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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

Available filters for rooms
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)
  • 450 sq ft
  • 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

  • 731 sq ft
  • 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

  • 599 sq ft
  • 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)
  • 264 sq ft
  • 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

  • 344 sq ft
  • 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)
  • 222 sq ft
  • 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)
  • 294 sq ft
  • 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

  • 353 sq ft
  • 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)
  • 419 sq ft
  • 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)
  • 678 sq ft
  • 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
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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 - 1.0 mile
  • Brooks Academy Museum
    5 min walk - 0.3 miles
  • Cranberry Valley Golf Course
    3 min drive - 1.4 miles
  • Harwich Port
    4 min drive - 2.0 miles
  • Bank Street Beach
    5 min drive - 2.2 miles

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
  • Dunkin'
    4 min drive
  • Red River Bbq
    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
    • Tour/ticket assistance, beach umbrellas, and a porter/bellhop
    • Concierge services, beach towels, and smoke-free premises
  • 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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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
  • 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

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 Aug 28, 2026, prices found for a 1-night stay for 2 adults at Winstead Inn on Aug 31, 2026 start from $315, including 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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