booked this trip. The hotel lobby seems kind of cold. Before all the renovations it was a warm, welcoming space. Will we come back? Most likely because it is very sentimental to us, but we will never stay in that tiny room ever again.

    I really wanted to give this place 5 stars but I have to be honest. There are really two competing…read morefactors here. The service is about the best I've ever seen. The staff works hard to find out everyone's names. They even cleaned my sunglasses when I left it in the room and put a lens cleaning wipe next to it as well. On the flipside, our room was extraordinarily small - especially for the price point. We're talking tiny New York bedroom small where there's hardly room for more than a bed and nightstand. The bathroom is also minuscule with barely a free inch of space. Hardly what I can call 5 stars - at best 3 stars, and I'm being generous here. Yes, the rooms are renovated. But the house is 200 yrs old and you can't make a 5 ft bathroom feel like a palace no matter how much marble you slap on the walls. So I settled on a 4 to balance both sides. But I would honestly say, once again, that the service was some of the best I've ever experienced at a hotel. And that might keep me coming back - maybe in a bigger room, though.

    Photos
    Chatham Inn Relais & Châteaux - Fun timr

    Fun timr

    Chatham Inn Relais & Châteaux - My buddy

    My buddy

    Chatham Inn Relais & Châteaux - Breakfast

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    Breakfast

    Chatham Wayside Inn - Fireplace not lit on a cold damp night outside ?

    Chatham Wayside Inn

    3.1(49 reviews)
    0.8 mi
    $$

    Chatham is the most charming location on the Cape. Sorry the remainder of the Cape is a close…read morerunner-up. I personally like the Elbow, which of off the beaten path. In the off-season the charm just increases three fold. No crowds, easy discounted reservations, the shops and eateries that remain open are rightfully worth your attention. The Chatham Wayside Inn, situated smack dab in the heart of "downtown" on Main Street couldn't be more convenient. Her rooms are well appointed nicely maintained. I felt like I was staying in the Capes version of Hogwart's Academy with stairs leading up, down, and around to various levels. The hallways adorned with local art and historic memorabilia. We enjoyed a Friday to Sunday stay. Friday night you could hear a pin drop. Saturday, well, we had a neighboring roomie that must have had a long evening at the Squire Tavern. Stumbling and bumbling into the Inn, door slamming, up the stairs, down the hall into his/her/their room, another slam. No regard for others at 12:30 am. Aside from this, we thoroughly enjoyed our stay, including a continental breakfast each morning. The Wild Goose Tavern is part of the premise. Quiet as well, but each night diners filled the windows over looking Main Street and Kate Gould Park.

    This place is horrible ! Zero ambience and the least helpful front desk and staff I have ever…read moreexperienced . Save your money because the room smelled like mildew and the breakfast was gross .

    Photos
    Chatham Wayside Inn - Back side to enter to reception

    Back side to enter to reception

    Chatham Wayside Inn - Lobby area

    Lobby area

    Chatham Wayside Inn - Fitness center

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    Fitness center

    The Beach House At Chatham

    The Beach House At Chatham

    5.0(3 reviews)
    0.7 mi

    We just attended our first clam bake...AMAZING! The clam bake at the beach house is one of our best…read moremeals ever. It is worth the cost of admission. We started with the raw bar: oysters, clams and tuna tartar. Then moved on to steamers and mussels. We finished with steak and swordfish. After a very satisfying meal, with attentive staff, we relaxed on the beach next to a bonfire with Smores for the kids. The kids then all banned together for a game of hide and seek in the dark while the parents relaxed with a night cap. It was a truly wonderful experience. A must do for anyone visiting the cape.

    The Beach House was an amazing experience for our family! My husband, my 3 year old son, my 7 month…read moreold daughter and myself all had an amazing meal! I had the lobster nachos and my husband had the swordfish sandwich, both were delicious! Fair warning the lobster nachos are huge and have a good deal of lobster on them! We sat by the beach so our son was able to play around in the sand and expel some energy while we waited for our food. Our waitress was amazing with him. When she brought out his mac & cheese, she called him up to eat, joking she was going to eat it if he didn't come quick. She saved us the hassle of attempting to get him up from the beach. She also took him to wash his hands before eating, as he had sand all over them. It was such a pleasant experience, with great food. I highly recommend Chatham Bars Inn for their food quality and service!

    Bradford Inn

    Bradford Inn

    1.7(3 reviews)
    0.8 mi
    $$$

    Best word to describe the Bradford Inn would be adequate. We spent about $320/night and stayed 3…read moredays in August. It's nothing spectacular. Nothing to write home about. Let me start off with the Good: The staff was friendly & helpful for the most part. And our room was very clean. Cleanliness is VERY important to me. Also, they are centrally located. They are located smack in the middle of downtown where many of the shops, spas, and restaurants are located. Even if you choose not to drive, you can have a pretty full vacation enjoying the sites, shops, and eateries within walking distance. A huge plus. Now for the Not So Good & the Plain Bad: Breakfast is included in the room rate. They serve the usual fare: assorted pastries/baked goods, cereal, bread, fruit, etc. But they only serve one hot item per morning. The item could be french toast, scrambled eggs, pancakes, etc. While we were there, french toast was served one morning and scrambled eggs on another. I ended up eating only half of a french toast. Not too good. Eggs? Meh. The breakfast is definitely disappointing compared to some of the more traditional bed & breakfasts I've experienced, but it's adequate. Like I said nothing spectacular. But nothing particularly bad either. The Bad? The bed squeaked with any type of movement. Not only that, it moved side to side, kinda like a waterbed (but not in a good way), whenever we moved even slightly . Needless to say, we didn't sleep as well as we hoped. They should invest in new beds. All in all, it was an adequate place. Would I drop more than $300/night to stay here again? Probably not. But if you are a heavy sleeper with a sweet tooth for cold pastries, this could be the place for you.

    The Bradford inn is an adequate boutique hotel located in the heart of Chatham. The rooms are…read moreclean, well-maintained and pretty up to date if it were 1983. This may not be the hotel for you if you like a hot shower in the morning and appreciate a complimentary breakfast that consists of more than just fruit and stale bagels. Booking our trip 2 weeks prior to our stay I was happy to note that they offered a pretty good rate of 220 a night considering the area. That said, I am disappointed to note that the front desk couldn't be more disrespectful and impolite. No wonder the short- notice vacancy. Nowhere on the website or the promotional material did we see that children were not welcome. When I checked in, leaving my husband and mother in the car with our 2 children, the woman at the front made it clear that she was unhappy that we made our reservations online, and for that reason our 2 booked rooms could not be in the same building even though the considerable vacancy in the hotel. I explained we had young children who wanted to be close to their grandmothers room but she was unmoved and never said a word about the children - but only disregard for the fact that we booked it online. The next morning when we came down for breakfast, another woman at the front desk glared at my children and asked if we were staying at the hotel. When I replied yes, she asked for my room numbers and said that children were not allowed in the hotel and that because I did it online I wouldn't have known that. (And?). She sat us in a small stuffy room three rooms off of the main dining area and returned 20 minutes later to tell us we could go get our food at the buffet. Every single time we passed the desk from then on, they kept coming up to one of the adults in our party to restate the no children allowed policy. Important to note, is that even though they admitted our kids were very good ( and they were, ages 6,7) they said that they felt badly for the other guests that they had to "see them." My advice is not to stay here. If booking online is such a problem, then take your information off of expedia, trip advisor and hotels.com or just tell people at check-in instead of constantly harassing your guests over their stay. No wonder there are upcoming plans for the Bradford Inn to be redeveloped into residential.

    Photos
    Bradford Inn - Missing knob. Room 312

    Missing knob. Room 312

    Bradford Inn - Probably where the directory would be.

    Probably where the directory would be.

    Bradford Inn - Bathroom.

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    Bathroom.

    Pilgrim Village - Real Sunset on pond

    Pilgrim Village

    2.3(3 reviews)
    1.6 mi

    My son is the 5th generation to stay at Pilgrim Village. That should tell you a lot- an ideal and…read moreaffordable setting for a family vacation located within easy walking or biking distance to a number of beautiful beaches, the town of Chatham, shopping and restaurants. Chatham is one of the last bastions of civilization. The town is beautiful, the people friendly, and everybody seems ecstatic to be there. The 4th of July parade is a real slice of Americana- a gesture back to a simpler time. I've travelled to almost every state and a long list of countries, but Chatham and Pilgrim Village top the list of places that make my blood pressure drop and a smile to my face. My 7 yr old son has a blast, and I feel comfortable that he is always safe riding his bike by himself through the community, meeting a bunch of kids his age, going to the playground or shuffleboard court. We never worry about him, and when we leave the community we don't even think about locking our cabin. The tranquil beach on White Pond has the cleanest water I've ever seen, is full of fish, rowboats are provided, and just sitting by it lowers your blood pressure by 30 points. If you want a 5-star hotel with mints on your pillow every night, this is not the place. But if you like a mildly rustic, relaxed atmosphere, a place where you can bring an entire family for a week for less than a thousand bucks a week, want the option to cook in your cabin rather than bear the expense of eating 3 meals a day at restaurants, this is the place for you. The Swenson family has run the place forever, are infinitely helpful, and really care about the beautiful grounds. Their daughter, son-in-law and son are taking over, and bringing new ideas to the mix like wifi, Sunday s'mores cookouts and 4th of July fireworks at the beach. One other reviewer spoke of the "draconian rules". I don't know what he was up to, but I've never experienced anything like that. If you are single, a couple, or a family, I highly recommend Pilgrim Village. Most of the visitors have made it a tradition. Many, like me, have been coming here for decades. We stay for 2 weeks each year. At this price, an extended stay is totally doable. Try staying at the Chatham Bars for that long. You'll have to take out a 2nd mortgage! ENJOY!

    Houses are not updated. There is mold throughout the house. Washer was broken. Oven didn't work…read more Owners didn't care.

    Photos
    Pilgrim Village - Living room

    Living room

    Pilgrim Village - 2nd pond

    2nd pond

    Pilgrim Village - View of beach

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    View of beach

    Captain's House Inn - bedbreakfast - Updated July 2026

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