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24 Jackson Street, Cape May, NJ 08204
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Windward House
Ranked #23 of 49 Cape May B&B and Inns
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121 reviews from our community

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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 (19)
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2 reviews
5 of 5 stars Reviewed 5 days ago NEW

Returning to Windward House each summer is as relaxing as the sound of the ocean during a beach stroll. The location is perfect - just a half block from the beach. All rooms are beautifully maintained and comfortable. We are always warmly greeted by Sandy Miller, the owner, or a staff member and immediately made to feel at home. It... More 

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Princeton, New Jersey
Senior Reviewer
7 reviews 7 reviews
3 hotel reviews
2 helpful votes 2 helpful votes
5 of 5 stars Reviewed 1 week ago

We start each summer off with a stay at Windward House. The property checks all the boxes for cleanliness, great food and central location, but it's the people that draw us back year after year. For owner Sandy Miller and her staff the extraordinary is ordinary. Ask, and if there is any way they can do something for you, they... More 

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Verona, New Jersey, United States
1 review
5 of 5 stars Reviewed 2 weeks ago

My husband & I have celebrated our 25th & 35th Wedding Anniversaries at The Windward House & countless ones in between. Aside from it being in the best location possible, that's not why we go there. We go because the house is Beautiful, the rooms are Immaculate & the breakfasts are Delicious. We always stay a full week when we... More 

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Saint James, New York
1 review
5 of 5 stars Reviewed 2 weeks ago

We stayed at the Windward House last summer and are definitely going back this year as we had such a terrific stay last year. Our host, Sandy Miller, was very welcoming and the Inn was beautiful. It was so clean beautifully decorated, the breakfasts were wonderful and it was so nice to have breakfast on the porch. The room was... More 

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Fairfield, CT
11 reviews 11 reviews
5 hotel reviews
4 helpful votes 4 helpful votes
5 of 5 stars Reviewed 4 weeks ago

I am just now reserving for about my 30th year in a row at the Windward House. My extended family stayed for a week last August and will again this coming August. We love the big, comfortable, beautifully decorated rooms, the convivial porches and the fantastic location. We gather for a delicious breakfast, walk the 1/2 block to the beach... More 

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Brick, New Jersey
Senior Reviewer
6 reviews 6 reviews
6 hotel reviews
7 helpful votes 7 helpful votes
5 of 5 stars Reviewed November 1, 2014

My wife and I stayed at the Windward house for the first time. It was my first B&B. The room we picked was large, clean, private bathroom w/ claw foot tub. We had a great view of Jackson street with a large deck we shared with another room. People in town say the Windward house is haunted. Although we didn't... More 

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SE of Disorder
12 reviews 12 reviews
5 hotel reviews
18 helpful votes 18 helpful votes
5 of 5 stars Reviewed October 10, 2014

You could not ask for a better location than the Windward House, nor a better hostess than Sandy .Their winnning combination just enhances the enjoyment and unique treasure that is Cape May. We have been staying there for years (decades) and the thought has never crossed our minds to stay anywhere else. A long time visitor or a first timer... More 

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3 reviews 3 reviews
3 hotel reviews
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed September 3, 2014

We stayed at this gorgeous B&B.first time. I mouth dropped seeing the beautifully decorated entrance way, parlor and mini-parlor! It was like stepping back into the late 1890's. The furnishings looked like was borrowed from a museum! The little fine touches like a plume, old straw hats, piano books (& piano), the lamps, stained glass windows, the gorgeous setting for... More 

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Washington, District of Columbia, United States
Senior Contributor
24 reviews 24 reviews
7 hotel reviews
10 helpful votes 10 helpful votes
3 of 5 stars Reviewed August 19, 2014

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
19 reviews 19 reviews
4 hotel reviews
1 helpful vote 1 helpful vote
3 of 5 stars Reviewed August 1, 2014

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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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): $$
Number of rooms: 9

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