We stayed here as a last minute reservation on a spontaneous weekend on the Cape in late April. We…read morestayed one night in the Northern Light room. This was by all measures the best B&B experience we have ever had and we highly recommend. The room was beautiful, quiet, spotless, and comfortable. The main house was warm and welcoming on a cool and blustery day. We were too late for tea but were pointed to several local eateries and had a great time strolling the main drag after a satisfying meal. The sit-down breakfast offered a broad menu of delicious food options served with smiles and timeliness. We would definitely return.

Very charming place. Lots of character and hospitality. Great breakfast. Enjoyed finding some port…read moreand sherry left out for after dinner. Old school.

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.

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.

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.

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 .

For someone who is looking for old Cape charm this is the place for you. Affordable, clean but most…read moreimportantly preserves the spirit of what the Cape was. Gorgeous location with amazing views right around the corner.

The Bow Roof is our home away from home. We'd never consider staying at another inn on the Cape!…read moreThe owner (Vera) and her family are all so kind, welcoming, and hospitable. The rooms are comfortable and charming. The best part is that you're walking distance to Main Street and Oyster Pond Beach. If you're looking for the best place to stay in town, look no further. Say hi to Vera during breakfast time!

Highly recommend A little Inn on Pleasant Bay in Orleans Cape cod…read more From beautiful views from your room to home made bread and granola, it's just what you need after a long week .

What words are required to describe our stay with our new favorite aunts? Someone find a thesaurus…read more- waxing poetically only adds to the drama -refined, international, elegant but more importantly relaxed, personalized and complete. My husband and I were fortunate enough to have found this enclave of style and relaxation. From the moment of my first email we were showered with genuine concern and superb attention to detail. The grounds are as remarkable as the people who care for you. The rooms are spotless and necessary Covid-19 mitigations were followed consistently and effectively. Breakfast is just perfect - Jennifer and Maria's meal service far exceeded any breakfast in town. Pamala and Sandra are elegance personified and it shows in every detail.

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!

It's an institution for a reason the views and vibes are unmatched…read more I went on a day they were giving out free tasting of tomato from their local farm and enjoyed that along with a glass of wine just soaking in the views.

Sadly, this place used to be one of our favorite spots. While it was never inexpensive, the quality…read moreof the food, service, and overall experience always justified the cost. Unfortunately, that was not the case during our most recent visit. The service was extremely slow, with 20-30 minute waits between drinks and very little attention from the staff throughout the evening. The food in the tavern was equally disappointing--easily the worst meal we've had there over the past 20 years. The quality and execution were nowhere near the standard we had come to expect from CBI. In fact, the experience was so underwhelming that we ended up leaving hungry and going home to eat. For a venue with such a strong reputation, it was genuinely surprising and disappointing. We're hopeful this was an isolated issue and that management can get things back on track. CBI was once a five-star destination that consistently delivered exceptional experiences. Until we see signs that things have improved, however, we won't be returning.

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.