We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.
Save
You added Windward House to your Saves list
24 Jackson Street, Cape May, NJ 08204
Hotel amenities
Windward House
Ranked #22 of 49 Cape May B&B and Inns
We can't find prices for this accommodation
Our online travel partners don't provide prices for this accommodation, but we can search other options in Cape May
Check In Check Out
Write a Review

122 reviews from our community

Traveler rating
    102
    9
    6
    3
    2
See reviews for
25
72
Solo
0
Business
0
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)
Date | Rating
  • English first
  • Any
English first
  • All months
    (122)
  • Mar-May only
    (25)
  • Jun-Aug only
    (43)
  • Sep-Nov only
    (40)
  • Dec-Feb only
    (14)
All months
Hamilton, New Jersey
1 review
5 of 5 stars NEW

We have stayed here the first weekend in June for the past three years. Sandy is a gracious hostess and extremely helpful. The home is beautifully decorated. The location is perfect. The breakfast is fantastic! Absolutely a great choice for a weekend in Cape May.

Was this review helpful? Yes
Hightstown
2 reviews
5 of 5 stars Reviewed January 24, 2015

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 

Was this review helpful? Yes 1
Princeton, New Jersey
Senior Reviewer
7 reviews 7 reviews
3 hotel reviews
2 helpful votes 2 helpful votes
5 of 5 stars Reviewed January 22, 2015

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 

Was this review helpful? Yes
Verona, New Jersey, United States
1 review
5 of 5 stars Reviewed January 12, 2015

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 

Was this review helpful? Yes
Saint James, New York
1 review
5 of 5 stars Reviewed January 11, 2015

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 

Was this review helpful? Yes
Fairfield, CT
Contributor
11 reviews 11 reviews
5 hotel reviews
4 helpful votes 4 helpful votes
5 of 5 stars Reviewed January 1, 2015

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 

Was this review helpful? Yes
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 

Was this review helpful? Yes
SE of Disorder
Contributor
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 

Was this review helpful? Yes
Reviewer
3 reviews 3 reviews
3 hotel reviews
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed September 3, 2014 via mobile

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 

Was this review helpful? Yes
Washington, District of Columbia, United States
Senior Contributor
24 reviews 24 reviews
7 hotel reviews
11 helpful votes 11 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 

Was this review helpful? Yes
Questions? Get answers from hotel staff and past guests. Ask a question
Owners: What's your side of the story?
Register now for free — and start getting automatic notification of new reviews, responding to traveler feedback, adding new photos to your listing and much more.
Manage your listing

Been to Windward House? Share your experiences!

Write a Review Add Photos & Videos

Additional Information about Windward House

Address: 24 Jackson Street, Cape May, NJ 08204
Location: United States > New Jersey > Jersey Shore > Cape May
Price Range (Based on Average Rates): $$
Number of rooms: 9

78 photos of this hotel

Traveler photos: See what travelers like you saw

Viewed
All traveler photos (67)
Viewed
Hotel & grounds (17)
Viewed
Bathroom (1)
Viewed
Room/suite (16)
Viewed
Dining (5)
Viewed
View from room (3)
Viewed
Pool/beach area (1)
Viewed
Other (24)

Management photos: Courtesy of the property manager

Viewed
All management photos (11)
Viewed
Hotel & grounds (6)
Viewed
Dining (3)
Viewed
Other (2)
Hotels you might also like...
Check In Check Out
Price Your Stay