The Best Hotels Closest to Sylvester Manor in Shelter Island Heights for 2026

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Our top choices for Sylvester Manor hotels

A spacious hallway with a fireplace, a large window, and a built-in shelving unit.

A spacious lobby with multiple seating areas, a kitchen area, and large windows providing natural light.

A waterfront property with a large house, multiple boats docked, and lush greenery.

A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, with a building in the background.

1. Sag Harbor Inn

5.5 mi from Sylvester Manor

Terri

$219 nightly

$250 total

Nov 1 - Nov 2

Total with taxes and fees

A grassy area with trees and a view of a body of water.

A beach with sun loungers and umbrellas, a sandy path, and a view of the water.

A lakeside patio with outdoor seating and a view of the water.

2. Silver Sands Motel & Beach Bungalows

2.3 mi from Sylvester Manor

Gaurav

$230 nightly

$262 total

Nov 2 - Nov 3

Total with taxes and fees

A modern house with a deck, outdoor seating, and a fire pit.

A modern kitchen with a stainless steel sink, white cabinets, and a blue-tiled backsplash.

A rustic cabin with a wooden exterior, a front porch, and a staircase leading to the entrance.

A modern living room with a sofa, a dining table, and a kitchen area in the background.

3. North Fork Resort

2.9 mi from Sylvester Manor

Altynai

$303 nightly

$347 total

Oct 27 - Oct 28

Total with taxes and fees

A rooftop terrace with lounge chairs, a wooden table, and a view of the landscape.

A bar area with wooden bar stools and a bookshelf.

A swimming pool with a wooden deck, lounge chairs, and a fence.

4. The Harbor Front Inn

2.2 mi from Sylvester Manor

Antrii

$168 nightly

$192 total

Nov 23 - Nov 24

Total with taxes and fees

A pool area with umbrellas, potted plants, and a pathway leading to a building.

A spacious living room with a fireplace, comfortable seating, and large windows.

A dining area with tables set for a meal, a fireplace, and a large mirror reflecting the room.

A cozy outdoor seating area with a brick fireplace, cushioned seating, and potted plants.

5. Faraway Sag Harbor

5.6 mi from Sylvester Manor

Thomas

$375 nightly

$428 total

Nov 23 - Nov 24

Total with taxes and fees

6. East Hampton House Resort

11.6 mi from Sylvester Manor

Tina

$182 nightly

$209 total

Nov 10 - Nov 11

Total with taxes and fees

A living room with a fireplace, a television mounted above it, and a dining area in the background.

An outdoor dining area with trees and tables under string lights.

A garden pathway leading to a white picket fence and a building with an American flag.

A white house with a sign reading "The 1770 House Restaurant & Inn."

7. The 1770 House Restaurant & Inn

11.2 mi from Sylvester Manor

Lisa

$423 nightly

$550 total

Nov 1 - Nov 2

Total with taxes and fees

An outdoor dining area with a table and chairs, surrounded by tall trees and string lights.

A bedroom with two beds, a ceiling fan, a large window, and a view of greenery outside.

A swimming pool with lounge chairs and umbrellas, surrounded by a forested area.

A bathtub surrounded by candles and flower petals.

8. A Room At The Beach

9.7 mi from Sylvester Manor

Samantha

$296 nightly

$338 total

Oct 25 - Oct 26

Total with taxes and fees

A modern building with a wooden exterior, a balcony, and a pathway lined with potted plants and stepping stones.

A living room with a fireplace, two sofas, a coffee table, and a chair.

A modern room with a blue accent wall, a sofa, a chair, a bed, and a small table with decorative items.

A pool area with lounge chairs and an umbrella, surrounded by lush greenery.

9. Journey East Hampton

11.9 mi from Sylvester Manor

Erika

$253 nightly

$289 total

Oct 26 - Oct 27

Total with taxes and fees

A large, multi-story building with a swimming pool, outdoor seating, and a well-maintained garden.

A residential area with houses, a wooden deck, and a garden with pink flowers.

A large, modern house with a swimming pool, surrounded by lush greenery and trees.

A beach with a lifeguard tower, a few people sitting on chairs, and a white umbrella.

10. East Hampton Art House Bed & Breakfast

9.5 mi from Sylvester Manor

IVAN

$452 nightly

$517 total

Nov 2 - Nov 3

Total with taxes and fees

A spacious room with wicker furniture, large windows, and a view of the sea.

A spacious room with large windows, a wooden bench, yoga mats, and a door leading to a balcony with a view of the sea.

A beach bar with wooden chairs and a small table, overlooking the sea.

A coastal building with a deck extending over the water, featuring large windows and a dining area.

11. Sound View Greenport

3.3 mi from Sylvester Manor

Christine

$183 nightly

$209 total

Nov 23 - Nov 24

Total with taxes and fees

A cozy interior with a bar area, seating, and a fireplace.

A modern living room with a sectional sofa, a wooden coffee table, and a large window providing a view of trees.

A bedroom with a large bed, a window with curtains, a wall-mounted lamp, and a framed artwork.

A poolside area with lounge chairs and yellow umbrellas.

12. Oyster Estate

2.2 mi from Sylvester Manor

Allison

$219 nightly

$250 total

Nov 24 - Nov 25

Total with taxes and fees

A modern building with a pool, featuring a dining area with tables and chairs, and a glass entrance.

A modern hotel room with a bed, bedside table, and a view of the garden.

A large, white, two-story building with a covered porch and a bicycle parked in front.

A bar area with shelves stocked with various bottles and glasses.

13. Topping Rose House

9.7 mi from Sylvester Manor

Adam

$614 nightly

$705 total

Nov 5 - Nov 6

Total with taxes and fees

A balcony with a view of the sea, a dining table, and a blue house in the background.

14. Cliffside Resort Condominiums

3.1 mi from Sylvester Manor

William

$266 nightly

$304 total

Nov 12 - Nov 13

Total with taxes and fees

A large, white building with a green awning, surrounded by well-maintained lawns and colorful flower beds.

A breakfast buffet table with various pastries and fruits, set against a backdrop of large windows overlooking a garden.

A bar area with wooden bar stools, a television screen, and shelves of bottles and glasses.

A large white building with green shutters, surrounded by lush greenery and hydrangea flowers.

15. The Huntting Inn

11.2 mi from Sylvester Manor

Josie

$368 nightly

$419 total

Nov 8 - Nov 9

Total with taxes and fees

A modern interior with a central water feature, shelves with products, and a clothing rack.

A reception desk with a white backdrop, surrounded by various plants and a modern pendant light.

A modern lounge area with a curved sofa, round coffee tables, and a large potted plant.

A pathway flanked by lush greenery and bamboo, leading to a building with a wooden exterior.

16. American Beech Hotel

2.2 mi from Sylvester Manor

Mary

$286 nightly

$327 total

Oct 25 - Oct 26

Total with taxes and fees

Two bicycles with wicker baskets labeled "Sophie & Co." parked in front of a building with a dark door and white columns.

A wooden outdoor seating area with a sofa and a table, surrounded by gravel and greenery, with a house in the background.

A wooden building with a white window and a balcony.

A room with a large bay window, a chandelier, and wall sconces.

17. The Sagaponack

9.9 mi from Sylvester Manor

Jane

$226 nightly

$258 total

Nov 24 - Nov 25

Total with taxes and fees

A dining area with a table set for two, a wine bottle, and two wine glasses. There are wicker chairs, a bookshelf with various bottles, and a chandelier.

A room with a staircase leading to a door with a glass panel, a bar area with bottles, and a view of the outdoors.

A hotel room with a large bed, a window with curtains, a small table with chairs, and an air conditioning unit on the wall.

A porch with white columns, a swing, and a view of a green lawn and trees.

18. The Maidstone

11.3 mi from Sylvester Manor

Steven

$221 nightly

$253 total

Nov 1 - Nov 2

Total with taxes and fees

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Compare popular hotels close to Sylvester Manor

Property	Star rating	Guest rating
Sag Harbor Inn	9.4 Exceptional 681 reviews	View
Silver Sands Motel & Beach Bungalows	10.0 Exceptional 181 reviews	View
North Fork Resort	9.6 Exceptional 69 reviews	View
The Harbor Front Inn	9.0 Wonderful 668 reviews	View
Faraway Sag Harbor	9.0 Wonderful 318 reviews	View

Top Sylvester Manor Hotel Reviews

Silver Sands Motel & Beach Bungalows

10/10 Excellent

"Everything was immaculate and staff were fantastic. Lots of small details that made the stay especially lovely."

Zey Hotel

10/10 Excellent

"The hotel had a good vibe and energy! Lots of artwork and was very charming. It has a bed and breakfast feel to it. The parking is behind the hotel and free and convenient. It’s right on Main Street and walking distance to all restaurants and bars. The staff especially James was warm and friendly and accommodating. We had a great time checking out all the cool lounge areas in the hotel. The room was clean and charming as well. Would definitely stay here again the next time we visit Greenport"

Work and Play Special! Extended Stay Discount

8/10 Good

"Suited our needs just fine. Was a little smaller than we needed, but had everything we needed to be comfortable. Host was quick to respond to our needs during our stay. Price was on point to other properties on shelter island. Location to south ferry a plus."

The Harbor Front Inn

8/10 Good

"The room was clean and the staff is always wonderful. Parking was a nightmare because of the festival which had nothing to do with the hotel. My only issue is the breakfast , I wish it had a little more so I don’t have to go down the street to get something to eat . Honestly it’s not even an issue we will continue to stay here because it is a very nice hotel"

The Menhaden

10/10 Excellent

"Very clean, excellent staff and excellent location. All of the shops and restaurants are within walking distance, and the wineries a very short cab ride. Really enjoyed staying here and we will absolutely be back."

Spacious 4-bedroom house in charming Shelter Island with AC

8/10 Good

"Great but would benefit from actual window treatment as there are none for privacy in bathroom and light in bedrooms. The lighting fixtures are also a bit scarce so at night it feels like being in a hospital with all the built-in ceiling lights… great place otherwise!"

House on Chase Creek

10/10 Excellent

"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!!"

Shelter Island Retreat With Pool, Home Theater, Close To Beach & Pet Friendly

10/10 Excellent

"This is a very comfortable, well appointed and well equipped house. It is perfect for a family or group of friends to enjoy recreation and creature comforts. We fully enjoyed the pool and pool house as we luckily had perfect days and nights to enjoy it all. Tara could not have been more helpful and accommodating host!"

Waterfront House With Dock And Private Beach

10/10 Excellent

"Beautiful waterfront view and aShort walk to the beach- perfect Shelter Island getaway!"

Other attractions near Sylvester Manor

Shelter Island Whale's Tail

10.0/10 (1 review)

You can take time to visit Shelter Island Whale's Tail during your travels to Shelter Island. Wander the beaches and waterfront in the area.

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Shelter Island Historical Society

8.0/10 (1 review)

You can spend time studying the exhibits at Shelter Island Historical Society during your trip to Shelter Island. Stroll along the beaches or experience the area's museums.

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Havens House

You can spend an afternoon browsing the exhibits at Havens House during your trip to Shelter Island. Stroll along the area's beaches or simply enjoy its wineries.

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Shelter Island Country Club

10.0/10 (3 reviews)

Enjoy a round of golf in Shelter Island Heights at Shelter Island Country Club. Stroll along the beaches or discover the area's sunsets.

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Gardiner's Bay Country Club

Enjoy a round of golf in Shelter Island at Gardiner's Bay Country Club. Stroll along the area's waterfront or simply enjoy its wineries.

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Menhadden Lane Beach

8.8/10 (3 reviews)

Why not spend a carefree afternoon at Menhadden Lane Beach during your travels in Shelter Island Heights?

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Mashomack Preserve

Explore the great outdoors at Mashomack Preserve, a lovely green space in Shelter Island. Stroll along the beaches or discover the sunsets in this family-friendly area.

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Crescent Beach

9.4/10 (13 reviews)

Why not spend a carefree afternoon at Crescent Beach during your travels in Shelter Island Heights? Experience the area's entertainment venues and theater scene.

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Frequently asked questions

What are the top-rated hotels near Sylvester Manor?

Discover the top-rated hotels in Shelter Island Heights near Sylvester Manor, perfect for an unforgettable getaway.Greenport renovated farmhouseGreenport renovated farmhouse boasts an impressive review rating of 10 and is located just 3.6 miles from Sylvester Manor. This historic farmhouse offers travelers a unique and romantic experience, complete with a charming patio and a cozy fireplace for relaxing evenings. Guests can explore nearby beaches and enjoy activities like paddleboating, kayaking, and even winery tours. The full kitchen is equipped with modern appliances, making it ideal for those who love to cook and dine in.American Beech - Luxury 2 Bedroom Apartment 10Rated a perfect 10 by travelers, the American Beech - Luxury 2 Bedroom Apartment 10 is situated just 3.0 miles from Sylvester Manor. This luxurious apartment features a private patio and a warm fireplace, providing a cozy ambiance for travelers. Complimentary breakfast adds to the appeal, making it an excellent choice for travelers seeking comfort and convenience during their stay.Fordham HouseFordham House, a lovely 3-star hotel, is located 3.5 miles from Sylvester Manor and has earned a review rating of 10. Guests can enjoy a complimentary full breakfast on weekends, as well as free self-parking. The hotel features premium bedding and designer toiletries, ensuring a comfortable stay. Its nearby beaches makes it a perfect spot for those looking to enjoy the beauty of Shelter Island Heights.

What hotels are within walking distance to Sylvester Manor?

Discover the perfect stay near Sylvester Manor with a selection of top-rated hotels that combine comfort and convenience.West Neck GuesthouseWest Neck Guesthouse is a charming 3.5-star hotel located just a 17-minute walk from Sylvester Manor, making it an ideal choice for travelers looking to explore the area. With a review rating of 8.0, travelers appreciate the cozy atmosphere and the convenience of amenities like free daily breakfast and a kitchenette in every room. The hotel also features a beautiful garden and offers complimentary bicycles for a leisurely ride around Shelter Island Heights.

How much is a hotel near Sylvester Manor?

Staying near Sylvester Manor is a treat, with plenty of hotels from $192 offering incredible amenities. If you're leaning toward a little luxury, prices can rise, especially in peak season. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a vacation during weekends or around public holidays.

What are the most popular family-friendly hotels near Sylvester Manor?

Finding the perfect family-friendly stay near Sylvester Manor is easy with these top-rated hotels that cater to travelers of all ages.Greenport renovated farmhouseGreenport renovated farmhouse is a delightful retreat just 3.6 miles from Sylvester Manor, with an exceptional review rating of 10. This family-friendly hotel features amenities designed for families, including a fully equipped kitchen, games for children, and a travel crib. Guests can also enjoy the lovely patio and garden, perfect for outdoor family activities. With access to nearby paddleboating and beaches, this farmhouse becomes a wonderful home base for family adventures.The Pridwin HotelThe Pridwin Hotel is just 2.0 miles from Sylvester Manor and boasts a remarkable review rating of 9.4 alongside a 4-star designation. This family-friendly hotel provides a range of amenities for younger travelers, including a pool with a gate, daily housekeeping, and a kids' menu at the on-site restaurant. Families can also take advantage of free breakfast and enjoy the beautiful beachfront area, making it a perfect spot for a memorable family getaway.Sound View GreenportLocated 4.9 miles from Sylvester Manor, Sound View Greenport is a charming 4-star hotel rated 8.4 by travelers. This hotel is ideal for families, offering connecting rooms, free cribs, and an accessible pool. Guests can indulge in delicious meals at the beachfront restaurant and enjoy free breakfast daily. With a beautiful terrace and direct beach access, families can create lasting memories in a picturesque setting.

Which hotels near Sylvester Manor offer the best views?

Explore the best hotels near Sylvester Manor that offer stunning views and top-rated accommodations.The Pridwin HotelLocated just 2.0 miles from Sylvester Manor, The Pridwin Hotel offers a delightful stay with a review rating of 9.4 and a 4-star designation. Guests can enjoy ocean views from many areas, including the restaurant and spa. Onsite amenities include a pool, a full-service spa with hydrotherapy treatments, and free breakfast daily. The hotel also provides easy access to the beach and a ferry terminal shuttle, enhancing the overall traveler experience.Sound View GreenportSound View Greenport is a charming 4-star hotel situated 4.9 miles from Sylvester Manor, with a review rating of 8.4. Guests enjoy stunning ocean views from the restaurant and various rooms. With a lovely beachfront terrace, self-parking, and outdoor tennis, this hotel is perfect for those who appreciate scenic beauty and recreational activities. The hotel also features a poolside bar and a fully equipped kitchen in select rooms for added convenience.Hotel MoraineHotel Moraine, rated 9.8 by travelers, is located just 4.7 miles from Sylvester Manor. This beautiful retreat boasts breathtaking sea views and a private beach, making it an idyllic choice for those seeking relaxation. Guests can take advantage of amenities such as a pool, free daily breakfast, and yoga classes onsite. The hotel also offers easy access to nearby kayaking and winery tours, ensuring a memorable stay.

What are the best affordable hotels near Sylvester Manor?

For travelers seeking affordable stays near the beautiful Sylvester Manor, there are several top-rated options that won't break the bank.Greenport renovated farmhouseJust 3.6 miles from Sylvester Manor, the Greenport renovated farmhouse offers a perfect blend of comfort and charm, with a perfect review rating of 10. Families will appreciate the onsite amenities like a kitchen with modern appliances and a patio for relaxing evenings. Guests can also enjoy nearby activities such as paddleboating and beach outings, making it an ideal retreat for family fun.American Beech - Luxury 2 Bedroom Apartment 10Located only 3.0 miles from Sylvester Manor, the American Beech - Luxury 2 Bedroom Apartment 10 has a stunning review rating of 10. This apartment is perfect for families or couples, offering free breakfast to start your day right. The cozy fireplace and inviting patio create a romantic atmosphere, ensuring a memorable stay for travelers.Fordham HouseFordham House, a charming 3-star hotel just 3.5 miles from Sylvester Manor, boasts a perfect review rating of 10. Ideal for families, it offers free weekend breakfasts and self-parking, along with premium bedding for a restful night. Guests can also enjoy nearby beaches and designer toiletries, adding a touch of luxury to their affordable getaway.

What are the best boutique hotels near Sylvester Manor?

For those seeking a top-rated boutique hotel experience near Sylvester Manor, look no further. These charming accommodations offer a unique blend of style and comfort, perfect for your getaway.Zey HotelZey Hotel is a delightful 3.5-star boutique hotel located just 3.2 miles from Sylvester Manor, rated 9.2 by travelers. This adults-only retreat features a lovely terrace and free daily breakfast, making it an excellent choice for couples or solo travelers looking for a serene escape. Guests can enjoy complimentary beach access nearby, as well as comfortable rooms equipped with premium bedding, minibars, and free toiletries. With a focus on personalized service, the concierge is available to assist with local recommendations.

Are there any hotels with pools close to Sylvester Manor?

For a refreshing stay near Sylvester Manor, check out these top-rated hotels with pools that offer a blend of comfort and fun.Sound View GreenportSound View Greenport, a 4-star hotel situated 4.9 miles from Sylvester Manor, has a favorable review rating of 8.4. This hotel features a lovely pool with a poolside bar and umbrellas, perfect for unwinding. Guests can indulge in beachfront dining, enjoy complimentary breakfast, and relax on the sand beach, creating a memorable vacation experience.Hotel MoraineHotel Moraine is a luxurious choice just 4.7 miles from Sylvester Manor, with an impressive review rating of 9.8. Guests can enjoy a beautiful pool equipped with sun loungers and umbrellas, along with accessible features for everyone. Additional amenities include free breakfast, beach towels, and onsite yoga classes, making it perfect for a relaxing getaway.Greenporter HotelLocated only 2.8 miles from Sylvester Manor, Greenporter Hotel offers a delightful experience with a review rating of 9.2. The hotel features a shared pool with secure facilities and sun loungers, ensuring a comfortable and relaxing atmosphere. Guests can also enjoy a hot tub, early check-in options, and access to nearby winery tours, ideal for a charming retreat.

What are the best pet-friendly hotels near Sylvester Manor?

For travelers seeking top-rated pet-friendly hotels near Sylvester Manor, these options offer a welcoming stay for both you and your furry friends.Hotel MoraineHotel Moraine, just 4.7 miles from Sylvester Manor, is a superb choice for pet owners, offering amenities that include pet-friendly rooms and service animals allowed. Rated 9.8 by travelers, this hotel also features a stunning sea view, free breakfast, and a beautiful beachfront area. Guests can enjoy a range of activities like kayaking, motorboating, and yoga classes right on-site.The Harbor Front InnThe Harbor Front Inn is a charming 3.5-star hotel located only 2.9 miles from Sylvester Manor. With a review rating of 8.8, this inn welcomes pets with open arms, providing in-room pet accommodations. Guests can relax on the terrace or take a dip in the pool, while other amenities include complimentary breakfast and 24-hour access to fitness facilities, making it an ideal choice for a comfortable stay.American Beech HotelAmerican Beech Hotel, situated 3.1 miles from Sylvester Manor, is another excellent option for travelers with pets, featuring in-room pet accommodations and food and water bowls for your furry companions. This 3.5-star hotel boasts a review rating of 8.8 and offers complimentary breakfast, a beautiful garden, and easy access to nearby beaches, ensuring travelers have a memorable and enjoyable stay.

Can I book a fully refundable hotel close to Sylvester Manor?

Most bookings on Expedia are refundable if canceled within 24-48 hours of arrival, though this depends on the hotel's individual cancellation policy, which you should check in your booking confirmation. If free cancellation is available, you can cancel directly through your Expedia account by going to "My Trips" and selecting your reservation. To find fully refundable hotel options, simply enter "Sylvester Manor", set your travel dates, and use the "Fully refundable" filter under "Deals & Discounts" on the results page. Alternatively, explore deals with free cancellation options on Expedia.

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Things to do in Sag Harbor

Find hotels near Sylvester Manor, Shelter Island Heights from $192

Upfront pricing

Treat yourself

Be picky

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Sylvester Manor hotels

1. Sag Harbor Inn

2. Silver Sands Motel & Beach Bungalows

3. North Fork Resort

4. The Harbor Front Inn

5. Faraway Sag Harbor

6. East Hampton House Resort

7. The 1770 House Restaurant & Inn

8. A Room At The Beach

9. Journey East Hampton

10. East Hampton Art House Bed & Breakfast

11. Sound View Greenport

12. Oyster Estate

13. Topping Rose House

14. Cliffside Resort Condominiums

15. The Huntting Inn

16. American Beech Hotel

17. The Sagaponack

18. The Maidstone

Compare popular hotels close to Sylvester Manor

Top Sylvester Manor Hotel Reviews

Silver Sands Motel & Beach Bungalows

Zey Hotel

Work and Play Special! Extended Stay Discount

The Harbor Front Inn

The Menhaden

Spacious 4-bedroom house in charming Shelter Island with AC

House on Chase Creek

Shelter Island Retreat With Pool, Home Theater, Close To Beach & Pet Friendly

Waterfront House With Dock And Private Beach

Other attractions near Sylvester Manor

Shelter Island Whale's Tail

Shelter Island Historical Society

Havens House

Shelter Island Country Club

Gardiner's Bay Country Club

Menhadden Lane Beach

Mashomack Preserve

Crescent Beach

Frequently asked questions

Explore a world of travel with Expedia