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All 49 Cape May B&Bs / inns

Windward House

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24 Jackson Street, Cape May, NJ 08204
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Windward House
Ranked #30 of 49 Cape May B&B and Inns
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113 people have reviewed this hotel

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Rating summary
  • Location
    5 of 5 stars
  • Sleep Quality
    4.5 of 5 stars
  • Rooms
    4.5 of 5 stars
  • Service
    4.5 of 5 stars
  • Value
    4.5 of 5 stars
  • Cleanliness
    5 of 5 stars
Traveler tips help you choose the right room.   Room tips (15)
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Washington, District of Columbia, United States
18 reviews 18 reviews
6 hotel reviews
6 helpful votes 6 helpful votes
3 of 5 stars Reviewed 1 week ago

Cape May is filled with Bed and Breakfast houses. We ended up at the Windward House. The location was great, but the decor was a bit creepy. Benefits: Nice roof deck to watch the sunsets and tasty breakfast in the morning. Negatives: Mannequins everywhere. Also, the parking is about a 15-20 minute walk away. No assistance with baggage up all... More

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Belle Mead, NJ
12 reviews 12 reviews
1 helpful vote 1 helpful vote
3 of 5 stars Reviewed 4 weeks ago

The Windward House was built in 1905. Beautiful home with victorian charm. My husband, daughter and I stayed in the Wicker Room. Charming room up on the third floor. Not a good location for older people to get to. Very steep and narrow stairway. The connecting room had a day bed. The bathroom was next to that. I would rate... More

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Longford, Ireland
5 reviews 5 reviews
4 helpful votes 4 helpful votes
5 of 5 stars Reviewed June 22, 2014

Windward house in Jackson St., Cape May is really comfortable and in the center of all the action around Cape May. If you love beautiful old style furniture, this is the house to stay at. The bed in our room was so comfortable and we had good sleep due to the quietness and bed quality. We had a different cooked... More

Was this review helpful? Yes 1
Hershey, Pennsylvania
Senior Contributor
21 reviews 21 reviews
6 hotel reviews
19 helpful votes 19 helpful votes
4 of 5 stars Reviewed May 19, 2014

My brother's fiancée was looking for a relaxing getaway for her bachelorette party and that's what we got at the windward house. You couldn't beat the location- just a few minutes walking from the beach and promenade! The wicker room was cozy & plenty big for the 3 of us. The 3rd floor balcony has ocean views. Breakfast was good... More

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staten island
3 reviews 3 reviews
3 hotel reviews
3 helpful votes 3 helpful votes
5 of 5 stars Reviewed April 24, 2014 via mobile

Been going there for the past 20 years! Absolutely love it! Sandy and the crew feel like an extended family. The house and rooms are beautiful and the breakfast is delicious. 100% can't miss great time. Can't wait to go back!

Was this review helpful? Yes 2
5 reviews 5 reviews
4 hotel reviews
7 helpful votes 7 helpful votes
5 of 5 stars Reviewed April 9, 2014

We spent last weekend at this glorious Victorian Inn. We were part of a family reunion that we periodically have in Cape May. We wouldn't dream of going any place but the Windward House. It's such a comfortable Inn - full of fabulous Victorian furnishings in every nook and cranny. The Innkeeper, Sandy Miller, is as sweet as the delicacies... More

Was this review helpful? Yes 2
Central PA
Senior Reviewer
10 reviews 10 reviews
5 hotel reviews
8 helpful votes 8 helpful votes
5 of 5 stars Reviewed April 7, 2014

What a beautiful inn! I have been vacationing in Cape May for over 60 years and The Windward House is my favorite place to stay. It is conveniently located one block from the beach and one block from shopping on Washington St. This 1905 Victorian inn welcomes you with it's beautiful front porch where you can relax in cushioned chairs... More

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Holderness, New Hampshire
1 review
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed March 28, 2014

The Jersey shore is a special place for anyone who grew up in NJ and Cape May is our most favorite spot on the Jersey shore. For the past ten years we've been staying at The Windward House at 24 Jackson Street. We love the location--one block to the beach, one block to Washington Street Mall and close to our... More

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Stafford, Virginia
1 review
2 helpful votes 2 helpful votes
5 of 5 stars Reviewed January 13, 2014

I almost hate to write this review because I don't want to have to complete with more people when reserving a room at the Windward House. I love everything about the area and staying here. The rooms are all unique and beautifully decorated. The location is perfect. You never have to get into your car. Everything you need, to include... More

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Floral Park, NY
3 reviews 3 reviews
3 hotel reviews
4 helpful votes 4 helpful votes
5 of 5 stars Reviewed January 10, 2014

We have been going to Cape May for the last 25 years. We have tried so many B&B's in the past, but once we stayed at the Windward House, it is the only place we will stay and have been doing so for the last 20 years. Sandy and Owen are warm and friendly and excellent hosts. They will go... More

Was this review helpful? Yes 1
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Additional Information about Windward House

Address: 24 Jackson Street, Cape May, NJ 08204
Phone Number:
Location: United States > New Jersey > Jersey Shore > Cape May
Price Range (Based on Average Rates): $$

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Hotel & grounds (16)
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Dining (5)
View from room (3)
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Official Description (provided by the hotel)
Windward House Bed and Breakfast Inn is located in the heart of Cape May's historic district on Jackson Street, the oldest street in Cape May. It's unbeatable location is close to most things Cape May has to offer: Cape May's wonderful beaches are just 1/2 a block down the street, Shopping is just 1/2 block up the street and most of Cape May's restaurants and tour sites are within walking distance. Windward House is a gracious Cape May Bed and Breakfast Inn with a tradition of hospitality and comfort in Cape May for over 30 years. Built in Cape May during a period when rooms were large, spacious and airy, Windward House Bed and Breakfast Inn also has 3 wonderful porches to capture the warm Cape May sun or to savor the cool seashore seabreezes in the shade while relaxing. One of Cape May's finest collections of stained and beveled glass can be found in this New Jersey Bed and Breakfast Inn,along with museum quality antiques,the owner's special collections and spacious rooms replicating the comfort and luxury enjoyed by the Victorians as well as our guests today. ... more   less 
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  • Can tickets for local attractions be purchased at the front desk?
  • Do you have to pay extra for a mini-fridge?
  • At what time does the pool open each day?

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