The Best Hotels Closest to Mashomack Preserve in Shelter Island for 2026

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Our top choices for Mashomack Preserve hotels

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

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

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

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

1. Sag Harbor Inn

4.2 mi from Mashomack Preserve

Terri

$219 nightly

$250 total

Nov 1 - Nov 2

Total with taxes and fees

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

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.

2. Silver Sands Motel & Beach Bungalows

3.9 mi from Mashomack Preserve

Gaurav

$230 nightly

$262 total

Nov 5 - Nov 6

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 tented accommodation with a bed, television, and a small table with a chair.

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

3. North Fork Resort

4.6 mi from Mashomack Preserve

Altynai

$303 nightly

$347 total

Oct 27 - Oct 28

Total with taxes and fees

4. East Hampton House Resort

10 mi from Mashomack Preserve

Tina

$182 nightly

$209 total

Nov 10 - Nov 11

Total with taxes and fees

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

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.

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

5. Faraway Sag Harbor

4.3 mi from Mashomack Preserve

Thomas

$375 nightly

$428 total

Nov 24 - Nov 25

Total with taxes and fees

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

A hotel room with a bed, a blue sofa, a wicker chair, a small table with a vase, and a lamp.

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

6. The Harbor Front Inn

3.7 mi from Mashomack Preserve

Antrii

$168 nightly

$192 total

Nov 23 - Nov 24

Total with taxes and fees

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

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

A restaurant with wooden beams, tables with white tablecloths, and a bar area.

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

7. The 1770 House Restaurant & Inn

9.6 mi from Mashomack Preserve

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 bathtub surrounded by candles and flower petals.

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

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

8. A Room At The Beach

8.5 mi from Mashomack Preserve

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 kitchen with a central island, pendant lights, and a view of the outdoors.

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

9. Journey East Hampton

10.3 mi from Mashomack Preserve

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 sliding glass door leading to an outdoor area with a pool and a wooden deck.

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

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

10. East Hampton Art House Bed & Breakfast

8.1 mi from Mashomack Preserve

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 large windows, a deck, and a view of the sea at sunset.

11. Sound View Greenport

4.9 mi from Mashomack Preserve

Christine

$183 nightly

$209 total

Nov 23 - Nov 24

Total with taxes and fees

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

A bar setting with a bartender and a customer. The bar has shelves with various bottles and glasses. There is a cushioned bench in the foreground.

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.

12. Topping Rose House

8.5 mi from Mashomack Preserve

Adam

$614 nightly

$705 total

Nov 7 - Nov 8

Total with taxes and fees

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

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

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

A poolside area with lounge chairs and yellow umbrellas.

13. Oyster Estate

3.8 mi from Mashomack Preserve

Allison

$219 nightly

$250 total

Nov 24 - Nov 25

Total with taxes and fees

A beach with a lifeguard tower, sandy dunes, and the ocean.

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

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.

14. The Huntting Inn

9.6 mi from Mashomack Preserve

Josie

$368 nightly

$419 total

Nov 8 - Nov 9

Total with taxes and fees

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

15. Cliffside Resort Condominiums

4.7 mi from Mashomack Preserve

William

$266 nightly

$304 total

Nov 12 - Nov 13

Total with taxes and fees

A beach with waves gently lapping onto the shore.

A patio with four wicker chairs arranged around a round table with a fire pit in the center, set in a grassy outdoor area with trees and a fence in the background.

A house with a gravel driveway, a child holding an adult's hand, and a lamp post.

A two-story house with a front porch, a white picket fence, and a sign that reads "The Roundtree."

16. The Roundtree, Amagansett

10.8 mi from Mashomack Preserve

Dwight

$606 nightly

$692 total

Nov 17 - Nov 18

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 beach with pebbles and sand, a sunset, and a calm sea.

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

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

17. The Sagaponack

8.5 mi from Mashomack Preserve

Jane

$224 nightly

$256 total

Nov 24 - Nov 25

Total with taxes and fees

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

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.

An outdoor dining area with tables and chairs, string lights, and hanging lanterns.

18. American Beech Hotel

3.8 mi from Mashomack Preserve

Mary

$264 nightly

$301 total

Nov 8 - Nov 9

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

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

19. The Maidstone

9.7 mi from Mashomack Preserve

Steven

$221 nightly

$253 total

Nov 1 - Nov 2

Total with taxes and fees

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Compare popular hotels close to Mashomack Preserve

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
East Hampton House Resort	9.0 Wonderful 348 reviews	View
Faraway Sag Harbor	9.0 Wonderful 318 reviews	View

Top Mashomack Preserve Hotel Reviews

Zey Hotel

10/10 Excellent

"Great friendly staff and accommodations were very nice and convenient"

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."

Faraway Sag Harbor

8/10 Good

"Beautiful and charming hotel! Unfortunately the restaurant was only serving breakfast and not dinner, since we arrived off- season. However the restaurant was freezing due to the heating system not working so we had to go elsewhere in town for breakfast. Too bad because it was a lovely room with a harbor view. Our biggest disappointment by far was the coffee in the room and in the lobby. Nasty stuff! I have never tasted coffee this bad in any hotel (and we have been to many). First of all at this high- end price point per night, Faraway should be providing at least a Nespresso machine in each room for a decent morning cup of coffee instead of instant coffee packets which went out with Sanka like forty years ago. :( Then we thought that maybe the coffee urns on the bar in the common area would at least provide a half decent cup of coffee. Boy were we wrong! The fact that other filled cups of coffee which were left on the bar still full told us that other guests felt the same about the quality of coffee. Thank goodness for Goldbergs Bagel shop in town! Come on guys. If you want to be recognized as a high end getaway in an extremely wealthy part of Long Island, please find yourselves a better quality coffee source. Its not that hard these days. We speak for all true coffee lovers."

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."

Sag Harbor Inn

10/10 Excellent

"The hotel was beautiful. The room was very spacious and comfortable. The continental breakfast offered many choices, and they had coffee, tea and hot chocolate available 24 hours a day."

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"

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!"

Other attractions near Mashomack Preserve

A clear blue sea with a wooden pier extending into the water, a sailboat in the distance, and a person standing in the water.

Wades Beach

10.0/10 (1 review)

Why not spend a carefree afternoon at Wades Beach during your travels in Shelter Island? Amble around the area's parks or experience its museums.

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A close-up of a beach with various shells and pebbles.

Shell Beach

10.0/10 (1 review)

Why not spend a carefree afternoon at Shell Beach during your travels in Shelter Island? Amble around the area's parks or experience its 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 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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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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Sylvester Manor

8.8/10 (3 reviews)

You can find out about the history of Shelter Island Heights when you stop by Sylvester Manor. Stroll along the beaches or discover the area's sunsets.

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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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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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Frequently asked questions

What are the top-rated hotels near Mashomack Preserve?

Discovering the top-rated hotels near Mashomack Preserve can elevate your getaway experience in Shelter Island.The MenhadenThe Menhaden invites travelers to enjoy a relaxing stay just 4.9 miles from Mashomack Preserve. With an impressive review rating of 9.6, this 3.5-star hotel features a rooftop terrace that offers stunning views, perfect for unwinding after a day of exploration. Guests can take advantage of amenities such as complimentary breakfast, a nearby marina for sailing and kayaking, and yoga classes on-site. Thoughtful touches like premium bedding and designer toiletries enhance the comfort of each stay.The Pridwin HotelThe Pridwin Hotel is a charming 4-star hotel located just 4.1 miles from Mashomack Preserve, with a remarkable review rating of 9.4. This hotel is known for its serene environment and features a full-service spa offering hydrotherapy treatments and an array of massages, ideal for relaxation. Guests can enjoy ocean views while dining at the on-site restaurant and can take advantage of amenities including a pool, beach access, and complimentary breakfast. The hotel's unique design and attentive concierge service make it a great choice.House on Chase CreekHouse on Chase Creek is a delightful retreat located only 3.3 miles from Mashomack Preserve, earning a review rating of 9.4. This hotel features cozy amenities including a fireplace and a spacious terrace, ideal for enjoying the tranquil surroundings. Guests can explore nearby beaches and golf courses, ensuring an active yet relaxing stay. With self-parking available and complimentary toiletries, this hotel offers both convenience and comfort for travelers.

How much is a hotel near Mashomack Preserve?

Staying near Mashomack Preserve 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 Mashomack Preserve?

For families seeking an unforgettable getaway, these top-rated, family-friendly hotels near Mashomack Preserve offer a perfect blend of comfort and fun.The Pridwin HotelThe Pridwin Hotel is a delightful family-friendly retreat located 4.1 miles from Mashomack Preserve, with a remarkable review rating of 9.4. Families will appreciate amenities like daily housekeeping, a dedicated kids' menu at the restaurant, and a fun arcade game room. Additional features include a serene garden, a refreshing pool, and complimentary children's activities, making it an ideal spot for a memorable family vacation.Sunset Beach HotelSunset Beach Hotel, located 3.5 miles from Mashomack Preserve, is a fantastic option for families with an excellent review rating of 9.2. This hotel features a variety of family-friendly amenities, including free cribs, beach toys, and onsite babysitting services, ensuring children are entertained. Guests can also indulge in luxurious touches such as Frette Italian sheets and beachfront yoga classes, all while enjoying a beautiful sand beach.Shelter Island HouseShelter Island House is a charming 3.5-star hotel situated just 3.3 miles from Mashomack Preserve with a solid review rating of 8.4. This family-friendly hotel offers conveniences such as a free crib for infants, a fully equipped kitchen, and a lovely garden area for relaxation. Guests can enjoy daily complimentary breakfast, along with nearby golfing opportunities, ensuring a delightful stay for the whole family.

Which hotels near Mashomack Preserve offer the best views?

Discover the best hotels near Mashomack Preserve that not only provide comfort but also stunning views of the surrounding beauty.The Pridwin HotelThe Pridwin Hotel, rated 9.4 by travelers, is a charming 4-star retreat located just 4.1 miles from Mashomack Preserve. This hotel features a stunning ocean view, complemented by amenities such as a full-service spa, an inviting pool, and a beach area with sun loungers. Guests can indulge in hydrotherapy treatments and enjoy a complimentary breakfast daily. With its terrace and restaurant offering ocean views, this hotel provides a perfect setting for relaxation and enjoyment.The Harbor Front InnThe Harbor Front Inn, with a review rating of 8.8, is a delightful 3.5-star hotel situated 4.9 miles from Mashomack Preserve. This hotel boasts a partial ocean view from its balconies and terraces, allowing travelers to soak in the serene surroundings. It offers a refreshing pool, a fitness center open 24 hours, and complimentary breakfast daily. The sandy beach nearby and the cozy atmosphere make this inn a great choice for travelers seeking both comfort and picturesque views.

What are the best affordable hotels near Mashomack Preserve?

Discover the best affordable hotels near Mashomack Preserve, perfect for families and those seeking a serene getaway.House on Chase CreekHouse on Chase Creek is a charming retreat located just 3.3 miles from Mashomack Preserve, rated highly by travelers with a review rating of 9.4. Guests can enjoy complimentary WiFi and free self-parking, making it a practical choice for families. With beautiful beach access and a lovely terrace, this hotel invites relaxation and outdoor exploration, complemented by nearby golf courses for active travelers.Sunset Beach HotelSunset Beach Hotel is a delightful family-friendly destination located just 3.5 miles from Mashomack Preserve, receiving a solid review rating of 9.2. This hotel provides free WiFi and self-parking, along with a wealth of family-friendly services such as beach toys and free cribs. The beachfront location allows travelers to soak in the sun, explore beach activities, and enjoy leisurely days with loved ones.Greenporter HotelGreenporter Hotel, situated 4.9 miles from Mashomack Preserve, boasts an impressive review rating of 9.2. This family-friendly hotel features complimentary WiFi and free self-parking, along with fun amenities like onsite bicycles for exploring the area. Guests can unwind in the shared pool or enjoy the hot tub, while the nearby shopping district offers additional entertainment options for all ages.

Are there any hotels with pools close to Mashomack Preserve?

If you're looking for top-rated hotels with pools near Mashomack Preserve, Shelter Island has some great options for a refreshing stay.The Pridwin HotelJust 4.1 miles from Mashomack Preserve, The Pridwin Hotel is a 4-star gem rated 9.4 by travelers. This hotel boasts a stunning pool area with a poolside bar and sun loungers, ideal for families seeking a fun and relaxing stay. Guests can indulge in complimentary breakfast, indulge in hydrotherapy treatments at the onsite spa, and enjoy ocean views from their rooms, ensuring a memorable getaway.The Harbor Front InnThe Harbor Front Inn is located 4.9 miles from Mashomack Preserve and has a solid review rating of 8.8. This charming 3.5-star hotel features a resort-style pool surrounded by sun loungers, perfect for unwinding. Guests benefit from free breakfast and access to a nearby beach, ensuring a delightful combination of relaxation and adventure during their stay.Greenporter HotelGreenporter Hotel, located just 4.9 miles from Mashomack Preserve, offers travelers a delightful retreat with a great traveler rating score of 9.2. This family-friendly hotel features a shared pool complete with sun loungers and umbrellas, perfect for relaxing after a day of exploration. Guests can also enjoy modern amenities such as Egyptian cotton sheets, a hot tub, and convenient electric car charging stations, making it a great choice for eco-conscious travelers.

What are the best pet-friendly hotels near Mashomack Preserve?

For travelers with pets seeking a delightful stay near Mashomack Preserve, these top-rated hotels offer the perfect blend of comfort and amenities for you and your furry friends.The MenhadenThe Menhaden is an exceptional 3.5-star hotel located just 4.9 miles from Mashomack Preserve, highly rated by travelers at 9.6. This pet-friendly hotel welcomes pets and their owners, alongside amenities like free breakfast and a rooftop terrace. Guests can take advantage of nearby marina activities such as kayaking and sailing, ensuring a fun-filled stay.The Harbor Front InnThe Harbor Front Inn is a charming 3.5-star hotel located just 4.9 miles from Mashomack Preserve, featuring a great traveler rating score of 8.8. This pet-friendly hotel welcomes dogs and provides essential amenities like free breakfast and a beautiful terrace. Guests can also enjoy the outdoor pool, fitness facilities, and complimentary beach towels for a relaxing day by the water.The Rams Head InnThe Rams Head Inn, a 4-star hotel only 4.7 miles from Mashomack Preserve, boasts a solid review rating of 7.6. This inviting inn offers pet-friendly accommodations and features like complimentary breakfast, a private picnic area, and a romantic garden setting. Guests can also enjoy onsite yoga classes and enjoy easy access to a private beach, perfect for outdoor activities with pets.

Can I book a fully refundable hotel close to Mashomack Preserve?

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 "Mashomack Preserve", 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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Find hotels near Mashomack Preserve, Shelter Island from $192

Upfront pricing

Treat yourself

Be picky

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Mashomack Preserve hotels

1. Sag Harbor Inn

2. Silver Sands Motel & Beach Bungalows

3. North Fork Resort

4. East Hampton House Resort

5. Faraway Sag Harbor

6. The Harbor Front Inn

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. Topping Rose House

13. Oyster Estate

14. The Huntting Inn

15. Cliffside Resort Condominiums

16. The Roundtree, Amagansett

17. The Sagaponack

18. American Beech Hotel

19. The Maidstone

Compare popular hotels close to Mashomack Preserve

Top Mashomack Preserve Hotel Reviews

Zey Hotel

Silver Sands Motel & Beach Bungalows

Faraway Sag Harbor

Work and Play Special! Extended Stay Discount

Sag Harbor Inn

The Harbor Front Inn

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

Other attractions near Mashomack Preserve

Wades Beach

Shell Beach

Havens House

Shelter Island Historical Society

Shelter Island Whale's Tail

Sylvester Manor

Menhadden Lane Beach

Gardiner's Bay Country Club

Frequently asked questions

Explore a world of travel with Expedia