Winstead Inn

Property class: 4

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Located close to Harwich Port and Bank Street Beach, Winstead Inn provides free self-serve breakfast, a terrace, and a garden. This guesthouse is a great place to bask in the sun with a nearby private beach, sun loungers, and a free beach shuttle. Guests can also expect to find a fireplace in the lobby.

Reviews

9.4 out of 10
Exceptional

Popular amenities

  • Parking included
  • Air conditioning
  • Housekeeping

Room options

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Showing 11 of 11 rooms

View all photos for 2 Queen Beds, Fireplace

A bedroom with two beds, a ceiling fan, a television, and a fireplace.

2 Queen Beds, Fireplace

10.0 out of 10
Exceptional
(6 reviews)
  • 41 sq m
  • 1 bedroom
  • Sleeps 4
  • 2 Queen Beds

View all photos for Suite 2 Bedrooms, 2 Bathrooms

A bedroom with a bed, a desk with a lamp, a chair, a dresser, a ceiling fan, and a large window with curtains.

Suite 2 Bedrooms, 2 Bathrooms

  • 68 sq m
  • 2 bedrooms
  • Sleeps 6
  • 1 King Bed, 1 Queen Bed and 1 Queen Sofa Bed

View all photos for Suite

A cozy living room with a red sofa, a wooden coffee table, and a TV stand.

Suite

  • 56 sq m
  • Sleeps 5
  • 1 King Bed and 1 Queen Sofa Bed

View all photos for Captain Joshua Eldredge

A bedroom with a large bed, two bedside lamps, a wooden dresser, a chair, and a window with curtains.

Captain Joshua Eldredge

9.0 out of 10
Wonderful
(2 reviews)
  • 25 sq m
  • Sleeps 2
  • 1 Queen Bed

View all photos for Admiral's Suite

A bedroom with a four-poster bed, a wooden dresser, a bench, a vase of flowers, a fireplace, and a ceiling fan.

Admiral's Suite

  • 32 sq m
  • 1 bedroom
  • Sleeps 3
  • 1 Queen Bed

View all photos for Mariner's Hideaway

A bedroom with a bed, two bedside tables, a ceiling fan, a window with curtains, and a door.

Mariner's Hideaway

8.0 out of 10
Very good
(1 review)
  • 21 sq m
  • Sleeps 2
  • 1 King Bed

View all photos for Chart Room

A bedroom with a wooden bed, a ceiling fan, a nightstand with a lamp, a chair, a dresser, and a rug.

Chart Room

8.0 out of 10
Very good
(1 review)
  • 27 sq m
  • 1 bedroom
  • Sleeps 3
  • 1 King Bed

View all photos for Chandlery Port

A bedroom with a four-poster bed, a blue carpet, a wooden nightstand, a blue armchair, and a view of the outdoors through a window.

Chandlery Port

  • 33 sq m
  • 1 bedroom
  • Sleeps 4
  • 1 Queen Bed and 1 Queen Sofa Bed

View all photos for Chandlery Starboard

A bedroom with a bed, two bedside lamps, a nightstand, a wall decoration, and a kitchenette with a microwave and a small fridge.

Chandlery Starboard

9.0 out of 10
Wonderful
(2 reviews)
  • 39 sq m
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed

View all photos for Exclusive Penthouse, 1 King Bed with Sofa bed

A bedroom with a large bed, a desk, a chair, and a ceiling fan.

Exclusive Penthouse, 1 King Bed with Sofa bed

10.0 out of 10
Exceptional
(1 review)
  • 63 sq m
  • Sleeps 4
  • 1 King Bed and 1 Queen Sofa Bed

View all photos for Premium Quadruple Room

A bedroom with two beds, a red sofa, a ceiling fan, and a dresser.

Premium Quadruple Room

10.0 out of 10
Exceptional
(1 review)
  • 1 bedroom
  • Sleeps 4
  • 2 Queen Beds

About the neighborhood

Located in Harwich, Winstead Inn is in the historical district and near a private beach. The area's natural beauty can be seen at Bank Street Beach and Nauset Beach, while Cape Cod Museum of Natural History and Cape Cod Museum of Art are cultural highlights. Don't miss out on a visit to Cape Cod Inflatable Park. Fishing offers a great chance to get out on the surrounding water, or you can seek out an adventure with hiking/biking trails nearby. Visit our Harwich travel guide
View more Guest Houses in Harwich
Map
116 Parallel, Harwich, MA, 02645

What's nearby

  • Lavender fields with tall purple flowers.
    Cape Cod Lavender Farm
    19 min walk - 1.7 km
  • An outdoor amusement park with inflatable slides, a pirate-themed play area, and blue and white seating.
    Cape Cod Inflatable Park
    20 min drive - 17.5 km
  • Brooks Academy Museum
    5 min walk - 0.5 km
  • Cranberry Valley Golf Course
    3 min drive - 2.2 km
  • Harwich Port
    4 min drive - 3.2 km

Getting around

  • Hyannis Transportation Center
    29 min drive
  • Hyannis, MA (HYA-Barnstable Municipal)
    32 min drive

Restaurants

  • Cumberland Farms
    3 min drive
  • Dairy Queen
    4 min drive
  • Dunkin'
    2 min drive
  • Dunkin'
    4 min drive
  • Brax Landing Restaurant
    4 min drive

About this property

Winstead Inn

  • Upscale guesthouse near Harwich Port
  • Located close to Bank Street Beach, Winstead Inn provides free self-serve breakfast, a terrace, and a garden. This guesthouse is a great place to bask in the sun with a nearby private beach, sun loungers, and a free beach shuttle. Guests can also expect to find a fireplace in the lobby.
  • Other perks at this guesthouse include:
    • A seasonal outdoor pool along with sun loungers and pool umbrellas
    • Free self parking
    • Concierge services, a porter/bellhop, and tour/ticket assistance
    • Smoke-free premises, beach towels, and beach umbrellas
  • Room features
  • All guestrooms at Winstead Inn boast comforts such as premium bedding and air conditioning.
  • Other amenities include:
    • Free toiletries and hair dryers
    • Flat-screen TVs with cable channels
    • Refrigerators, ceiling fans, and daily housekeeping

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Frequently asked questions

Does Winstead Inn have a pool?

Yes, this property has a seasonal outdoor pool.

Is Winstead Inn pet-friendly?

No, pets are not allowed at this property.

How much is parking?

Self parking is free at this property.

What time is check-in at Winstead Inn?

Check-in start time: 3 PM; Check-in end time: 6:00 PM. Late check-in is available during limited hours.

What time is check-out at Winstead Inn?

Check-out is at 11:00 AM. Late check-out is available for USD 75 (subject to availability).

Where is Winstead Inn located?

Offering direct access to the beach, this Harwich guesthouse is in the historical district and within 2 mi (3 km) of Harwich Port and Bank Street Beach. Brewster Ladies' Library and Cape Cod Museum of Natural History are also within 9 mi (15 km).

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Reviews

Winstead Inn Reviews

9.4

Exceptional

9.8

Cleanliness

9.4

Location

9.6

Staff & service

9.4

Property conditions & facilities
Rating 10 - Excellent. 132 out of 160 reviews
Rating 8 - Good. 15 out of 160 reviews
Rating 6 - Okay. 7 out of 160 reviews
Rating 4 - Poor. 1 out of 160 reviews
Rating 2 - Terrible. 5 out of 160 reviews

Reviews

Verified review

8/10 Good

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great Location, Hotel was very clean and staff very nice.
Stayed 4 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The whole property was excellent . Our room was very spacious and well appointed. Bathroom was fantastic- shower was especially roomy. The common area for breakfast or just quiet relaxation was very impressive. Huge wingback chairs, rockers , tables and a grand fireplace created a peaceful space to just relax. I can’t stress enough how absolutely spotless the property is. The staff is very cheerful, and eager to share their knowledge of the Cape. We will definitely stay at Winstead on our next Cape visit.
Stayed 3 nights in Oct 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I went with my family, including my two small girls. Room was clean, amenities were super nice, Staff was super friendly. And breakfast included in amazing. Definitely I Will return.
Stayed 2 nights in Aug 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great clean room, good breakfast and really helpful staff! Will be back.
Stayed 3 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great property with beautiful pool area and option to use private beach at sister property. Dedicated parking space. Staff very nice and helpful. Continental breakfast included which is rare in this location. Centrally located, easy to travel to other areas on the Cape. Met several guests that return annually.
Stayed 7 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Nice spacious room. Good location. Wonderful pool. Helpful staff.
Stayed 2 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Fantastic hotel and a great value place to stay in Cape Cod. We loved the simplicity of the inn. And the pool was fantastic! You also have use of the beach club which was a real perk. Staff were welcoming and super friendly! A little note that noise does travel in the property so be aware of your on a lower level!
Stayed 5 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, property conditions & facilities
Windstead Inn is a beautiful property!! Management was great, let us check in early and our room was upgraded. Would definitely stay again.
Stayed 2 nights in Sep 2025
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, property conditions & facilities
Quiet, comfortable, breakfast included
Stayed 2 nights in Jun 2025
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
A wonderful property with a beautiful and quiet pool area and easy private beach access through its sister property.
Stayed 2 nights in Jul 2025
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great place to stay at Cape Cod.Friendly staff.
Stayed 1 night in Sep 2023
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

nice place

Very nice place..staff wonderful. Would stay there again.
Stayed 1 night in May 2024
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, property conditions & facilities
The room was spacious and the shower was amazing!
Stayed 2 nights in Jun 2025
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
This was a cute spot on the cape. Very charming. Great location too!
Stayed 1 night in Oct 2024
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I wasn’t sure how I felt about staying at this type of Inn, but apparently this is common for the area. I was pleasantly surprised, it was a beautiful property inside and out. A renovated 18th century property. The Inn was mostly connected, but I think it was three separate buildings. The side that I was on felt like entering a house and our room was off a large shared living area with one or two other rooms. The courtyard with the pool is gorgeous and relaxing. Not far from bars and restaurants and the beach is a short drive where you can use the beach patio of their sister property.
Stayed 3 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Staff was great.
Stayed 2 nights in Sep 2024
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

A place not to over look

Very quiet Inn. Beautifully kept, with many outdoor spaces to relax. The heated pool is a bonus
Stayed 1 night in Jun 2024
Verified review

10/10 Excellent

Liked: Cleanliness, amenities, property conditions & facilities
We recently stayed at the Inn for four nights in the Crow’s Nest, a beautiful and well appointed suite. The Inn is pristine and tastefully decorated. It is located in the beautiful and historic town of Harwich, very close to the ocean and many Cape Cod beaches. There are many fine restaurants close by, as well as quaint shops and lively taverns. Highly recommend!
Stayed 4 nights in Aug 2024
Verified review

8/10 Good

Liked: Cleanliness, staff & service
This is an antique hotel . They gave us free upgrade to a suite from single room. Hotel building is old but in excellent condition. They have nice pool as well. Breakfast have good options with some on demand specialty too. And their staff was so humble and supportive. Only con is that there is some smell in sofa bed upon opening which might be there due to non usage from long time. Overall great stay here
Stayed 2 nights in May 2024
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I had to booked my stay last minute. I was worried but as soon as I got to the hotel i was welcome by the very friendly staff. My room had the feel of an studio apartment. It had a refrigerator and all the kitchen amenities to have a comfortable stay. The bedding was cleaned and i have all the amenities of a big hotel. I loved the breakfast. It was provided in the main room with eggs, cereal, pastries and coffee. I enjoyed the pool and just looking at the beautiful plants around the gardens. The beach site is a short drive away. It is private with seating and towels available. I am planning to return this small but stunning hotel.
Stayed 2 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Peaceful and beautiful property. Staff was wonderful.
Stayed 3 nights in Aug 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Everything was great. I wouldn’t hesitate to stay here again.
Stayed 3 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This stay was incredible. Very relaxing. The staff were outstanding. Breakfast was yummy each morning. The location was in a great spot to travel all around the Cape. The beach access at the sister hotel was incredible as well. Thank you Winstead Inn!
Stayed 4 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Loved this place. Private beach area in particular. Charming inn feel.
Stayed 2 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The staff really went out of their way to make you feel comfortable. The room had everything you could want or need. The jacuzzi tub was a nice extra. Enjoyed the pool area.
Stayed 1 night in Jul 2026