Explore top 2026 4 Star Hotels in Hoopers Island

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Top Hoopers Island 4 Star hotels

Hyatt Regency Chesapeake Bay

100 Heron Blvd Cambridge MD

Fully refundableReserve now, pay when you stay

$262 nightly

$297 total

Aug 25 - Aug 26

Total with taxes and fees

This smoke-free resort features a private beach, a golf course, and a full-service spa. Bring the family and enjoy the children's club, mini golf, and children's ...

8.8/10 Excellent! (1,004 reviews)

"⭐⭐⭐⭐⭐ First-Class in Every Way From the moment we arrived until the day we reluctantly checked out, the Hyatt Regency Chesapeake Bay exceeded every expectation. This isn’t just a hotel—it’s a destination. We made the most of everything the resort has to offer. We spent hours relaxing by the beautiful ..."

Reviewed on Aug 6, 2026

Walk to Dtwn: Waterfront Eastern Shore Townhome!

Cambridge MD

An outdoor pool is featured at this apartment, along with free WiFi in public areas and barbecue grills.

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

4 Star Hotels Hoopers Island

Looking to live it up on your vacation with a bit of luxury? Or maybe you’ve decided that your boss can afford to put you up at a place of your choice on your next business trip?

Come on, you deserve it!

The best part about staying in Hoopers Island 4 star hotels is that you’ll often be close to all the local sights and attractions. Whether you’re visiting the area for the first time or you’re back in town for more fun, a 4 star hotel is going to put you right in the heart of all the action.

Plus, you can rest easy knowing that you’re being well taken care of during your visit. Instead of worrying about where to eat or what to see, your friendly hotel staff will be happy to help you get whatever you need.

The best four star hotels in Hoopers Island will also frequently include access to high-quality fitness centers and pools, so you’ll feel like you’re staying in an exclusive resort rather than a hotel. You won’t have any excuse for not keeping up with your workout routine!

If you’re looking for 4 star hotels in Hoopers Island, you’ll find the most bang for your buck by booking your stay with Travelocity. Go explore a new city, and know you’re getting the best deal on a great hotel with the Travelocity Price Guarantee.

Recent Hoopers Island hotel reviews by fellow wanderers

Hyatt Regency Chesapeake Bay

5 out of 5

Posted 7 hours ago

Travelocity Verified Review

"⭐⭐⭐⭐⭐ First-Class in Every Way From the moment we arrived until the day we reluctantly checked out, the Hyatt Regency Chesapeake Bay exceeded every expectation. This isn’t just a hotel—it’s a destination. We made the most of everything the resort has to offer. We spent hours relaxing by the beautiful pool with attentive waitress service, rented bikes to explore the property, took Sea-Doos out on the bay for an unforgettable afternoon, enjoyed a round of mini golf, and then retreated to our luxurious suite to unwind in comfort. Every experience was seamless and first class. What truly sets this resort apart is the staff. Every employee we encountered was genuinely friendly, welcoming, and eager to help. Their attention to detail and commitment to making our stay special never went unnoticed. The grounds are immaculate, the amenities are outstanding, and the entire resort strikes the perfect balance between luxury and relaxation. Whether you’re looking for adventure, a romantic getaway, or simply a place to recharge, this property delivers. We’ve stayed at many resorts over the years, and this one ranks among the very best. We left already talking about when we can come back. Five stars without hesitation."

A verified traveler stayed at Hyatt Regency Chesapeake Bay

Hilton Garden Inn Solomons

4 out of 5

Posted 1 day ago

Travelocity Verified Review

"Overall the stay was a bit disappointing. All the computers were down on the day of Check-in (Friday July 31 2026) so it was a VERY long wait to get into my two already reserved, pre-paid for rooms. Staff seemed mostly unbothered & wasn’t really talking much to the guests waiting, which was a bit frustrating. I have to mention that the lobby area was extremely hot & didn’t seem to have much AC going, which made it all more miserable. I assume the computer system starting working again later that night as I was called by the front desk staff around 10:00pm to confirm which of my “party” were in which room (although I watched them write it down when we were finally issued our room keys cards) & then I was called again at 10:30pm to request I come down to put a credit card in the system, understandable that a card needs to be on file, but I was traveling with two very young children so to call my room that late and wake everyone up twice was absolutely ridiculous. Later the next night I needed an extra roll of toilet paper, no one was at the front desk, I called out a “Hello”, but got no answer. After roughly 10 minutes the front desk phone rang then a staff member magically appeared from the back area. The water pressure of the shower was horrible & actually cut out more than once during my shower. The “breakfast buffet” was high priced & looked un-appetizing. All that being said the only positives were the common areas & our rooms were clean upon arrival. Would not stay again."

A verified traveler stayed at Hilton Garden Inn Solomons

Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD.

5 out of 5

Posted 3 weeks ago

Travelocity Verified Review

"This was a return trip for me, as always the property was clean, comfortable, quiet, The communication with the host was excellent, and we’ll definitely be back in the future to enjoy the gem that Hoopers Island is. Thank you for sharing your property again."

A verified traveler stayed at Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD.

'The Bayside Escape' Remote Chesapeake Bay Estate

5 out of 5

Posted 1 month ago

Travelocity Verified Review

"This is great property for folks looking for accessibility - there’s a ramp and primary bedroom / bath are on the main floor. This was a must for us as we were traveling with elderly parents with limited mobility. The setting is scenic but the location is more remote than some — so good for those looking for a quiet and relaxing time. We enjoyed nearby restaurant called “Old Salty’s.” We appreciated how responsive the host was to our suggestions and questions. We appreciated small details, like laundry baskets in the rooms as well as Tupperware in the kitchen, puzzles and card games in the sitting area. I believe the host is continuing to add more amenities as guests send more suggestions!"

A verified traveler stayed at 'The Bayside Escape' Remote Chesapeake Bay Estate

Sunrise Waterfront Cottage in Beautiful Hoopers Island

5 out of 5

Posted 1 month ago

Travelocity Verified Review

"This is our second stay at this property. We liked so much that we brought along our dog. Lora was great to work with. We love the dock for crabbing and the quiet for just relaxing. Our dog loved splashing around at a nearby “beach” that was short walk away. She was unsure of getting in the water from the rocks and dock. Weather during our stay was hot and humid, but this property had fantastic air conditioning. Already thinking about our next visit. Also, thank you to the neighbor for the lesson on soft shelled crabs."

A verified traveler stayed at Sunrise Waterfront Cottage in Beautiful Hoopers Island