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Winstead Inn

4.0 star property
Travelers enjoy a private beach with convenient lounge chairs or relax poolside at this welcoming inn where comfort meets coastal charm

Choose dates to view prices

Winstead Inn offers a peaceful retreat near Harwich Port with a private beach, sun loungers, and umbrellas. Enjoy the seasonal outdoor pool, complimentary self-serve breakfast, lobby fireplace, and helpful concierge service for local insights.

Reviews

9.4 out of 10
Exceptional

Popular amenities

  • Breakfast included
  • Parking included
  • Air conditioning
  • Housekeeping

Room options

Available filters for rooms
Showing 11 of 11 rooms

View all photos for 2 Queen Beds, Fireplace

2 Queen Beds, Fireplace

2 Queen Beds, Fireplace

10.0 out of 10
Exceptional
(3 reviews)

Highlights

Balcony
Fireplace
Air conditioning
Refrigerator
Flat-screen TV
Pillowtop bed
Ceiling fan
Premium bedding
  • 450 sq ft
  • 1 bedroom
  • Sleeps 4
  • 2 Queen Beds

View all photos for Suite 2 Bedrooms, 2 Bathrooms

Suite 2 Bedrooms, 2 Bathrooms

Suite 2 Bedrooms, 2 Bathrooms

Highlights

Balcony
Air conditioning
Refrigerator
Flat-screen TV
Pillowtop bed
Ceiling fan
Premium bedding
2 bedrooms
  • 731 sq ft
  • 2 bedrooms
  • Sleeps 6
  • 1 King Bed, 1 Queen Bed and 1 Queen Sofa Bed

View all photos for Suite

Suite | Living area

Suite

Highlights

Balcony
Air conditioning
Kitchen
Refrigerator
Flat-screen TV
Premium bedding
Pillowtop bed
Ceiling fan
  • 599 sq ft
  • Sleeps 5
  • 1 King Bed and 1 Queen Sofa Bed

View all photos for Captain Joshua Eldredge

Captain Joshua Eldredge

Captain Joshua Eldredge

9.0 out of 10
Wonderful
(2 reviews)

Highlights

Air conditioning
Refrigerator
Flat-screen TV
Premium bedding
Pillowtop bed
Ceiling fan
Shower/tub combination
Private bathroom
  • 264 sq ft
  • Sleeps 2
  • 1 Queen Bed

View all photos for Admiral's Suite

Admiral's Suite

Admiral's Suite

Highlights

Separate sitting area
Fireplace
Air conditioning
Refrigerator
Flat-screen TV
Premium bedding
Pillowtop bed
Ceiling fan
  • 344 sq ft
  • Sleeps 3
  • 1 Queen Bed

View all photos for Mariner's Hideaway

Mariner's Hideaway

Mariner's Hideaway

Highlights

Air conditioning
Refrigerator
Flat-screen TV
Premium bedding
Pillowtop bed
Ceiling fan
Private bathroom
Hair dryer
  • 222 sq ft
  • Sleeps 2
  • 1 King Bed

View all photos for Chart Room

Chart Room

Chart Room

8.0 out of 10
Very good
(1 review)

Highlights

Air conditioning
Refrigerator
Flat-screen TV
Premium bedding
Pillowtop bed
Ceiling fan
Private bathroom
Hair dryer
  • 294 sq ft
  • Sleeps 2
  • 1 Queen Bed

View all photos for Chandlery Port

Chandlery Port

Chandlery Port

Highlights

Air conditioning
Refrigerator
Flat-screen TV
Premium bedding
Pillowtop bed
Ceiling fan
Shower/tub combination
Private bathroom
  • 353 sq ft
  • Sleeps 4
  • 1 Queen Bed and 1 Queen Sofa Bed

View all photos for Chandlery Starboard

Chandlery Starboard

Chandlery Starboard

9.0 out of 10
Wonderful
(2 reviews)

Highlights

Air conditioning
Refrigerator
Flat-screen TV
Pillowtop bed
Ceiling fan
Premium bedding
Separate bedroom
Shower/tub combination
  • 419 sq ft
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed

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

Exclusive Penthouse, 1 King Bed with Sofa bed

Exclusive Penthouse, 1 King Bed with Sofa bed

10.0 out of 10
Exceptional
(1 review)

Highlights

Air conditioning
Refrigerator
Flat-screen TV
Premium bedding
Pillowtop bed
Ceiling fan
Shower/tub combination
Private bathroom
  • 678 sq ft
  • Sleeps 4
  • 1 King Bed and 1 Queen Sofa Bed

View all photos for Premium Quadruple Room

Premium Quadruple Room

Premium Quadruple Room

Highlights

Air conditioning
Refrigerator
Flat-screen TV
Premium bedding
Pillowtop bed
Ceiling fan
Hair dryer
Shower/tub combination
  • Sleeps 4
  • 2 Queen Beds
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About the area

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 field in Harwich, Massachusetts on Cape Cod.
    Cape Cod Lavender Farm
    14 min walk - 1.2 km
  • Brooks Academy Museum
    3 min drive - 1.4 km
  • Bud's Go Karts
    3 min drive - 2.9 km
  • Bud's Mini Golf
    3 min drive - 2.9 km
  • Cranberry Valley Golf Course
    4 min drive - 1.8 km

Getting around

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

Restaurants

  • Dairy Queen
    4 min drive
  • Dunkin'
    2 min drive
  • Cumberland Farms
    3 min drive
  • The Lanyard Bar & Grill
    3 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
  • Beach umbrellas, smoke-free premises, and a porter/bellhop
  • Concierge services, beach towels, and tour/ticket assistance
Room features
All guestrooms at Winstead Inn boast comforts such as premium bedding and air conditioning.
Other amenities include:
  • Shower/tub combinations, free toiletries, and hair dryers
  • Flat-screen TVs with cable channels
  • Refrigerators, ceiling fans, and daily housekeeping

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includes taxes & fees
Mar 12 - Mar 13
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Property amenities

Parking and transportation

  • Free beach shuttle
  • Free self parking on site
  • Wheelchair-accessible parking available

Food and drink

  • Free self-serve breakfast available daily 8:00 AM to 10:30 AM

Things to do

  • Seasonal outdoor pool

Family friendly

  • In-room refrigerator
  • Seasonal outdoor pool

Conveniences

  • Limited-hour front desk

Guest services

  • Concierge services
  • Housekeeping (daily)
  • Porter/bellhop
  • Tour and ticket assistance

Outdoors

  • Beach loungers
  • Beach towels
  • Beach umbrellas
  • Direct access to a private beach
  • Garden
  • Pool loungers
  • Pool umbrellas
  • Terrace

Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • No elevator
  • Wheelchair-accessible parking
  • Wheelchair-accessible path of travel

More

  • 2 buildings
  • 3 floors
  • Fireplace in lobby
  • Mosquito nets
  • Smoking not allowed

Room amenities

Bedroom

  • Pillowtop mattress
  • Premium bedding

Bathroom

  • Free toiletries
  • Hair dryer
  • Shower/bathtub combination
  • Towels provided

Entertainment

  • Flat-screen TV with cable channels

Food and drink

  • Refrigerator

More

  • Air conditioning (climate-controlled)
  • Ceiling fan
  • Free local calls
  • Phone

Policies

Check-in

Check-in start time: 3 PM; Check-in end time: 6:00 PM
Late check-in subject to availability
Minimum check-in age: 20

Check-out

Check-out before 11:00 AM
Late check-out subject to availability
Late check-out fee: USD 75

Special check-in instructions

The front desk is open daily from 8:00 AM - 7 PM
Guests will receive an email within 72 hours before arrival with check-in instructions; front desk staffed during limited hours
To make arrangements for check-in please contact the property at least 48 hours before arrival using the information on the booking confirmation
If you are planning to arrive after 3:00 PM please contact the property in advance using the information on the booking confirmation
For any questions, please contact the property using the information on the booking confirmation
Information provided by the property may be translated using automated translation tools
Check-in for this property is based at 114 Parallel Street, Harwich, MA.

Access methods

Front desk (limited hours)

Pets

Pets not allowed

Children and extra beds

Children are welcome
Rollaway/extra beds are not available
Cribs (infant beds) are available for USD 35.0 per day

Property payment types

Important information

Optional extras

  • Late check-out fee: USD 75 (subject to availability)
  • Crib (infant bed) fee: USD 35.0 per day

The above list may not be comprehensive. Fees and deposits may not include tax and are subject to change.

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Tax ID - C0007521260
This property accepts credit cards; cash is not accepted
Safety features at this property include a fire extinguisher, a smoke detector, and a security system
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
Please note that cultural norms and guest policies may differ by country and by property; the policies listed are provided by the property

We should mention

This property does not have elevators
The seasonal pool will be open from May to October

Property is also known as

Winstead Beach
Winstead Beach Harwich Port
Winstead Inn & Beach Resort
Winstead Inn & Beach Resort Harwich Port
Winstead Inn And Beach Hotel Harwich Port
Winstead Inn And Beach Resort Harwich Port, MA, United States
Winstead Inn Beach Resort Harwich
Winstead Inn Beach Resort
Winstead Beach Harwich
Winstead Inn And Beach Resort Harwich Port MA United States
Winstead Inn Harwich
Winstead Harwich
Winstead Inn Cape Cod
Winstead Inn Harwich
Winstead Inn Guesthouse
Winstead Inn Guesthouse Harwich

Frequently asked questions

Does Winstead Inn have a pool?

Yes, this property has a seasonal outdoor pool.

How much does it cost to stay at Winstead Inn?

As of Mar 7, 2026, prices found for a 1-night stay for 2 adults at Winstead Inn on Apr 4, 2026 start from CA $240, excluding taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

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

9.4

Staff & service

9.4

Property conditions & facilities
Rating 10 - Excellent. 103 out of 126 reviews
Rating 8 - Good. 12 out of 126 reviews
Rating 6 - Okay. 6 out of 126 reviews
Rating 4 - Poor. 1 out of 126 reviews
Rating 2 - Terrible. 4 out of 126 reviews

Reviews

10/10 Excellent

Verified traveller

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

10/10 Excellent

F Michael

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

10/10 Excellent

David

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

10/10 Excellent

Daniel

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

10/10 Excellent

Susan

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

10/10 Excellent

Piotr

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

10/10 Excellent

Mary

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

10/10 Excellent

Robert

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

10/10 Excellent

Frances

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

10/10 Excellent

Renee

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

8/10 Good

Anshuman

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

10/10 Excellent

Bob

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

Outstanding inn Harwich

Spur of the moment trip We lived in Harwich Port for 20 years Usually stay at another in in town- full Got the last room here Outstanding inn Great staff Great stay
Stayed 2 nights in Aug 2025

10/10 Excellent

john

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Charming B&B in an ideal location. Very clean with a friendly staff. Would definitely return!!!
Stayed 1 night in Aug 2025

10/10 Excellent

Antoine

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great hotel
Stayed 2 nights in Aug 2024

10/10 Excellent

Edward

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I felt that the staff was exceptional and immediately had answers to any questions. A very nice, relaxing time there.
Stayed 2 nights in Aug 2025

10/10 Excellent

Al

Liked: Cleanliness, staff & service, property conditions & facilities
Very nice inn and very nice staff
Stayed 3 nights in Sep 2022

10/10 Excellent

Patrice

Liked: Cleanliness, staff & service, property conditions & facilities
Great! Breakfast offererings could be better
Stayed 2 nights in Aug 2025

8/10 Good

Jeanette

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
The room smelled a bit musty.
Stayed 2 nights in Oct 2025

10/10 Excellent

Jeffrey

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Wonderful place with warm saltwater pool, delicious breakfast options, and in the Admiral’s Suite the jacuzzi tub was deep and perfect and the gas fireplace warmed up the room and added to the ambience. Would definitely stay again!
Stayed 1 night in Oct 2022

10/10 Excellent

Jay

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Near perfect, really. Get an e-bike up the street and you are 10 mins from the beach property without worrying about parking. Also, Harwich is fun and charming and you are also close to the rail trail. Pool was warm and setting was bucolic.
Stayed 4 nights in Jul 2025

10/10 Excellent

michael

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Excellent stay, we even had afternoon cookies and drinks. Staff went out if their way to please us. Landscaping was perfect as was everything else.
Stayed 1 night in Jul 2023

10/10 Excellent

Mike

Liked: Cleanliness, staff & service, property conditions & facilities
Excellent
Stayed 2 nights in Jul 2024

10/10 Excellent

E Gerry

Liked: Cleanliness, staff & service, property conditions & facilities
The queen bed in our room seemed to be more of a double and it was unfortunately a detractor to the stay but we’d go again and make sure we get a room with a king bed to be more comfortable
Stayed 3 nights in Aug 2024

4/10 Poor

Sary

Liked: Staff & service
Breakfast could have been better. Hard boiled eggs you have to boil yourself. The pastries were dry. They need to update breakfast.
Stayed 1 night in Jun 2024

6/10 Okay

Susan

Liked: Cleanliness
No one available after 8 pm to help w anything. Leave keys to door outside in mailbox - anyone could take them and walk in.
Stayed 2 nights in Aug 2023