Shorewood Hotels, Shelter Island

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Shorewood hotels

Clinton Motel

Clinton Motel
2.5 star property
29.8 km from Shorewood
8.6 out of 10, Excellent, (298)
"Great staff and clean rooms"
United States
Tyler
The price is AU$134
includes taxes & fees
1 Jan - 2 Jan 2026
Clinton Motel

Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut
2.5 star property
29 km from Shorewood
6.4 out of 10, (228)
"Would stay again. "
United States
pamela
The price is AU$112
includes taxes & fees
4 Jan - 5 Jan 2026
Lamplighter Motel - Clinton, Connecticut

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
30.3 km from Shorewood
7.8 out of 10, Good, (1001)
"The very friendly staff made this stay enjoyable from The beginning. The hotel was very clean and comfy. "
United States
Virginia
The price is AU$166
includes taxes & fees
6 Jan - 7 Jan 2026
Quality Inn Old Saybrook - Westbrook

Hampton Bays Hotel on Main

Hampton Bays Hotel on Main
2.0 star property
25 km from Shorewood
7.2 out of 10, Good, (69)
"Needed a last minute place to stay and this was PERFECT!! Reasonably priced and the owner is lovely. The rooms have everything you need and there’s a bar on the property where you can play pool and have an after-dinner drink. Highly recommend!"
United States
Olivia
Hampton Bays Hotel on Main

The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
20.6 km from Shorewood
9.6 out of 10, Exceptional, (415)
"Adorable boutique hotel with charming unique touches. "
United States
Mary
The price is AU$211
includes taxes & fees
22 Jan - 23 Jan 2026
The Bentley Hotel Southampton

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina
3.5 star property
26.3 km from Shorewood
9.6 out of 10, Exceptional, (1006)
"Wonderful stay in a beautiful setting."
United States
Deborah
The price is AU$531
includes taxes & fees
4 Jan - 5 Jan 2026
Saybrook Point Resort & Marina

The Huntting Inn

The Huntting Inn
3.5 star property
15.2 km from Shorewood
9.0 out of 10, Wonderful, (104)
"Staff and management was very welcoming!"
United States
Sanailer
The price is AU$668
includes taxes & fees
12 Jan - 13 Jan 2026
The Huntting Inn

Water's Edge Resort & Spa

Water's Edge Resort & Spa
3.5 star property
27.6 km from Shorewood
8.8 out of 10, Excellent, (1003)
"It was perfect for an evening away, quiet, friendly staff, beautiful views, and great Sunday brunch"
United States
Diana
The price is AU$419
includes taxes & fees
4 Jan - 5 Jan 2026
Water's Edge Resort & Spa

Canoe Place Inn and Cottages

Canoe Place Inn and Cottages
4.0 star property
23.3 km from Shorewood
9.8 out of 10, Exceptional, (60)
"Amazing property. Really enjoyed our stay."
United States
Dave
Canoe Place Inn and Cottages

Econo Lodge Inn & Suites Old Saybrook Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook
2.0 star property
27.5 km from Shorewood
7.2 out of 10, Good, (463)
"We came in for a family wedding in the area and this hotel was a great location. The mexican restaurant that was down the street is fantastic, great margaritas ! Would definitely use this location again if we were out this way. Thank you for a wonderful stay !"
United States
Robert
The price is AU$115
includes taxes & fees
6 Jan - 7 Jan 2026
Econo Lodge Inn & Suites Old Saybrook Westbrook

Journey East Hampton

Journey East Hampton
4.0 star property
16.5 km from Shorewood
9.0 out of 10, Wonderful, (160)
"We were able to access many beaches with the beach pass that came with the stay. That was the main reason we wanted to stay there. The rooms were very nice, spacious and comfortable. "
United States
Sarah
Journey East Hampton

The Harbor Front Inn

The Harbor Front Inn
3.5 star property
6.7 km from Shorewood
8.8 out of 10, Excellent, (555)
"Room and staff were amazing. "
United States
Manuel
The price is AU$276
includes taxes & fees
12 Jan - 13 Jan 2026
The Harbor Front Inn

Vine & Sand

Vine & Sand
3.0 star property
9.7 km from Shorewood
9.6 out of 10, Exceptional, (13)
"This B&B, and its hosts, were simply amazing. I cannot recommend this place enough."
United States
Sandra
Vine & Sand

The 1770 House Restaurant & Inn

The 1770 House Restaurant & Inn
4.0 star property
15.1 km from Shorewood
9.8 out of 10, Exceptional, (161)
"The staff was incredibly genuine and the property felt intimate and comfortable."
United States
Aniya
The price is AU$602
includes taxes & fees
4 Jan - 5 Jan 2026
The 1770 House Restaurant & Inn

Sound View Greenport

Sound View Greenport
4.0 star property
8 km from Shorewood
8.4 out of 10, Very good, (601)
"Great view but a gas station has a better breakfast. "
United States
Michael
The price is AU$309
includes taxes & fees
1 Jan - 2 Jan 2026
Sound View Greenport

The Maidstone

The Maidstone
4.0 star property
15.2 km from Shorewood
8.0 out of 10, Very good, (150)
"We had a wonderful stay "
United States
Sabrina
The price is AU$439
includes taxes & fees
4 Jan - 5 Jan 2026
The Maidstone

Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.0 star property
6.7 km from Shorewood
9.8 out of 10, Exceptional, (142)
"Great get away "
United States
Charles
Silver Sands Motel & Beach Bungalows

American Beech Hotel

American Beech Hotel
3.5 star property
6.9 km from Shorewood
8.8 out of 10, Excellent, (195)
"The property was clean beautiful and pleasant. Loved the trendy decor."
United States
Jennifer
The price is AU$529
includes taxes & fees
1 Jan - 2 Jan 2026
American Beech Hotel

Zey Hotel

Zey Hotel
3.5 star property
6.9 km from Shorewood
9.2 out of 10, Wonderful, (291)
"Loved this place. Lots of places to relax and play games. Super-friendly staff. Can't wait to go back b"
United States
Susie
Zey Hotel

Southampton Inn

Southampton Inn
3.0 star property
19 km from Shorewood
8.6 out of 10, Excellent, (553)
"Beautiful small hotel with lots of parking , beautiful area "
United States
David
The price is AU$366
includes taxes & fees
1 Jan - 2 Jan 2026
Southampton Inn
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.

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 Sunset Beach and Crescent Beach.

Menantic Creek

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

Coecles Harbor

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

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 Shelter Island Historical Society.

Top Shorewood Hotel Reviews

Find out more about Shorewood

Top reasons to visit Shorewood

  • Stunning Beaches: Shorewood boasts beautiful beaches perfect for sunbathing and swimming, ideal for relaxation and fun.
  • Cultural Experiences: Immerse yourself in local culture with historic buildings and vibrant live music performances.
  • Charming Town Centre: Explore the quaint town centre, filled with family-friendly excursions and scenic spots.
  • Diverse Accommodation: Enjoy a range of lodging options, from pet-friendly hotels to family inns, catering to all budgets.
  • Outdoor Activities: Engage in various outdoor experiences, making the most of Shorewood's tranquil natural beauty.

Find great hotels near Shorewood

Discover the charm of Shorewood, Shelter Island, where a range of accommodation options awaits you. From pet-friendly hotels to family-friendly inns, you'll find the perfect spot for your holiday. Enjoy adventurous experiences and the tranquil beauty of the area while staying in comfortable lodgings designed to meet all your travel needs. Explore the inviting atmosphere of Shorewood hotels and make your getaway truly memorable.

  • Sound View Greenport: Nestled 8.0km from Shorewood, Sound View Greenport is a delightful 3.5-star hotel that captures the essence of a beach retreat. This property is perfect for those seeking a pet-friendly and business-friendly environment. With direct access to the beach, guests can enjoy sun-soaked days by the sea. Business travellers will appreciate the well-equipped meeting facilities and conference spaces, catering to all professional needs. The hotel’s pet policy allows for both dogs and cats, making it an ideal choice for furry companions. Experience a blend of relaxation and productivity in this charming coastal haven.
  • The Harbor Front Inn: Situated 6.4km from Shorewood, The Harbor Front Inn offers a picturesque waterfront experience with a 3.5-star rating. This hotel is an excellent option for travellers needing pet-friendly accommodations alongside business facilities. The inviting atmosphere and modern amenities create a welcoming environment for both leisure and work. With a pet policy allowing dogs, guests can enjoy their stay with their four-legged friends. The Harbour Front Inn is perfect for those looking to blend business with the beauty of the waterfront.
  • Sag Harbor Inn: Located 6.4km from Shorewood, Sag Harbor Inn is a 3.5-star rating establishment designed with the business traveller in mind. With its dedicated meeting rooms and facilities, this hotel ensures a productive stay. While it primarily caters to professionals, the inn’s charm and welcoming service make it a great choice for anyone visiting the area. Experience the unique character of Sag Harbor while enjoying the comforts of a well-appointed inn.

Where to stay near Shorewood

Shorewood offers a delightful blend of culture and relaxation, perfect for a beach getaway. Explore the charming town centre, where you'll find family-friendly excursions and scenic spots to unwind. Nearby, you'll discover top-notch resorts that cater to every budget, ensuring a comfortable stay. Whether you're lounging on the beach or enjoying local attractions, your Shorewood experience promises to be a memorable one.

  • Hamptons: A renowned coastal paradise located 11.3km from Shorewood, the Hamptons attract visitors with their stunning beaches and vibrant outdoor lifestyle. The area is particularly popular during the summer months, from June to August, when you'll find beachgoers soaking up the sun and couples enjoying romantic getaways. Expect to indulge in golf, live music concerts, and luxurious resorts. Notable attractions include beautiful family-friendly beaches and serene lakes, making it a perfect spot for both relaxation and adventure.
  • Greenport: Just 6.4km away from Shorewood, Greenport is a charming city that offers a delightful mix of outdoor activities and romantic experiences. The travel scene peaks in the summer, particularly from June to August, and visitors can enjoy the sandy shores and vibrant atmosphere. The city is known for its golf courses, music events, and resort options. Key attractions include family beaches and an event conference venue that hosts various gatherings, ensuring there's always something happening in this lively locale.
  • Sag Harbor: Located 6.4km from Shorewood, Sag Harbor is a picturesque city known for its outdoor activities and stunning beaches. The area sees a seasonal influx of tourists, with the busiest time being from June to August. Visitors can partake in golf, skiing, and other outdoor adventures, all while enjoying the romantic ambiance of this coastal gem. Highlights include beautiful beaches, family-friendly parks, and scenic spots that invite exploration and relaxation, making Sag Harbor a must-visit on your itinerary.

Things to do near Shorewood

Shorewood offers a delightful mix of cultural experiences and beachside fun, making it an ideal holiday spot. Enjoy live music performances, relax on the stunning beaches, and explore numerous vibrant venues that promise a good time. With its charming atmosphere and lively activities, Shorewood is perfect for those seeking a memorable getaway filled with entertainment and relaxation.

Shopping

For a delightful shopping experience, visit the Greenport Farmers' Market, The Style Bar, and BookHampton, all located 6.4km from Shorewood. If you're up for a drive, check out other local boutiques in nearby towns for unique gifts and souvenirs.

Recreation

At Shelter Island Whale's Tail, enjoy a fun-filled round of mini golf with family vibes, just a couple of miles from Shorewood. For relaxation, Cedar Point County Park offers tranquil trails and scenic views, while Noyac Golf Club provides a perfect outdoor escape for golf enthusiasts.

Adventure

At Splish Splash Water Park, 37.0km from Shorewood, dive into thrilling water slides and wave pools for a splash-tastic day. Experience nature at Walking Dunes Trailhead, 24.1km away, with scenic hikes through picturesque landscapes. For adrenaline junkies, Riverhead Raceway, 35.4km from Shorewood, offers exhilarating motor racing excitement.

Nightlife

In Shorewood, the Greenport Carousel offers a charming family-friendly atmosphere just a short drive away, perfect for a nostalgic evening. For a taste of culture, Bay Street Theatre showcases captivating performances, while Regal UA East Hampton cinema provides a romantic setting for film lovers.

Booking tips and Expedia advantages for Shorewood

To save money on your trip to Shorewood, consider visiting between January and March when hotel prices are at their lowest, especially on Tuesdays. Avoid weekends, particularly Fridays, for more affordable rates. Use Expedia to compare accommodation options and look for package deals that combine hotels, flights, and activities for additional savings. Exploring the area on foot is a great way to enjoy free activities while keeping transport costs down. Look out for special deals and rewards programs to further maximise your budget.

  • The most and least expensive months on average to stay in a hotel: The hotel pricing around Shorewood is moderately seasonal. The cheapest months to stay around Shorewood are January to March, where the prices are moderately lower. This is in comparison to June to August, where prices are moderately higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay around Shorewood is Tuesday. The most expensive day to stay around Shorewood is Friday.
  • Find cheap hotels on Expedia: Utilise Expedia’s search tool to refine your preferences, such as your budget, desired location, and preferred type of accommodation. To discover the best prices and offers, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save some dollars by combining your Shorewood hotel booking with your flights and activities through an Expedia package.

Find the best attractions near Shorewood

Shorewood, located on Shelter Island, New York, offers an ideal getaway for culture lovers and beach enthusiasts alike. Visitors can enjoy beautiful beaches, explore historic buildings, and relax in urban parks. This charming locale caters to those seeking outdoor experiences and rich cultural attractions, making it a perfect destination for a memorable holiday. Don't miss the chance to discover the top attractions and hidden gems Shorewood has to offer!

  • East Hampton Main Beach: A perfect stretch of sand, East Hampton Main Beach offers a relaxing escape with its stunning views and beach vibes. Enjoy sunbathing, swimming, or a leisurely stroll along the shore, soaking in the coastal charm of this iconic spot.
  • The Jewish Center of the Hamptons: Immerse yourself in the rich culture at The Jewish Center of the Hamptons. This welcoming synagogue hosts various events, offering a glimpse into local traditions and community spirit. It's a tranquil place for reflection and connection.
  • Jonathan Adler: Discover the quirky and vibrant designs of Jonathan Adler, a renowned home décor and lifestyle brand. Explore unique items that embody creativity and style, perfect for adding a touch of Hamptons flair to your home.

Best time to go to Shorewood

The best time to visit Shorewood is dependant on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are moderately high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are moderately low and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January35.6°F (2.0°C)Light RainMostly SunnyModerately LowModerately Low
February35.8°F (2.1°C)Light RainMostly CloudyModerately LowModerately Low
March39.7°F (4.3°C)Light RainMostly SunnyAverageModerately Low
April47.5°F (8.6°C)Light RainMostly SunnyAverageAverage
May55.8°F (13.2°C)Light RainMostly SunnyAverageAverage
June64.9°F (18.3°C)Light RainMostly SunnyModerately HighModerately High
July73.0°F (22.8°C)Light RainMostly SunnyModerately HighModerately High
August73.4°F (23.0°C)Light RainMostly SunnyModerately HighModerately High
September68.2°F (20.1°C)Light RainMostly SunnyAverageAverage
October59.7°F (15.4°C)Light RainMostly SunnyAverageAverage
November49.6°F (9.8°C)Light RainMostly SunnyAverageAverage
December42.1°F (5.6°C)Light RainMostly CloudyModerately LowAverage

The nearest major airports for your trip to Shorewood

When visiting Shorewood on Shelter Island, you can fly into several nearby airports. Islip, NY (ISP-MacArthur) is 70.8km away, with hotel options like the 3.5-star Hyatt Regency Long Island and Radisson Hotel Hauppauge, both conveniently located for airport access. New Haven, CT (HVN-Tweed) is 53.1km from Shorewood, offering 4-star hotels such as the Omni New Haven Hotel at Yale and The Blake Hotel, both just 4.8km from the airport. Additionally, East Hampton, NY (HTO) is a mere 11.3km away, featuring luxurious accommodations like the 5-star Mill House Inn and the 4.5-star Topping Rose House, also easily reachable from the airport.

Frequently asked questions

What's it like in Shorewood?
You'll be sure to have fun exploring Shelter Island's Shorewood neighbourhood. Consider a visit to Wades Beach as part of your Shorewood travel plans.
How many hotels can I expect to find in Shorewood?
When you want to find places to stay in Shelter Island, start by booking one of Expedia's 7 hotels and other accommodation options in Shorewood.
If I need to cancel my hotel reservation in Shorewood, will I receive a refund?
Yes! The majority of hotel bookings are refundable provided that you cancel before the accommodation's cancellation deadline, which often is within 24-48 hours of your check-in date. If you have a non-refundable reservation, it might still be possible to cancel it and be given a refund within a 24-hour period of booking. Put your dates in and click on "Search", then use the "fully refundable" filter to review the best deals available in Shorewood.
What is there to do in this Shelter Island neighbourhood?
Wades Beach is an attraction you might want to check out while you're in Shorewood. While you're out sightseeing, Shell Beach and Mashomack Preserve are a couple of additional sights to visit in Shelter Island.

Explore a world of travel with Expedia