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. The Chequit

The Chequit
3.0 star property
4.7 km from Shorewood
9.2 out of 10, Wonderful, (68 reviews)
"Friendly staff , Unique property."
United States
Patrick
The price is AU$270
includes taxes & fees
1 Nov - 2 Nov
The Chequit

2. Zey Hotel

Zey Hotel
3.5 star property
6.9 km from Shorewood
9.2 out of 10, Wonderful, (421 reviews)
"Great location…thoroughly enjoyed our time."
United States
Renee
The price is AU$299
includes taxes & fees
26 Oct - 27 Oct
Zey Hotel

3. The Harbor Front Inn

The Harbor Front Inn
3.5 star property
6.7 km from Shorewood
9.0 out of 10, Wonderful, (664 reviews)
"Great hotel with friendly staff, clean and comfortable rooms, and excellent service — I really enjoyed my stay!"
United States
Antrii
The price is AU$305
includes taxes & fees
4 Nov - 5 Nov
The Harbor Front Inn

4. Sag Harbor Inn

Sag Harbor Inn
3.5 star property
5.6 km from Shorewood
9.4 out of 10, Exceptional, (676 reviews)
"Free parking, clean, continental breakfast good quality."
United States
Terri
The price is AU$359
includes taxes & fees
4 Nov - 5 Nov
Sag Harbor Inn

5. 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, (174 reviews)
"This is a great place that brings you back to a special time. Staff were exceptionally friendly and helpful. Made us feel like we were family - highly recommend."
United States
Keith
The price is AU$377
includes taxes & fees
4 Nov - 5 Nov
Silver Sands Motel & Beach Bungalows

6. Sound View Greenport

Sound View Greenport
4.0 star property
8 km from Shorewood
8.4 out of 10, Very good, (749 reviews)
"Great one night stay."
United States
Irene
The price is AU$315
includes taxes & fees
3 Nov - 4 Nov
Sound View Greenport

7. House on Chase Creek

House on Chase Creek
2.5 star property
4.4 km from Shorewood
9.4 out of 10, Exceptional, (87 reviews)
"Such a cute place to stay! Bill was super kind and helpful! I was only in for a quick night but I would definitely stay here again!!"
United States
Tracey
The price is AU$303
includes taxes & fees
4 Nov - 5 Nov
House on Chase Creek

8. Shelter Island House

Shelter Island House
3.5 star property
4 km from Shorewood
8.4 out of 10, Very good, (66 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$330
includes taxes & fees
12 Oct - 13 Oct
Shelter Island House

9. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
7.9 km from Shorewood
9.0 out of 10, Wonderful, (295 reviews)
"Great place!"
United States
Christine
The price is AU$437
includes taxes & fees
1 Nov - 2 Nov
Cliffside Resort Condominiums

10. 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, (344 reviews)
"Loved everything about our stay!"
United States
Melissa
The price is AU$434
includes taxes & fees
1 Nov - 2 Nov
The Shoals Suites and Slips

11. American Beech Hotel

American Beech Hotel
3.5 star property
6.8 km from Shorewood
9.0 out of 10, Wonderful, (208 reviews)
"Great location, very friendly and helpful "
United States
Mary
The price is AU$469
includes taxes & fees
14 Oct - 15 Oct
American Beech Hotel

12. North Fork Resort

North Fork Resort
3.0 star property
7.8 km from Shorewood
9.6 out of 10, Exceptional, (63 reviews)
"Friendly staff. Clean room had everything we needed. Enjoyed our stay!"
United States
Harold
The price is AU$399
includes taxes & fees
12 Oct - 13 Oct
North Fork Resort

13. Faraway Sag Harbor

Faraway Sag Harbor
4.0 star property
5.7 km from Shorewood
9.0 out of 10, Wonderful, (311 reviews)
"Excellent hotel. Comfortable beds. Nice decorated. Very professional and friendly staff."
United States
Miguel
The price is AU$683
includes taxes & fees
8 Nov - 9 Nov
Faraway Sag Harbor

14. The Sagaponack

The Sagaponack
3.0 star property
12.7 km from Shorewood
8.8 out of 10, Excellent, (291 reviews)
"everything about the hotel was excellent, prices fair for the Hamptons!"
United States
Jane
The price is AU$387
includes taxes & fees
8 Nov - 9 Nov
The Sagaponack

15. Oyster Estate

Oyster Estate
4.0 star property
6.8 km from Shorewood
9.2 out of 10, Wonderful, (293 reviews)
"incredible stay, pet friendly and very accommodating. Staff was so kind!"
United States
Allison
The price is AU$469
includes taxes & fees
8 Nov - 9 Nov
Oyster Estate

16. East Hampton House Resort

East Hampton House Resort
3.0 star property
16 km from Shorewood
9.0 out of 10, Wonderful, (346 reviews)
"Clean room and Good staff!! 100% recommended!"
United States
James
The price is AU$305
includes taxes & fees
4 Nov - 5 Nov
East Hampton House Resort

17. The Menhaden

The Menhaden
3.5 star property
6.7 km from Shorewood
9.6 out of 10, Exceptional, (191 reviews)
"Staff was very accommodating and extremely nice, Great stay!"
United States
Lisa
The price is AU$625
includes taxes & fees
8 Nov - 9 Nov
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, (596 reviews)
"The rooms have recently been renovated and are very well designed."
United States
Frank
The price is AU$235
includes taxes & fees
26 Oct - 27 Oct
The Bentley Hotel Southampton

19. The Atlantic Hotel

The Atlantic Hotel
2.5 star property
20 km from Shorewood
7.2 out of 10, Good, (1,000 reviews)
"Nice clean hotel in town"
United States
Chris
The price is AU$212
includes taxes & fees
28 Oct - 29 Oct
The Atlantic Hotel

20. Shorewood Inn

Shorewood Inn
2.5 star property
24.6 km from Shorewood
8.4 out of 10, Very good, (830 reviews)
"Clean and friendly"
United States
Heather
The price is AU$168
includes taxes & fees
11 Oct - 12 Oct
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 Wades Beach and Shelter Island Historical Society.

Coecles Harbor

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

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 Shell Beach.

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 Shell Beach and Wades 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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