Shorewood Travel Guide

Tourist Guide

An aerial view of a large estate surrounded by water, featuring a prominent mansion, rocky shorelines, and a small island with a lighthouse.

Activities

Public Schooner Sail in Greenport

Sunday Brunch Sail in Greenport

AU$213
per adult
Sunday Brunch Sail in Greenport
Private Beach Fire at Town Line Beach

Private Beach Fire Montauk

AU$358
per adult
Private Beach Fire Montauk
See all activities in Shelter Island

Our pick of the best Shorewood Hotel Deals

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
1430 Boston Post Rd Old Saybrook CT
The price is AU$140 per night from 25 Aug to 26 Aug
AU$140
25 Aug - 26 Aug
includes taxes & fees
Stay at this hotel in Old Saybrook. Enjoy free Wi-Fi, free parking and a picnic area. Our guests praise the helpful staff and the clean rooms in their reviews. ...
8/10 Very good! (1,017 reviews)
"Needs to be updated badly. Would have spent more money to stay somewhere better."

Reviewed on 23 Aug 2026

Pier Blue Inn Old Saybrook - Essex
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
The price is AU$513 per night from 15 Sept to 16 Sept
AU$513
15 Sept - 16 Sept
includes taxes & fees
Stay at this beach hotel in Greenport. Enjoy free breakfast, free Wi-Fi and an outdoor pool. Our guests praise the helpful staff in their reviews. Popular attractions ...
Sound View Greenport
Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 out of 5
1525 Boston Post Road Westbrook CT
The price is AU$398 per night from 14 Sept to 15 Sept
AU$398
14 Sept - 15 Sept
includes taxes & fees
Stay at this beach resort in Westbrook. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the helpful staff in their reviews. Popular attractions ...
Water's Edge Resort & Spa
The Atlantic Hotel

The Atlantic Hotel

2.5 out of 5
1655 County Road 39 Southampton NY
The price is AU$349 per night from 8 Sept to 9 Sept
AU$349
8 Sept - 9 Sept
includes taxes & fees
Stay at this hotel in Southampton. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the helpful staff in their reviews. Popular attractions ...
7.2/10 Good! (1,008 reviews)
"Well it needs updating and renovating. The busy road is loud and it’s so difficult turning left or right out of the parking lot because this is the WORST traffic area in SH."

Reviewed on 23 Aug 2026

The Atlantic Hotel
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

4 out of 5
290 Old Montauk Highway Montauk NY
The price is AU$1,548 per night from 21 Sept to 22 Sept
AU$1,548
21 Sept - 22 Sept
includes taxes & fees
Stay at this beach resort in Montauk. Enjoy an outdoor pool, a full-service spa and 2 restaurants. Popular attractions Hither Woods Preserve and Hither Hills ...
Gurney's Montauk Resort & Seawater Spa
North Fork Resort

North Fork Resort

3 out of 5
690 Queen St Greenport NY
The price is AU$489 per night from 7 Sept to 8 Sept
AU$489
7 Sept - 8 Sept
includes taxes & fees
Stay at this cottage in Greenport. Enjoy free Wi-Fi, free parking and an outdoor pool. Popular attractions Railroad Museum of Long Island and Greenport Farmers' ...
9.6/10 Exceptional! (50 reviews)
"THERE WAS ONLY ONE THING. THE LAST MORNING THERE WAS NO HOT H2O HOWEVER THE PROBLEM WAS FIXED."

Reviewed on 20 Aug 2026

North Fork Resort
See all 4,033 properties in Shorewood
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Our guide on where to stay in Shorewood

Find the best Shorewood areas for the activities you enjoy most.
A beach with a wooden sign that reads "Please take off your shoes!"

Menantic Creek

While there might not be top attractions in Menantic Creek, you can explore the larger area and discover places like Shelter Island Historical Society and Sunset Beach.

A calm river with a boat docked on the right bank, surrounded by lush greenery and trees.

Silver Beach

While Silver Beach may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Crescent Beach and Sunset Beach.

A pebble beach with calm water, a distant bridge, and a forested island.

Coecles Harbor

While Coecles Harbor isn't home to many top sights, Gardiner's Bay Country Club and Shelter Island Historical Society are some notable places to visit nearby.

A calm lake with reflections of clouds, surrounded by trees and a distant structure.

Hay Beach

When in Hay Beach, you can plan a visit to Gardiner's Bay Country Club and Greenport Carousel, some noteworthy sights in the nearby area.

Montclair Colony

If you're looking for some top things to see and do in Montclair Colony and surrounding area, you can visit Sunset Beach and Crescent Beach.

Shorewood Travel Guide

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