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

Shorewood Hotels, Shelter Island

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Our top choices for Shorewood hotels

1. House on Chase Creek

House on Chase Creek
2.5 star property
4.4 km from Shorewood
9.4 out of 10, Exceptional, (86 reviews)
"Nice owner.. convenient location"
United States
Calvin
The price is AU$391
includes taxes & fees
8 Sept - 9 Sept
House on Chase Creek

2. The Chequit

The Chequit
3.0 star property
4.7 km from Shorewood
9.2 out of 10, Wonderful, (52 reviews)
"Everything was great ! Wish we had been there when restaurant was open."
United States
Kathleen
The price is AU$457
includes taxes & fees
8 Sept - 9 Sept
The Chequit

3. Zey Hotel

Zey Hotel
3.5 star property
6.9 km from Shorewood
9.2 out of 10, Wonderful, (384 reviews)
"Very excellent boutique hotel right on Main st. Beautiful garden for relaxing. Perfect location, friendly staff"
United States
shaun
The price is AU$323
includes taxes & fees
7 Sept - 8 Sept
Zey Hotel

4. The Harbor Front Inn

The Harbor Front Inn
3.5 star property
6.7 km from Shorewood
8.8 out of 10, Excellent, (641 reviews)
"Overall great stay! People are fantastic!"
United States
John
The price is AU$472
includes taxes & fees
8 Sept - 9 Sept
The Harbor Front Inn

5. Sound View Greenport

Sound View Greenport
4.0 star property
8 km from Shorewood
8.4 out of 10, Very good, (698 reviews)
"Great in town getaway"
United States
Yveline
The price is AU$513
includes taxes & fees
15 Sept - 16 Sept
Sound View Greenport

6. The Pridwin Hotel

The Pridwin Hotel
4.0 star property
4.8 km from Shorewood
9.4 out of 10, Exceptional, (111 reviews)
"Stunning hotel! Will def stay again!"
United States
Anna
The price is AU$936
includes taxes & fees
13 Sept - 14 Sept
The Pridwin Hotel

7. Sag Harbor Inn

Sag Harbor Inn
3.5 star property
5.6 km from Shorewood
9.4 out of 10, Exceptional, (659 reviews)
"Everything about the place was great - great value overlooking the Harbor!"
United States
Christopher
The price is AU$564
includes taxes & fees
20 Sept - 21 Sept
Sag Harbor Inn

8. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.0 star property
6.7 km from Shorewood
10.0 out of 10, Exceptional, (163 reviews)
"This was my first time in the North fork and this hotel was a total surprise It was absolutely wonderful The accommodations the service the food everything was a delight and we cannot wait to come back"
United States
Sol
The price is AU$592
includes taxes & fees
21 Sept - 22 Sept
Silver Sands Motel & Beach Bungalows

9. The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
7.2 km from Shorewood
9.4 out of 10, Exceptional, (325 reviews)
"Amazing stay!!!"
United States
Maria
The price is AU$498
includes taxes & fees
1 Sept - 2 Sept
The Shoals Suites and Slips

10. West Neck Guesthouse

West Neck Guesthouse
3.5 star property
3.9 km from Shorewood
8.2 out of 10, Very good, (46 reviews)
"It was great! The location was perfect, plenty of amenities close by as well. Easy ferry access depending on time of day. Room was very clean. Will be staying again!"
United States
Allie
The price is AU$500
includes taxes & fees
31 Aug - 1 Sept
West Neck Guesthouse

11. Shelter Island House

Shelter Island House
3.5 star property
4 km from Shorewood
8.4 out of 10, Very good, (64 reviews)
"This boutique hotel is a true gem. Set among lush trees and beautiful landscaping, and with excellent indoor space, it provides a welcoming and relaxing atmosphere."
United States
Dorothy
The price is AU$504
includes taxes & fees
31 Aug - 1 Sept
Shelter Island House

12. North Fork Resort

North Fork Resort
3.0 star property
7.8 km from Shorewood
9.6 out of 10, Exceptional, (50 reviews)
"This is the most thoughtfully designed and maintained hotel Everything was excellent"
United States
Lisa
The price is AU$489
includes taxes & fees
7 Sept - 8 Sept
North Fork Resort

13. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
7.9 km from Shorewood
9.0 out of 10, Wonderful, (287 reviews)
"Great place!"
United States
Christine
The price is AU$613
includes taxes & fees
7 Sept - 8 Sept
Cliffside Resort Condominiums

14. Oyster Estate

Oyster Estate
4.0 star property
6.8 km from Shorewood
9.2 out of 10, Wonderful, (284 reviews)
"Great location, great hotel, great staff! "
United States
Jenny
The price is AU$526
includes taxes & fees
7 Sept - 8 Sept
Oyster Estate

15. American Beech Hotel

American Beech Hotel
3.5 star property
6.8 km from Shorewood
9.0 out of 10, Wonderful, (205 reviews)
"The hotel doesn’t reception doesn’t open till 9am. For early risers we had to leave the hotel just to get coffee. 9am is unheard of for a hotel"
United States
kerri
The price is AU$647
includes taxes & fees
8 Sept - 9 Sept
American Beech Hotel

16. Faraway Sag Harbor

Faraway Sag Harbor
4.0 star property
5.7 km from Shorewood
9.0 out of 10, Wonderful, (303 reviews)
"Great vibe and decor. Super Cozy and elegant. Best Hamptons stay! Can’t wait to come back next year."
United States
Joseph
The price is AU$1,183
includes taxes & fees
15 Sept - 16 Sept
Faraway Sag Harbor

17. The Menhaden

The Menhaden
3.5 star property
6.7 km from Shorewood
9.6 out of 10, Exceptional, (189 reviews)
"Staff was very accommodating and extremely nice, Great stay!"
United States
Lisa
The price is AU$868
includes taxes & fees
31 Aug - 1 Sept
The Menhaden

18. The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
20.6 km from Shorewood
9.6 out of 10, Exceptional, (566 reviews)
"The Bentley in Southampton is a great place to stay. The room is exceptionally clean and the beds are super comfortable. The staff are friendly and helpful. We always enjoy our stay and highly recommend!"
United States
Sherri
The price is AU$277
includes taxes & fees
20 Sept - 21 Sept
The Bentley Hotel Southampton

19. Hamlet Inn

Hamlet Inn
2.0 star property
20.8 km from Shorewood
8.6 out of 10, Excellent, (497 reviews)
"The hotel was cute, comfy and in good central location"
United States
Shauna
The price is AU$273
includes taxes & fees
23 Sept - 24 Sept
Hamlet Inn

20. Shorewood Inn

Shorewood Inn
2.5 star property
24.6 km from Shorewood
8.4 out of 10, Very good, (802 reviews)
"Close to all , great for a night or 2- priced right"
United States
KAREN
The price is AU$178
includes taxes & fees
25 Aug - 26 Aug
Shorewood 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.

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.

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.

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.

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.

Top Shorewood Hotel Reviews

Recent Reviews in Shorewood

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

When is the best time to go to Shorewood?
The best time to visit Shorewood is during the summer months, from June to August, when the weather is warm and sunny, making it ideal for outdoor activities.

During this period, the average daily temperatures range from 20°C to 28°C, great for enjoying the beaches and water sports on Lake Ontario. The town truly comes alive with various festivals and events, including the popular Shorewood Summer Festival, offering live music, local crafts, and food stalls.

For those who prefer a quieter experience with pleasant weather, late spring (May) and early autumn (September to early October) are also excellent choices. Temperatures are milder, typically between 15°C and 22°C, and the crowds are smaller. This is a great time for couples to enjoy scenic walks along the waterfront or explore the numerous local vineyards without the peak season bustle.
Can I cancel my hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline − this is often within 24 to 48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our 'Fully refundable property' filter during your search to find the right Shorewood hotel for you.
How can I save on a hotel booking in Shorewood with Expedia?
One Key™—Expedia's free travel rewards program—gives you instant access to discounts with Member Prices on Shorewood hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
How much is the nightly rate for a hotel in Shorewood?
Hotel prices in Shorewood often vary, but you can find a great deal on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates and sort search results by 'Price: low to high' for our cheapest rates.

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