Hyatt Regency Chesapeake Bay Review
I recently stayed at the Hyatt Regency Chesapeake Bay for a weekend and took advantage of Hyatt’s unlimited golf package. This is a property that seems to either be loved or hated.
It is one of the better options in the United States for a Hyatt category 4 certificate because of how high the cash prices can go in the summer months. The hotel has been moved to a category 5 since initially writing this. I really enjoy the hotel but I don’t think I would spend the 23,000 points required in the summer now. The Hyatt Regency Chesapeake Bay is reachable from the Washington and Baltimore areas, but it isn’t easy to get to for sure. In my Hyatt Regency Chesapeake Bay review I’ll discuss my stay, the room, property, amenities, cost and my overall thoughts.
Update 7/2/22: I updated the post some after our recent stay last weekend. I was able to add in some pics / thoughts on breakfast and some other activities I wasn’t able to partake in last time.
The Hyatt Regency Chesapeake Bay is now a category 5 Hyatt hotel. With Hyatt’s new dynamic(ish) pricing the point cost per night can be 17,000 / 20,000 / 23,000 depending on if it is non peak, standard or peak. I had visited in October when cash prices were more reasonable and I booked one of the unlimited golf packages. So I paid $379 a night plus tax for the room which included unlimited golf for 2. We were able to get 36 holes in and had another 18 booked in the morning that we bailed on. For the first night of the weekend I used a free night certificate (when it was a category 4 hotel).
The Hyatt Regency Chesapeake Bay is located about an hour and a half away from Baltimore (BWI) or Washington (DCA). Because of the distance, I had to rent a car and make the drive from Baltimore. I ended up renting at an off site car rental location because they were completely booked up everywhere that weekend. I even got the last car on the lot. The person in line behind me, who had a reservation, was turned away because they didn’t have expected returns yet.
On the way to the Maryland Shore, I decided to break up the trip a bit and stop in Annapolis for lunch. Annapolis is mostly on the way and about a half hour from the BWI airport. I recommend having a parking garage picked out before making the drive because parking can be chaotic down there. It was packed for a Friday afternoon, but it was a football weekend and UCF was in town for the game. It was well worth the detour and I can not wait to go back.
Check In / Lobby
The lobby area of the Hyatt Regency Chesapeake Bay is pretty nice with views out to the water. Check in was fairly quick, although they only have a few desks set up off to the side. I could see this being a major problem during peak summer season with a long line to check in.
There is ample parking on site but depending on how busy it is you could have quite the walk after parking. Parking was $10 a night, which is a reasonable price but it isn’t in a city so should have never been charged anyway.
On the second stay I was able to park in the lot closest to the door (Globalist perk?), quite a bit closer, without a charge.
Hyatt Regency Chesapeake Bay pic.twitter.com/DTNmIXhRhP
— Mark Ostermann (@DetroitMark) December 20, 2021
Hyatt Regency Chesapeake Bay Review: Hotel Room
I was upgraded to a suite with my Globalist status although the room set up was a bit strange. It was one really long room that didn’t feel quite right. The TV was at a weird angle from the beds and they threw a couch in there to fill up space I guess. If I were working at the location I would have appreciated the desk though. I was most upset that I had a parking lot view instead of a water view. I would have given up a suite for a better view, especially this “suite”, but it is my fault for not saying that at check in. They had a few weddings going on and were pretty full so I am not sure if it would have mattered anyway.
The room was a little worn and showing its age for sure. I could see why someone paying prime time summer rates would be upset by this. The bathroom was really dated and in need of remodeling. The grounds are amazing and why you should visit the property and make up for the shortcomings in the rooms.
On our second stay in 2022 we did not receive an upgrade and once again had a parking lot view. It appears Globalists are not prioritized at this property or I was just unlucky two times.
Public Areas / Attractions
The Hyatt Regency Chesapeake Bay is a true resort. It has a beach, infinity pool, kids pool, water slides, an indoor pool, arcade, a golf course, putt putt, kayak rentals and multiple restaurants. The views are pretty amazing and there are even walking trails around the water and golf course. You can spend a weekend here and have a ton to do. I love that they have floating movie nights in the indoor pool. There is a lobby bar on the lower level, under check in, with water views and a couple of restaurants on site. Although the one I was most interested in, Blue Pointe Provision Company, was closed for the year because of covid (it is now back open but they were only offering a dinner buffet).
The outdoor areas are the gem of this hotel. The beach area is beautiful, although small, but I don’t know that I would swim much in it. The water is brackish and better to relax by or look at in my opinion. There are fire places, outdoor bars by the pool and stunning views all around. I am a sucker for bridge views.
Fun Family Activities
On my second trip I brought along the wife and kids during the peak summer season. The hotel did a great job of having fun activities for the families. There was a pineapple eating contest, a water slide race, cornhole tournament, movie screening out by the pool and a ton more. They really did offer enough that you never really needed to leave the resort.
I played the 9 hole putt putt course with kids this time around too. It was very basic but still fun. We also rented two double kayaks for a half hour each and rowed along the shoreline. The cost was $30 for the half hour per kayak. I think an hour would have been $45 each.
I really enjoyed the golf course. I ended up renting clubs to make it easier versus bringing my own. They were Callaway clubs, and in good order, so I would probably do that again. The course was challenging but not overly tough. I wish there had been more water views but it was in great shape and I would play it again in a heartbeat. Hole 17 & 18 are stunning as well. If you are not a golfer you can still sit on the hill overlooking hole 18 and admire its beauty. They even have a Hyatt Regency branded beer which was kind of cool. It comes from a local brewery called RAR (more on this place later).
The lounge / restaurant area of the golf course left a lot to be desired. We stopped in between rounds and the food was not very good and the service was poor overall. I usually enjoy golf course restaurants but this one was well below average.
Hyatt Regency Chesapeake Bay Review: Breakfast
The breakfast is served in the Water’s Edge Grill and a full menu credit if you have Globalist status. They also offered a buffet while we were there. We decided to do the buffet and I also ordered a fresh omelette which was another option. The buffet was your standard fare and nothing overly special. There were no complaints about breakfast and nothing really stood out either. The entire balance, including the tip, was covered as Globalist benefit.
The normal cost for the buffet would have been $25 per adult and then the kids were billed their age, so $8 and $10. The kids price offers value for sure if paying cash but I wouldn’t pay $25 for it as an adult. Although, that price is pretty standard for a hotel breakfast.
I really enjoyed downtown Cambridge which is only a few minutes from the hotel via car. We went downtown both nights to eat and go to RAR Brewery. If you are a craft beer fan this brewery is worth the trip on it’s own. It is WORLD CLASS. They also had some pretty great food as well. The second night we ate at Ava’s Pizzeria which was really good as well and worth checking out for pizza lovers. I heard good things about Theo’s Steaks around the corner but we didn’t make it there.
If you don’t mind a little drive, and love oysters, head to Suicide Bridge Restaurant. The seafood is really good and the views are stunning. Be there for sunset to get this view!
Hyatt Regency Chesapeake Bay Review – Final Thoughts
I really don’t understand why this property is so divisive. The rooms are a bit dated for sure but for 15,000 points a night, or a free night cert, it doesn’t bother me a ton. If I were paying $600-$700 a night in the summer, then sure, I could see being upset by that. The real gem of this place is the common areas, particularly outside.
The views are great, the pools are plentiful and awesome. The resort offers everything you need to stay entertained for the entire weekend. Plus, there is a really charming downtown just minutes away to grab some dinner and drinks. We finished off each night at Blue Ruin which has a live atmosphere and had some really good live music outside one of the nights we were there.
I have already booked a weekend this summer to go back with the family. It was a great way to burn up my last two free night certificates. I guess that is all you need to know to see if I enjoyed it or not.