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Our top choices for Eastern Shore romantic hotels




1. Fantastic Beach Condo, Linens Included!
Fantastic Beach Condo, Linens Included!North Ocean City
10.0 out of 10, Exceptional, (86 reviews)
10/10
Exceptional
(86 reviews)
"Great communication from owner. The condo was well appointed and has a great location! Thank you!"
"Great communication from owner. The condo was well appointed and has a great location! Thank you!"Lisa S.
The price is ¥15,690
¥15,690
¥51,297 total
includes taxes & fees
Dec 2 - Dec 3




2. Beach Paradise IV-Downtown Waterfront, Top Floor, Luxury Penthouse Condo
Beach Paradise IV-Downtown Waterfront, Top Floor, Luxury Penthouse CondoDowntown Ocean City
9.8 out of 10, Exceptional, (90 reviews)
9.8/10
Exceptional
(90 reviews)
"Beautiful condo, we had a really nice time and want to come back again!!"
"Beautiful condo, we had a really nice time and want to come back again!!"Lisa K.
The price is ¥7,132
¥7,132
¥55,380 total
includes taxes & fees
Nov 9 - Nov 10




3. Private 3 room Queen Suite w/Kitchenette
Private 3 room Queen Suite w/KitchenettePort Deposit
10.0 out of 10, Exceptional, (33 reviews)
10/10
Exceptional
(33 reviews)
"The Port Deposit area is a favorite "mini-vacation" location with great bars/restaurants and beautiful walks. We've stayed at this property a number of times and we've found the rooms to be perfect for our needs. "
"The Port Deposit area is a favorite "mini-vacation" location with great bars/restaurants and beautiful walks. We've stayed at this property a number of times and we've found the rooms to be perfect for our needs. "Lance W.
The price is ¥27,734
¥27,734
¥49,725 total
includes taxes & fees
Nov 9 - Nov 10




4. Its A Family Friendly House. Next To Convention Center. Minutes From The B.Walk
Its A Family Friendly House. Next To Convention Center. Minutes From The B.WalkMidtown Ocean City
8.0 out of 10, Very good, (1 review)
8.0/10
Very good
(1 review)
"Open and spacious"
"Open and spacious"william p.




5. Best of Delaware - Fit for a QUEEN- Walk to Beach, Pet Friendly, Hot Tub, Pool
Best of Delaware - Fit for a QUEEN- Walk to Beach, Pet Friendly, Hot Tub, PoolCanal
9.6 out of 10, Exceptional, (35 reviews)
9.6/10
Exceptional
(35 reviews)
"Very clean and beautiful property that is very close to downtown Rehoboth Beach."
"Very clean and beautiful property that is very close to downtown Rehoboth Beach."Erin Y.
The price is ¥15,690
¥15,690
¥20,403 total
includes taxes & fees
Nov 9 - Nov 10




6. Private Suite w/sitting room in the heart of Brandywine Valley
Private Suite w/sitting room in the heart of Brandywine ValleyWilmington
10.0 out of 10, Exceptional, (215 reviews)
10/10
Exceptional
(215 reviews)
"An outstanding rental, we stayed six nights and loved the location. Had a lovely pond next door with walking/running path."
"An outstanding rental, we stayed six nights and loved the location. Had a lovely pond next door with walking/running path."Melissa
The price is ¥23,772
¥23,772
¥33,717 total
includes taxes & fees
Nov 9 - Nov 10




7. Cozy Spring House in Gorgeous Chadds Ford!
Cozy Spring House in Gorgeous Chadds Ford!Chadds Ford
9.8 out of 10, Exceptional, (92 reviews)
9.8/10
Exceptional
(92 reviews)
"We enjoyed Cozy Cottage and would come back again!"
"We enjoyed Cozy Cottage and would come back again!"ken s.
The price is ¥31,696
¥31,696
¥53,655 total
includes taxes & fees
Nov 15 - Nov 16




8. Chesapeake Cottages- 2 Quaint Waterfront Retreats
Chesapeake Cottages- 2 Quaint Waterfront RetreatsPasadena
9.6 out of 10, Exceptional, (24 reviews)
9.6/10
Exceptional
(24 reviews)
"Excellent Property"
"Excellent Property"Buu T.
The price is ¥57,053
¥57,053
¥95,392 total
includes taxes & fees
Nov 9 - Nov 10




9. 2 Bedroom 2 Bath - Pack House Cottage Lancaster County PA
2 Bedroom 2 Bath - Pack House Cottage Lancaster County PAQuarryville
10.0 out of 10, Exceptional, (104 reviews)
10/10
Exceptional
(104 reviews)
"Beautiful property...a true home away from home. "
"Beautiful property...a true home away from home. "Marilyn B.
The price is ¥25,357
¥25,357
¥47,674 total
includes taxes & fees
Nov 15 - Nov 16




10. Groups, Family Reunions, Events, Retreats, Wedding and Bachlorette Party
Groups, Family Reunions, Events, Retreats, Wedding and Bachlorette PartyCanal
10.0 out of 10, Exceptional, (2 reviews)
10/10
Exceptional
(2 reviews)
"We had an excellent weekend. We rented the entire Inn and it was comfortable and accommodating for everyone! I would definitely go back in the summer to enjoy the beach!"
"We had an excellent weekend. We rented the entire Inn and it was comfortable and accommodating for everyone! I would definitely go back in the summer to enjoy the beach!"Nichol w.
The price is ¥475,282
¥475,282
¥681,899 total
includes taxes & fees
Nov 30 - Dec 1
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.
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.
Top Eastern Shore Hotel Reviews




Mar Bella Boutique Hotel & Spa
Mar Bella Boutique Hotel & SpaBayside
10/10 Excellent
Mar Bella is the PERFECT couple (or solo) weekend getaway. Nestled right between the coast line and the main city, you’re never far from anything. The location, amenities, rooms and guest services are all there in such an intentional way. Book your stay now!
Mar Bella is the PERFECT couple (or solo) weekend getaway. Nestled right between the coast line and the main city, you’re never far from anything. The location, amenities, rooms and guest services are all there in such an intentional way. Book your stay now!
Kennedi




Hummingbird Inn
Hummingbird InnEaston
10/10 Excellent
My wife and I were celebrating our 15th anniversary and the Hummingbird Inn was the perfect relaxing and romantic getaway. Eric and Michael are gracious and accommodating hosts. The Inn is gorgeous. Our room was elegant yet comfortable. There are plenty of restaurants within walking distance and lots of cool shops to check out. I also want to throw a shout out to Storm and Daughters Ice Cream which we walked to after dinner because it’s maybe the best ice cream we’ve ever had. Then back to the...
My wife and I were celebrating our 15th anniversary and the Hummingbird Inn was the perfect relaxing and romantic getaway. Eric and Michael are gracious and accommodating hosts. The Inn is gorgeous. Our room was elegant yet comfortable. There are plenty of restaurants within walking distance and lots of cool shops to check out. I also want to throw a shout out to Storm and Daughters Ice Cream which we walked to after dinner because it’s maybe the best ice cream we’ve ever had. Then back to the...
Robert




The Oaks Waterfront
The Oaks WaterfrontEaston
10/10 Excellent
Absolutely perfect little 3 day get away. The entire atmosphere was excellent, great complementary breakfast from menu, beautiful modern rooms, perfectly manicured landscaping with lots of seating for relaxing by the water. The entire staff were so friendly and helpful. We made an excellent choice and would definitely go back. 10+ out of 10.
Absolutely perfect little 3 day get away. The entire atmosphere was excellent, great complementary breakfast from menu, beautiful modern rooms, perfectly manicured landscaping with lots of seating for relaxing by the water. The entire staff were so friendly and helpful. We made an excellent choice and would definitely go back. 10+ out of 10.
William




The Ivy Hotel
The Ivy HotelMidtown
10/10 Excellent
My stay at The Hotel Ivy was an experience I will never forget. This charming upscale hotel makes you feel welcome from the moment you step out of your car. This is 5 star elegance in a warm and comfortable atmosphere. The restaurant, high tea, rooms, and complimentary services are first rate.
The staff at The Ivy Hotel are exceptional. They take the time to know your name, your preferences, and make you feel at home. My best friend and I equally enjoyed getting to know the people who...
My stay at The Hotel Ivy was an experience I will never forget. This charming upscale hotel makes you feel welcome from the moment you step out of your car. This is 5 star elegance in a warm and comfortable atmosphere. The restaurant, high tea, rooms, and complimentary services are first rate.
The staff at The Ivy Hotel are exceptional. They take the time to know your name, your preferences, and make you feel at home. My best friend and I equally enjoyed getting to know the people who...
Regina




Hampton Inn & Suites Chincoteague Waterfront
Hampton Inn & Suites Chincoteague WaterfrontDowntown Chincoteague
10/10 Excellent
Hampton Inn is our go-to family hotel, so we've stayed in a bunch, and several have been really nice. This one is the cleanest, friendliest, most-beautifully set we have stayed at. The view from our balcony was amazing. My 5 year old saw her first jelly fish and dolphins swimming in the channel, from our balcony. The beds were very comfortable - there was even a good night light in the bathroom. The breakfast was very well stocked, well managed, and there was plenty of seating, again, with...
Hampton Inn is our go-to family hotel, so we've stayed in a bunch, and several have been really nice. This one is the cleanest, friendliest, most-beautifully set we have stayed at. The view from our balcony was amazing. My 5 year old saw her first jelly fish and dolphins swimming in the channel, from our balcony. The beds were very comfortable - there was even a good night light in the bathroom. The breakfast was very well stocked, well managed, and there was plenty of seating, again, with...
Kate




Inn at Perry Cabin
Inn at Perry CabinDowntown St. Michaels
10/10 Excellent
This is an elegant old hotel with lovely gardens and a great view of the bay. Restaurant was very nice with fantastic views and excellent food. Best crab cakes ever! The main part of the hotel is original with low ceilings and uneven floors, and has several nice sitting rooms, nooks and alcoves. Reminds me of some European hotels I have visited.
This is an elegant old hotel with lovely gardens and a great view of the bay. Restaurant was very nice with fantastic views and excellent food. Best crab cakes ever! The main part of the hotel is original with low ceilings and uneven floors, and has several nice sitting rooms, nooks and alcoves. Reminds me of some European hotels I have visited.
Norm




Sandaway Suites & Beach
Sandaway Suites & BeachOxford
10/10 Excellent
I took a solo trip and picked the perfect spot. This family owned inn is great for a family trip, a romantic getaway, or for a quiet escape by yourself. The owners are such a welcoming family and made me feel very like VIP. I will be going back and recommend Sandaway to anyone looking for that getaway in the Eastern Shore. Thank you Gibson Family for a wonderful experience!
I took a solo trip and picked the perfect spot. This family owned inn is great for a family trip, a romantic getaway, or for a quiet escape by yourself. The owners are such a welcoming family and made me feel very like VIP. I will be going back and recommend Sandaway to anyone looking for that getaway in the Eastern Shore. Thank you Gibson Family for a wonderful experience!
joseph




Holiday Inn & Suites Ocean City by IHG
Holiday Inn & Suites Ocean City by IHGDowntown Ocean City
10/10 Excellent
Absolutely no complaints about our stay. Allowed an early time to check in and a hour late check out. Quiet place right on the boardwalk far enough away from public parking that it wasn’t crowded. If there is any complaint it would be minimum parking to where the overflow parking gets completely full that we were lucky to even get a spot in there. I wouldn’t even call that a complaint, just find your spot and that’s that. Balcony was spacious for us to play card games late night with 6-8 people....
Absolutely no complaints about our stay. Allowed an early time to check in and a hour late check out. Quiet place right on the boardwalk far enough away from public parking that it wasn’t crowded. If there is any complaint it would be minimum parking to where the overflow parking gets completely full that we were lucky to even get a spot in there. I wouldn’t even call that a complaint, just find your spot and that’s that. Balcony was spacious for us to play card games late night with 6-8 people....
Anthony




Lighthouse Club Hotel
Lighthouse Club HotelMidtown Ocean City
10/10 Excellent
The Lighthouse Hotel is very nice with large suites and a beautiful view of the bay. You can walk to the beach or to many great area restaurants and nightclubs. I loved the nightly turn down service. The staff lights candles, leaves breakfast for you & puts chocolates on the pillows.
The Lighthouse Hotel is very nice with large suites and a beautiful view of the bay. You can walk to the beach or to many great area restaurants and nightclubs. I loved the nightly turn down service. The staff lights candles, leaves breakfast for you & puts chocolates on the pillows.
Holly




The Edge at Fager's Island
The Edge at Fager's IslandMidtown Ocean City
10/10 Excellent
Stayed for my wife’s birthday beginning of April, the weather wasn’t so great. But have only complaint and its about the bed, it would sink towards the middle. But other than that it was amazing. The view was great and the staff was friendly and helpful. We stayed in the edge the riviera suite.
Stayed for my wife’s birthday beginning of April, the weather wasn’t so great. But have only complaint and its about the bed, it would sink towards the middle. But other than that it was amazing. The view was great and the staff was friendly and helpful. We stayed in the edge the riviera suite.
Lorienny




Shore Point Cottages
Shore Point CottagesBerlin
10/10 Excellent
This little gated community of cottages is amazing. It’s such a quiet little place with a nice clean pool and laundry access. The gm Brooks and super intendant Josh are very welcoming and super helpful. Also only 10 minute drive from boardwalk/ beach. Definitely recommend this place !!
This little gated community of cottages is amazing. It’s such a quiet little place with a nice clean pool and laundry access. The gm Brooks and super intendant Josh are very welcoming and super helpful. Also only 10 minute drive from boardwalk/ beach. Definitely recommend this place !!
Justine




Kent Island Resort
Kent Island ResortStevensville
10/10 Excellent
I stayed here for a quick overnight and did not utilize many of the amenities however, the staff was incredibly kind overall and with tips on dinner. This place is historic, which is a nice way of saying old but classic. Don’t expect a huge room, the photos portray the room accurately. Some things were a little rickety, but everything was clean. Overall I recommend this if you’re solo or a couple looking for a place as you enjoy the bay.
I stayed here for a quick overnight and did not utilize many of the amenities however, the staff was incredibly kind overall and with tips on dinner. This place is historic, which is a nice way of saying old but classic. Don’t expect a huge room, the photos portray the room accurately. Some things were a little rickety, but everything was clean. Overall I recommend this if you’re solo or a couple looking for a place as you enjoy the bay.
John




Parsonage Inn
Parsonage InnDowntown St. Michaels
10/10 Excellent
We didn't have any plans for Spring Break, but the weather was fantastic and we decided to go to St. Michaels to go kayaking. Found the Parsonage online and got a great suite for ourselves and our son at the last minute. Way comfortable and LOVED how close to everything in town it was. Enjoyed relaxing evenings watching movies from the DVD collection. Great parking for our truck.
We didn't have any plans for Spring Break, but the weather was fantastic and we decided to go to St. Michaels to go kayaking. Found the Parsonage online and got a great suite for ourselves and our son at the last minute. Way comfortable and LOVED how close to everything in town it was. Enjoyed relaxing evenings watching movies from the DVD collection. Great parking for our truck.
D




DoubleTree by Hilton Ocean City Oceanfront
DoubleTree by Hilton Ocean City OceanfrontMidtown Ocean City
10/10 Excellent
Highly recommend staying here again on next family vacation
Highly recommend staying here again on next family vacation
Desera




Residence Inn by Marriott Ocean City
Residence Inn by Marriott Ocean CityMidtown Ocean City
10/10 Excellent
Very clean, nice bay view, friendly staff, free breakfast was ok although there was never any chicken sausage served for non-pork lovers as I read in many reviews. Only complaint is that the indoor pool water wasn't clear & looked thick & murky.
Very clean, nice bay view, friendly staff, free breakfast was ok although there was never any chicken sausage served for non-pork lovers as I read in many reviews. Only complaint is that the indoor pool water wasn't clear & looked thick & murky.
Tamara




Atlantic Hotel
Atlantic HotelDowntown Berlin
10/10 Excellent
This hotel had great service!! I am allergic to down feathers and when I arrived I saw the manager walking in to the hotel with a full set of foam pillows to accommodate me. The hotel is super cure and charming, every area is different. Well kept.
This hotel had great service!! I am allergic to down feathers and when I arrived I saw the manager walking in to the hotel with a full set of foam pillows to accommodate me. The hotel is super cure and charming, every area is different. Well kept.
Jennifer




Hyatt Regency Chesapeake Bay
Hyatt Regency Chesapeake BayCambridge
10/10 Excellent
I enjoyed my stay and the staff was approachable and very helpful. Consider having more than 1 restaurant opened for breakfast. I waited almost 1 hour for the food to come to my table. When it did arrive, nothing was hot. Also, do something about the flies. They were inside ascwell as outside.
I enjoyed my stay and the staff was approachable and very helpful. Consider having more than 1 restaurant opened for breakfast. I waited almost 1 hour for the food to come to my table. When it did arrive, nothing was hot. Also, do something about the flies. They were inside ascwell as outside.
Sue




The Tidewater Inn
The Tidewater InnEaston
10/10 Excellent
The staff was amazing!! There were 2 gentlemen at the desk when we checked in, both were very welcoming and helpful. We arrived late for an event at the Avalon Theater due to bad weather and traffic, and they were kind enough to let us park in front of the hotel until after the show. They didn't want us to miss anymore of the show than we already had!
The staff was amazing!! There were 2 gentlemen at the desk when we checked in, both were very welcoming and helpful. We arrived late for an event at the Avalon Theater due to bad weather and traffic, and they were kind enough to let us park in front of the hotel until after the show. They didn't want us to miss anymore of the show than we already had!
Maria




Fenwick Inn
Fenwick InnNorth Ocean City
10/10 Excellent
great place to stay. its just too expensive to pay $30/day for pet fee
great place to stay. its just too expensive to pay $30/day for pet fee
andriel
