The Chester Hotel

8/10

Excellent

13 May 2026

Nimrat Kaur

Perfect place to stay. 100% recommended. It got pool, beach, restaurants, shuttles within the resort area.

Family

10/10

Exceptional

13 May 2026

John

The property was amazing and well kept. Multiple restaurants on site and down from the property made it perfect location and no need for a car. Taxis were readily available at the lobby when we needed to go anywhere. The onsite grocery was great for anything that we needed and was one of the best features of the resort. It had a great selection of alcohol and food items if you wanted to eat in room. Prices were very reasonable and didn't feel like they were taking advantage of the guest at all. Now the best part was the bars. There seem to be a happy hour close to the beach from 1 to 5 at either the Hilton property next door or the beach bar or pool bars so there were no issues getting drinks and lay on beach. The only complaint that I had was we had a room up the hill and the walk was pretty bad for a 60 year old. I would pay the difference and get closer to the beach in the future.

Partner

8/10

Excellent

11 May 2026

mikell

The beach was excellent. The property was old and outdated and could use a better shuttle system. The A/C units in the rooms weren't cooling good enough so the rooms were warm

Partner

8/10

Excellent

11 May 2026

Erik

We loved May at the Coco Bar!

Family

10/10

Exceptional

10 May 2026

Liz

Everyone on the resort was so welcoming and helpful. Would highly recommend

Friends

10/10

Exceptional

10 May 2026

Stephanie

We really enjoyed our week. We bought the breakfast buffet everyday which was awesome. However first timers to St Maarten and the resort, some basics left out, sometimes handing

Partner

10/10

Exceptional

10 May 2026

Richard

Very clean and comfortable.

Self

8/10

Excellent

10 May 2026

Louise

Staff were attentive and night agent was particularly helpful with my early morning check out.
Britt Cafe was useful for the few items I needed for an overnight stay.

Self

10/10

Exceptional

09 May 2026

martha Anne

Great location. Well maintained grounds. Friendly staff.

Partner

10/10

Exceptional

09 May 2026

chantelle

Simpson Bay is the perfect location in SXM. It's walking distance to restaurants, clubs and shopping. I will say make sure you know if you're staying at the villas or condos. There is a difference and you may be walking up hills and not aware, as well as the modern updated rooms or not. The beach is beautiful, staff is friendly, free shuttles are an option when in service, and several pools on-site. My one con is that there is a daily fee to use the gym; I was not happy about that.

Friends_and_family Friends

10/10

Exceptional

09 May 2026

chantelle

Simpson Bay is the perfect location in SXM. It's walking distance to restaurants, clubs and shopping. I will say make sure you know if you're staying at the villas or condos. There is a difference and you may be walking up hills and not aware, as well as the modern updated rooms or not. The beach is beautiful, staff is friendly, free shuttles are an option when in service, and several pools on-site. I will stay here again!

Friends_and_family Friends

10/10

Exceptional

09 May 2026

Michelle

Simpson Bay Resort was superior. They exceeded all my expectations. The place impeccably clean, staff was so friendly and accomdating no matter where we were in the resort. The around the world boat tour on the santino was a lot of fun. We enjoyed the shopping trip to Philipsburg. Lunch and shopping along all the street shops, many designer boutiques. AMA's jewelry store owner RT, she was fabulous! I would recommend highly at trip to Sint Maarten at Simpson Bay Resort.❤️❤️❤️

Partner

10/10

Exceptional

08 May 2026

Morgan

Stayed at the Simpson Bay Resort for our first trip to St. Maarten. It was a great stay! Easy access to popular restaurants and nightlife. Great beach views and access as well. The staff were very helpful and accommodating. Highly recommend, especially for a budget friendly option!

Partner

8/10

Excellent

08 May 2026

Collin

I had a very good stay at Pelican Resort Marina & Spa. The room was comfortable, the property was clean and well maintained, and the overall atmosphere was relaxing. The staff was friendly and helpful throughout my visit, and I had no complaints during my stay. Very nice place to stay, and I would definitely consider coming back again.

Self

10/10

Exceptional

08 May 2026

Javier

Everything was great.
Ammenities, gym had additional cost.

Business

10/10

Exceptional

08 May 2026

Elizabeth

Staff was extremely nice and helpful. The food was good

Family_with_children

8/10

Excellent

07 May 2026

Monicka Shnay

Room was spacious but once the Murphy bed is down its a task. But the toliet flush is loud as ever. It also had a sewer smell the whole trip in bathroom after we showered. The beds are comfortable and the shower is good pressure. Some staff was so rude. But front desk staff wqa nice.

Friends

10/10

Exceptional

06 May 2026

Vivian

Our condo was ready even though we were early arrivals. The bellman transported us and our gear to the condo, he verified that all keys worked properly before leaving.
The housekeeping manager was just finishing her inspection when we arrived. The unit was clean, supplies plentiful, and everything worked as it should. Bonus, there was an ice maker in the fridge with the bin half full of cubes already.
All staff on site were pleasant, polite and helpful during our stay. We will definitely be back, and promote it with family and friends

Friends_and_family Friends

10/10

Exceptional

06 May 2026

Jomo

The resort was a lot better than I expected. The staff was amazing and the room was comfortable

Self

10/10

Exceptional

06 May 2026

Madhu

We had a great stay @ Simpson Bay! From the moment we checked-in, staff was very friendly and accommodated our room request; we had spacious room that was very well-maintained and had beautiful view of the bay. Room service was fairly quick on a few occasions and delicious. In addition to the restaurants on-site, there is a grocery store just outside the resort and overflowing amount of great cafes and restaurants. Well-worth the stay!

Family_with_children

10/10

Exceptional

05 May 2026

marae

Visited Sint-Marteen for the first time for my friend's 40th birthday. Love that this resort was pretty central. Close to restaurants, casinos, rhum tasting etc.

Staff friendly and helpful. Shuttle service was great. Felt safe. We had breakfast included and it was delicious. Beautiful views. Will stay again but in a room with a view.

Friends

10/10

Exceptional

05 May 2026

bill

beautiful large suite with nice view

Family

8/10

Excellent

04 May 2026

Ann

I reserved a room of a certain type but when I arrived they gave me a horrible dark dank single room on the ground floor with a sliding glass window that had no lock - and to make matters worse, the room's bathroom was outside the room in a nearby hallway. I REFUSED the assignment when I saw it.

To the hotel's credit, they immediately put me up for one night in a MEMBER'S available unit - B404 - an ocean facing suite on the highest hill which was lovely.

10/10

Exceptional

03 May 2026

Claudine

everything about this place is great!

Partner

10/10

Exceptional

03 May 2026

Lori

We had a fantastic time at this resort! Our room was in the perfect location in the marina building, ocean front and also beside a pool and bar. We had the breakfast buffet every morning, it was delicious with fresh fruit and a mix of different items every day. Service here was great and the staff are amazing. The resort is located within walking distance of bars and restaurants, also a few supermarkets. The market garden supermarket is about 10min walk but they have a much better selection.

Partner

6/10

Pleasant

02 May 2026

JOHN

There were many options for food and drinks in the resort. The pools were well kept.

Friends

10/10

Exceptional

02 May 2026

Sylvette

Breakfast was good had a pool view

10/10

Exceptional

02 May 2026

Margaret Rose

Everything was perfect except really hated the 10 AM check out without any ability to extend that later. That’s a very early checkout when most flights don’t take place until two or 3 o’clock in the afternoon

10/10

Exceptional

01 May 2026

William

The marina room we had was perfect. It was a mini apartment. Property was easy walking distance to groceries stores and restaurants surrounding property. We also lived the onsite property guarded parking. Would definently stay and recommend this property to anyone.

Partner

8/10

Excellent

30 Apr 2026

Tamisha

Great location close to restaurants, stores and night life

Friends

10/10

Exceptional

30 Apr 2026

Shanared

Comfortable stay , friendly staff and a lot of near by restaurants and activities on the beach convenient to get to

8/10

Excellent

30 Apr 2026

Charles

I always stay here but this time I choose the marina which was wayyyy in the back lol I had no idea I usually like staying in the front but stay was good room was supper big and clean! Love this area of St. Marteen because everything is close to this location!

Self

10/10

Exceptional

29 Apr 2026

Patrice

Very impressed about this facility clean room, clean pool very friendly staff. All amenities available. lots of parking for the rental. We highly recommend this place.

Family_with_children

10/10

Exceptional

29 Apr 2026

Jonathan

Clean, well staffed and organized.
Regular cleaning and maintenance and no issues the whole stay

Family_with_children

10/10

Exceptional

28 Apr 2026

Michael

Shuttle service was much needed and very quick

Family_with_children

8/10

Excellent

26 Apr 2026

Kevin M

Very walkable location and grocery store within the resort is very convenient. Excursion available right from the resort docks. Restaurants on site were very good. Breakfast buffest was plentiful. Very family friendly.

Family_with_children

10/10

Exceptional

26 Apr 2026

Benjamin

Simpson Bay Resort is a beautiful, well-maintained property with immaculate pools, cheerful staff, and a very convenient location. From our balcony in the Bougainvillea building, we could see Simpson Bay, Kim Sha beach, and even Saba island in the distance. Unlike many popular resorts, there were plenty of beach, pool, bar, and restaurant chairs available whenever we wanted them. We never really had to wait for anything. even traveling with toddlers. I would absolutely stay at Simpson Bay Resort again. And again.

Family_with_children

10/10

Exceptional

26 Apr 2026

christie

Clean room and everyone was very helpful and friendly

Friends

10/10

Exceptional

25 Apr 2026

David Suárez

Great

10/10

Exceptional

25 Apr 2026

Jeffery

We had a 4th floor one bedroom side unit and was perfect. Beds are comfortable and you have full size kitchens. Felt like a home away from home. Highly recommend.

Partner

10/10

Exceptional

23 Apr 2026

Martin La

Very clean room, great staff, security, cleaners, beautiful view.

Family_with_children

10/10

Exceptional

22 Apr 2026

Kimberly

Great experience. Very close to multiple pools and the beach. Rooms were clean and staff was super friendly. Would definitely stay again

Friends

10/10

Exceptional

22 Apr 2026

James Derrick

Great property, lovely beach, cute little piano bar. Close to many places in walking distance.

8/10

Excellent

21 Apr 2026

Vincent

We liked our stay, the beach wasn’t great. It a small beach right by the Marina. Food was okay, the room was very nice although we didn’t get an ocean view like we paid for. Very good and convenient location for a hotel with free WiFi and parking. Overall we had a great time

10/10

Exceptional

21 Apr 2026

Stephanie V

The view and everything around this resort is walking distance.

Family

10/10

Exceptional

20 Apr 2026

Treece Michele

We loved our stay. The room was beautiful, large and clean. Air conditioning worked great. We had a Studio with kitchenette, which was actually a complete kitchen with full size fridge/freezer. It was well stocked for 2. Coffeemaker, microwave, dishes, pans, utensils. We used the grocery store at the bottom of the hill. Loved the porch w/chairs and convenient drying rack. We were at the top of the hill which was very steep. But some helpful ladies told us right away to call for a shuttle. We used this regularly, not being as fit as we used to be, lol! It would have been tough without it. Our stay included the breakfast buffet at La Patrona which was fabulous!! So many options-from American to Caribbean fare. Plus fruit, protein options, juices etc. Loved it!! The view of the bay, sitting outside, was my favorite way to start the day! The head hostess lady there each day(missed her name😕) was incredible. She knew how much I liked the view and always gave us a table closest to the water. The resort is huge and goes up a steep hill. There are pools all over so many are super quiet. The beach is crowded of course but to be expected. Loved the Coco beach Bar Happy Hour! The ocean was quite stirred up when we were there but actually had great snorkeling right next to the jetty behind the bar. Saw fish, 3 cool cuttlefish/squid, and even found a conch with a small octopus in it! Had a car and explored the island. Hotel was close to where our boat trips left as well. I Recommend it!

Partner

8/10

Excellent

20 Apr 2026

Tiffany

Clean property. Staff was amazing. Close to a lot of restaurants and lounges. Room was cleaned every day

Self

10/10

Exceptional

19 Apr 2026

Yvonne

Breakfast was great.

Friends

10/10

Exceptional

17 Apr 2026

Jessica

I think this resort is in a great location. Love the beach, seating, drinks and the daily 2 for 1 specials. On arrival though, we got little to no direction on where our room was, or even a general overview - that would have been helpful.

Family

6/10

Pleasant

17 Apr 2026

Zachery

Be sure to lock your valuables in the safe. Wife kept her wedding rings in a small jewelry bag that was kept in the dresser since she didn’t want to wear them for breakfast/pool area. Come back and room was cleaned. Getting ready to go out to dinner that night and wedding band is missing. Unfortunately no proof that cleaning team took it, but it was sure a coincidence.Report it missing, but we already knew it was gone. You never think it will happen to you until it does. Icing on top of the cake is when I went to refuel rental car and gas station charged credit card 400 dollars and then gave me receipt for another charge for the gas. Did not see notification until we were back to resort.

8/10

Excellent

16 Apr 2026

Kacy

Clean room, some staff were excellent, others were rude. Resort restaurants were great and convenient.

Family

10/10

Exceptional

16 Apr 2026

Altion

Very clean, convenient and the staff was amazing

Family_with_children

8/10

Excellent

16 Apr 2026

Michelle

It was great!! I'd stay there again!!

Friends

10/10

Exceptional

16 Apr 2026

Desiree Polonia

All great. No breakfast

10/10

Exceptional

15 Apr 2026

Nicole

Always my first choice! Staff and rooms are great and the beach is family friendly and free of seaweed!

Family_with_children

10/10

Exceptional

15 Apr 2026

Robert

N/a

Family_with_children

8/10

Excellent

15 Apr 2026

Amani

Paying to go to that gym is bananas. Everything else is fantastic though.

10/10

Exceptional

15 Apr 2026

Daniquica

I enjoyed my stay at SBMR. We visited 3 of the pools on property and the beach. We didn’t eat at any of the restaurants, however the rooms had a full kitchen so I was able to cook breakfast some mornings. The property had plenty of parking available if you get a rental car. My only issue is the layout of the property. It’s not walkable so you really don’t get to see the entire hotel only the area your room is located, however they do provide shuttle service.
The hotel is centrally located near night life, plenty of restaurants and grocery store.

Family_with_children

10/10

Exceptional

13 Apr 2026

Zhanna

Amazing place

Family_with_children

10/10

Exceptional

12 Apr 2026

jennifer

Perfect room with beach view and all necessary amenities on property. We will come back.

Family_with_children

10/10

Exceptional

12 Apr 2026

Karpentier

El desayuno estuvo muy bien solo que cuando pusieron el huevo frito en el anime se derritió y sabia raro.
La habitación tenía vista a la playa espectacular.
El aire acondicionado no estaba funcionando bien, hizo calor .
El piso muy resbaladizo.

Family_with_children

10/10

Exceptional

12 Apr 2026

Brian

The property was as described. Great place for a first visit due to location and amenities. Would stay there again !

6/10

Pleasant

11 Apr 2026

Kerrine

The hotel itself was average and clean, the kids were happy because they mainly wanted to enjoy the pool and the sea — and those needs were met. What really affected our stay, though, was how we were treated by some of the staff. Unfortunately, I’ve experienced this before in parts of the Caribbean, and it’s disappointing every time.

There were moments where we were clearly ignored in ways that others were not. For example, the beach staff refused to set up an umbrella and chairs for us, telling us to find an existing one at the back, while other guests were being set up right at the front by the water. I needed to be near the shoreline so I could watch my kids safely, but that courtesy wasn’t extended to us.

Similarly, spa staff walked around offering menus to everyone except us. We had actually planned to book treatments, but after being overlooked like that, we decided not to.

Despite these experiences, we absolutely LOVE St. Maarten — the island itself is wonderful, and we always enjoy being there. It’s just disappointing when moments like these take away from what should be a joyful visit, especially given that the Caribbean is my own heritage and yet I’m made to feel unwelcome while enjoying the progress we’ve all worked hard for.

10/10

Exceptional

10 Apr 2026

Ruth

Quiet and safe with many amenities

Partner

8/10

Excellent

09 Apr 2026

Diana E.

Room very clean with a fully equipped kitchen! The staff at front desk and in general are pretty helpful, never bother you and they always answer if asked. The included breakfast buffet was ok. Nothing great or bad to say about it… but the view from the table and the beaches in general, or the pools!!! Absolutely beautiful!

Family_with_children

8/10

Excellent

09 Apr 2026

Michelle

My kids and I enjoyed our stay! We got a 1BR Deluxe Suite and our view from the balcony was beautiful! Convenient location, within walking distance (for active people) of various beaches, restaurants and activities such as Captains Rib Shack, Skip Jacks, and Lotus Night club. Shuttle service to/from the main strip and around the resort was prompt, with the exception of one time our entire stay. The room decor is a little dated, but our room was clean upon arrival. Although I declined housekeeping for the length of our stay, they were present on our floor daily. The breakfast included was decent. Staff from front desk to shuttle drivers and servers were all polite and accommodating. My kids want to give a shoutout to Mr. Mac on the shuttle! Pools were well maintained and swim up bar was a nice touch.

Family_with_children

10/10

Exceptional

09 Apr 2026

Natasha

Beautiful Ocean View, everything you need in on the resort. Beautiful beach, swimming, excellent property.

10/10

Exceptional

07 Apr 2026

Bogdan

Good place to stay

Friends

10/10

Exceptional

06 Apr 2026

Holly

Amazing resort. So big and so many things to do! Highly recommend!! Best beach!

Partner

10/10

Exceptional

05 Apr 2026

Konark

Perfect ocean view room. Very clean and resort. Beach was easily accessible but if you shuttle is required it's easily available.

10/10

Exceptional

05 Apr 2026

Erin

A great hotel. We were all the way at the top of a hill. Thankfully we are in shape that it was fine. But someone disabled or overweight would not be able to walk that. Tons of space at the pools. Food at the restaurants was very good. We loved it and got our exercise.

Partner

10/10

Exceptional

05 Apr 2026

Tanya

Nice place to stay right near all the hot spots! Big resort and lots to do!

6/10

Pleasant

05 Apr 2026

mitch

Nice but a bit dated

Friends_and_family Family

10/10

Exceptional

04 Apr 2026

MARIANNA

The property is not new and some things are showing that - bathroom amenities, kitchen appliances, furniture, etc. overall the room's size is big and really good for a family of 4. You don't feel crowded. Property has a beautiful beautiful view on the ocean. Ocean and beach clean and always easy to find chairs. Elvis was the best taking care of us. Overall we loved it. Everyone genuinely want to help you. Everything super chill.

Family_with_children

10/10

Exceptional

02 Apr 2026

Tysa

My overall experience staying at the Simpson Bay Resort and Spa was excellent.

Family_with_children

10/10

Exceptional

02 Apr 2026

Orett

Yes

Partner

6/10

Pleasant

01 Apr 2026

Christopher

This was a decent place to stay. The room was outdated and somewhat cheap but it was comfortable. Beach was great. Staff was ok.

Family_with_children

2/10

Poor

31 Mar 2026

Vanessa

N/a

8/10

Excellent

30 Mar 2026

Guy

Wasn't bad... no complaints but I've stayed at better resorts in sint maarten

Family_with_children

10/10

Exceptional

29 Mar 2026

Farid

Great place to stay in St-Martin, practical location

Friends

10/10

Exceptional

28 Mar 2026

Allan

The room was clean, the location quiet, the pool was clean and not overly busy, and staff regularly cleaned the room and changed the towels. Although the location is hilly, the resort operates an internal shuttle bus on request.

Partner

8/10

Excellent

28 Mar 2026

Emernique

The staff was professional, friendly, and helpful towards guest. I truly enjoyed my time at Simspon Bay Resort and hope to visit again in the future.

10/10

Exceptional

27 Mar 2026

Catherine

Great resort in a wonderful location. Nice to have a suite w kitchen. Lots of good restaurants, big gym and grocery store on site and lots of other amenities nearby. The beach is beautiful. Wonderful place from which to experience island life, close to airport. Staff are helpful. Totally recommend.

10/10

Exceptional

26 Mar 2026

Bedri

We were on the 5th floor on top of the hill dacing ocean. The view is breath taking. It was an amazing place. We can’t wait go back!!

Family_with_children

10/10

Exceptional

26 Mar 2026

RAZVAN

The ocean was visible

10/10

Exceptional

23 Mar 2026

Judith

Everything was fabulous. Room faced the Marina.

Friends

10/10

Exceptional

23 Mar 2026

Daniella

Everything you need to have a perfect vacation. Close to activities, spacious rooms, tons of activities, restaurants on site are quite nice. Particularly enjoyed the beach bar. Staff is exceptional. Can go on and on.

Partner

10/10

Exceptional

23 Mar 2026

Summer

What a beautiful resort, so clean and the staff are so friendly and helpful!
This resort offers so much for everyone. Location was also awesome!! My husband and I took our 4 kids. Ages 21,21, 18 & 10 everyone had the BEST time!

10/10

Exceptional

22 Mar 2026

Frederick

The resort was wonderful! Lots of pools and restaurants and the beach was lovely. All of the staff that we encountered was fantastic as well.

It is conveniently located a short drive from the airport and both capitals with ample safe parking. It was also an easy walk to lots of off-site dining options.

My only regret would be not trying any of the boat excursions listed on the back of the activities guide - maybe next time.

Family

6/10

Pleasant

20 Mar 2026

Amanda

The rooms were clean. I paid more for suite hoping for a better view and was on the first floor with virtually no view at all. The staff said they were fully booked and would try again in a couple days to relocate us but we never heard another word. There were very few staff members that appeared happy in general and the female security guards were extremely rude every single day. Cabs are not readily available at this resort, and the security guards act like it’s a problem to call for one. The restaurant/bar on the beach is overpriced and those staff members are rude too. You also must get to the beach by 8am if you want an umbrella, otherwise Elvis will claim it’s too windy to put one up. Overall, this resort should be a three star at most and I would never go back. The locals in Aruba and Jamaica are FAR MORE FRIENDLY than these locals.

Partner

10/10

Exceptional

19 Mar 2026

Natasha

Omg! Sint Marteen was AMAZING the resort, PERFECT! Staff were so nice & friendly! They kept me laughing. The stay was so comfortable. I would stay here EVERY TIME! I absolutely loved it! 10/10 HIGHLY RECOMMEND!

Family_with_children

10/10

Exceptional

19 Mar 2026

Alison Ann

Great stay , ocean view room . Clean , very friendly and responsive staff!

10/10

Exceptional

18 Mar 2026

Daniel

Check-in was friendly, fast and efficient. The view from my room was fantastic. I will definitely be back!

Business

10/10

Exceptional

17 Mar 2026

Perrie

No complaints

Self

2/10

Poor

16 Mar 2026

Sophie

Huge sprawling Americanised resort - buildings are very tired and rooms dated. So many rules on pool towels/ parking/ check out at 10am and wouldn’t extend even though there are hundreds of rooms. Breakfast not great. Staff very friendly is the only good point. We only stayed for one night as we had to find somewhere last minute as our flight was changed.

10/10

Exceptional

16 Mar 2026

Geoffrey Norman

Room was perfectly situated, good exercise walking up the hill. Never disappoints!

8/10

Excellent

15 Mar 2026

LISA A

Great bang for the $
Nice area with things to do!

2/10

Poor

15 Mar 2026

David

We stayed in old hotel part of the resort and it was a total dump! Stay somewhere else!!

Family

10/10

Exceptional

13 Mar 2026

ROBERT

Had to request a room change. The picture on your site showed water view but was stuck in a non water room

6/10

Pleasant

08 Mar 2026

John

Staff were friendly but not exceedingly helpful. Someone could have taken 2 minutes to show us to our room. Instead we struggled to find the place in the rain. Also, when we entered the room we noticed a message that they would fumigate room next day and we climbed to have that done. The property should do that when place is vacant. Does not make for a great impression when one first arrives. The room is designed nicely but a little tired and needs to become modernized. I had assumed that the gym would be included but not so. One has to pay extra for that. Lastly… room cleaning seems very erratic. We ran out of towels and had to ask for cleaning. Would not rate this anywhere near a 9 but more like a 6.5.

Partner