Quite simply, "Thr Best". This historic B&B is perfection. The decor is exquisite, the location is…read morecentrally located, and the cleanliness couldn't be better. But, it was hostess, MaryGail, who made our stay unforgettable. We will always associate Martha's Vineyard with memories of her graciousness, generosity, warm laughter and beautiful spirit. She makes you feel welcomed and at home, as if you're visiting a friend. Bravo to The Christopher for having such a wonderful person as their manager. The only caveat to booking at The Christopher is the very steep narrow staircase to the upper floors. A second handrail would be a good safety measure. These stairs would prohibit some from being able to access the upstairs rooms.

We stayed at The Christopher for four days in October and the entire experience was amazing! Ellen…read moreand Staff sure know how to make visitors feel like family. Our room was located on the 3rd floor with a balcony which made watching sunrises and sunsets purely magical. There's so much historic charm on the property and we can't wait to go back and bring our families. Oh and don't skip the daily homemade chocolate chip cookies. Delicious doesn't even come close to describing them. Thank you for enhancing and making our first trip to Martha's Vineyard so memorable.

This very elegant boutique hotel in Edgartown offers breakfast and extremely upscale rooms! Cable…read moreTV and Netflix, Hulu are available too. Many places to sit and lounge throughout the property. My room (15) was awesome with small fridge and Many windows! Location is walkable to all that Edgartown offers. The fresh cookies upon arrival were delicious as was the breakfast in the morning! Local eggs and fresh baked croissants and bread. The front desk staff (Mia) was also the server for breakfast. I would definitely recommend this hotel although it is pretty pricey!! That was the only part of my stay that hurt a bit. But it's worth it!

Wow! We recently stayed at The Richard while getting married! From the moment we arrived, we were…read moregreeted with an incredible staff! We couldn't have asked for more. The breakfast was always fresh and the cookies spoiled us. Yari is absolutely irreplaceable! She had answers for all our questions and wonderful suggestions. We felt at home! We will definitely come see you again!

Pros: Perfect location. Within walking distance of shops and…read morerestaurants in Edgartown. Awesome toiletries The room has a fridge The window AC unit worked well The room was spacious They have bar right next to the pool Cookies, Milk and tea from 5-9. Keurig in room In the mornings they have muffins and coffee in the lobby. Cons: Shower doesn't have a door it's hard to gauge the water No elevator We arrived via Lyft around 915pm. We were immediately greeted and checked in. They had just finished their milk and cookie hour, but the lady was nice enough to get me some cookies to snack on since we were starving. The hotel doesn't have an elevator, but it's only three floors and the staff assisted with the bags The room was big and clean. The bed was comfortable. The toiletries were great. They lathered well and smelled great. The room didn't look dated like some of the reviews stated, but I think I read they had just been remodeled. I definitely recommend this hotel. Don't look anywhere else. Tip: There's a few liquor stores nearby if you're looking for inexpensive drinks There's a fast food sea food restaurant (Quarterdeck) right across the street from the bar that serves food late into the night

I normally don't post bad reviews, especially during a pandemic. Pandemic or not some things I can…read morenot let go. If I could give this place negative or no stars I would. Me and my fiancé just had an intimate wedding in Edgartown. Our family and toddler stood at this hotel since our hotel did not allow kids. Never had I felt staff lack hospitality, common sense or courtesy like the staff at the Kelly House. One example, my dad (who is blind) had just checked out at 11 am and he left his bags at the lobby. At 12 noon he wanted to use a restroom was denied access since "he checked out". Was told to "find somewhere outside that has a bathroom". Never asked to help with luggage. Never opened doors. Never made eye contact or a hello, or a good morning. Continental breakfast normally consist of more than two items. In this case it was burnt coffee and some sweet muffin for which you have to ask for one by one. If your in a group of 4 or 5 and one person asks for a muffin don't you think you should ask if others from the group want any? So let's say you're an introvert who doesn't care about courtesy or a false advertised continental breakfast, or any form of hospitality. You just want a clean/nice place to sleep and leave. Well this place is not it. You have to tell the staff to clean. They only cleaned our room once during a 4 night stay.

Evelyn & everyone at the front desk were so helpful & friendly. The rooms& hotel are charming &…read moreclean. Location was perfect, recommend Chesca's the attached restaurant. Included breakfast had a great variety of home made items, fruits & egg dishes.

We have stayed at the Vineyard Square Hotel for the past 5 years. The front desk staff, especially…read moreEvelyn and Sammi, are so friendly and accommodating. We are always greeted with a smile and they know what we need before we ask. The breakfast, which is included, is amazing! The location is perfect to walk around town to shops and restaurants. The rocking chairs on the front porch help us to relax and people watch any time of day. We will continue to stay here every year for as long as we are able to come to the Vineyard. Thank you to all the staff who make our stay so pleasurable. Bonnie and Rhonda

Incredible stay for 5 nights at the Lightkeepers Inn. Great location, outstanding service. If you…read moreare thinking of staying in Edgartown, stay here! We loved every minute of it

When I first made the reservation here, I was not completely familiar with the geography of the…read moreisland. I was a bit hesitant afterwards, as their location in Edgartown is several miles away from the ferry terminal. However, after our stay, this was not a concern. Edgartown is somewhat quieter and a bit less 'touristy' to me (though the town largely caters to tourists). One thing that drew me to this property also was the expense vs. ratings. Many other similarly (or lower) rated places were much more expensive. It is all relative on the island, but this, to me, was a good value. I was a bit apprehensive also about getting checked in, as our ferry reservations were such that we would barely arrive by their 5 p.m. front-office closing time. They confirmed that they could leave the key in an envelope for us, but that always seems slightly problematic. However, it all worked out and we did arrive at 5 p.m. The innkeeper was assisting other guests so our key was in an envelope anyway, but she showed up about 3 minutes later to ensure everything was fine and took time to explain anything extra about the room. The site is about 1 block from the edge of the town's commercial district, so walking anywhere in town is easy. Parking is not expansive, but you just need to park parallel to a fence adjacent to your room. This was never a difficulty while we were there. The area was quiet also; not much noise to disturb you. The room itself was well equipped. There was a small kitchenette and a dinette table, along with a sitting area (with a fold-out couch). When the couch was folded out, the room was a bit cramped (but that is when you're sleeping, mostly). The couch-bed involved an air mattress that was easy to inflate. The adjoining bedroom was also a bit small, but adequate. Everything was clean and appeared well-maintained. In all, the only limiting factor here was room-size, but I was also unwilling to pay $100 (or more) a night for more space. It was a slight compromise, but worth it. If I returned to the island, I'd consider staying here again.

Very comfortable. Sit outside drink coffee on cushion chairs on the deck. Owners very friendly…read more Beautiful inn well kept. Fyi. Lots of stairs !!

Everything about this place is amazing from the room we stayed in, the entire Inn, the location and…read moreof course the Inn keeper Pete!

This is the quintessential city inn that exceeds all expectations with kindness and class. From…read morePretty and Proper, there isn't a detail that's overlooked. Every room is like a museum that you can reside in. Comfortable beds. Quiet rooms. Service like another era. The restaurant is perfect. Breakfasts are a must. Centrally located. We love it.

Be prepared for a pampered and welcoming experience in every way! The Charlotte Inn in Edgartown,…read moreMartha's Vineyard has been majestically restored by Gery and Paula Conover over their last many decades spent here in the home. Built in the 1800's, the Inn's main rooms display divine architectural details, walls of museum quality artwork pieces and antiques from the 18th and 19th centuries. All throughout the Inn, guests will discover a relaxed yet luxurious setting within the walls of this historical charmer. From the well-maintained and manicured gardens, divine cuisine compliments of Executive Chef Zach Prifti, to the gracious staff whose pleasure it is to make your stay as delightful as possible, every detail has been carefully considered. I will most definitely be returning... Lynda/Atlanta, Ga. Sept. 2023

fancy don't forget to wear your Martha's Vineyard finest to this place. The kind of place that…read morereally encourages people with trust funds to stop by. Great espresso martini! and the shark attack drink? iconic! They put red wine inside the shark, and then the shark over the drink to look like blood. you even get to take home the shark. unless they were giving us pretty privilege we sat on the porch and had a beautiful view of the water/lighthouse!!

Bottom Line: Luxurious, historic hotel with friendly staff and comfortable accommodations…read more My husband and I had a lovely stay at the Harbor View hotel during the shoulder season in late April/early May. Here are the three things I enjoyed most about this historic hotel: 1. Our room looked out to the Edgartown Lighthouse and the views were very peaceful no matter the time of day. It was also nice that we could easily walk over to the lighthouse and beach to get a closer view of the circa 1828 structure. The lighthouse wasn't open when we visited but we still enjoyed walking around it. 2. The hotel was within walking distance from the shops and restaurants in Edgartown. We enjoyed admiring all of the lovely homes along the way. The hotel was also within a very short walk to walking distance to the Carnegie Heritage Center and the Chappy Ferry. 3. I love American history and architecture so I enjoyed staying in this 100+ year old hotel that is fully renovated to offer modern amenities. I personally enjoyed walking up the original steep stairs, admiring the banisters and balusters and feeling the unevenness of a well settled hotel under foot. (But if that isn't your thing, don't worry, there is an elevator.) This hotel reminds me a lot of the quaint beachside hotel on the Seaside Hotel television series (aired on PBS in the US and originally Denmark's public service channel). We were fortunate to stay in a corner suite with many windows. We enjoyed the natural light during the day and we were thankful for turndown service at night to close all of those curtains! We also appreciated that there was several places to sit in our room to just relax. Since we were on MV during the shoulder season and it was unseasonably cool, the hotel was not very busy. We enjoyed the stillness of the building and chatting with the friendly staff daily. Since it was chilly when we visited a soak in a hot tub would have been nice. If the hotel has a hot tub we didn't see it but they were in process of getting the pool ready for the busy summer season. Overall, this was a very relaxing and luxurious stay.

Great location, comfortable room and beautiful views. The negative is the noisy sounds from street…read moreand other rooms and I also found one of the front desk staff rude. Edgartown is so quant and fun. This is right on Main Street and near all the shops and restaurants. It also has such a beautiful view of the boats and water. The room was clean and beds comfortable: The walls are thin and I could hear running and walking above my head. We also had a room on the Main Street and there is a loud bar outside our window that closed at 2:00 am. On Saturday night you can hear the people in line and music. Sunday morning they have early morning garbage trucks. I would stay here again due to location and views but perhaps stay on other side of hotel.

After removing the jacuzzi and sauna, and raising the fees to higher than normal for a timeshare…read moreresort, it's clear that all this new money and profits have been wasted. No improvements to the shared kitchen area. And of course, waiting for your room to be ready is made up of guesses and 'I believe...'. We don't know when your room will be ready. It's 1 in the afternoon and we're still just waiting. This place has been more profitable now than in the past decade. Bring back the sauna and jacuzzi.

Wonderful experience. The staff was so accommodating and thoughtful. I will definitely stay here…read moreagain

This was the loveliest Inn! I had such a special time there. It was safe, clean and charming. Great…read morelocation. Super comfortable and quiet. I especially loved the breakfast - such a special treat. Can't wait to come back. Especially grateful to Georgia and Karema from the staff who were phenomenal.