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

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Our top choices for Mashomack Preserve hotels

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

A room with a bed, two wicker chairs with checkered cushions, a small round table with a vase of flowers, and a view of a lake through a window with a bamboo blind.

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

1. Silver Sands Motel & Beach Bungalows

3.9 mi from Mashomack Preserve

Keith

$230 nightly

$262 total

Nov 2 - Nov 3

Total with taxes and fees

A two-story house with a balcony, outdoor seating area, and a variety of plants.

A bar area with stools, a shelf with glasses, and decorative plants.

A modern bedroom with two beds, a sofa, a coffee table, and a potted plant.

A bathroom with a bathtub, green tiled walls, and windows with white blinds.

2. Zey Hotel

3.8 mi from Mashomack Preserve

Renee

$169 nightly

$193 total

Oct 21 - Oct 22

Total with taxes and fees

An outdoor patio area with string lights, tables, chairs, and a fire pit.

A large, multi-story building with a porch and outdoor seating area, featuring multiple windows and a balcony.

A large, white building with multiple windows and a prominent tree in the foreground.

A staircase with wooden balusters and a white wall.

3. The Chequit

2.6 mi from Mashomack Preserve

Patrick

$136 nightly

$155 total

Nov 2 - Nov 3

Total with taxes and fees

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

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

A hotel lobby with a sofa, chairs, tables, and a large window.

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

4. Sag Harbor Inn

4.2 mi from Mashomack Preserve

Terri

$219 nightly

$250 total

Nov 1 - Nov 2

Total with taxes and fees

A modern outdoor seating area with two wicker chairs and a small table, overlooking a body of water and a wooden deck.

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

A modern hotel room with a bed, a sofa, a coffee table, and a view of the city.

A light blue bus with "THE SHOALS" written on the front, parked in a driveway with a house and garden in the background.

5. The Shoals Suites and Slips

4.7 mi from Mashomack Preserve

Melissa

$227 nightly

$256 total

Nov 1 - Nov 2

Total with taxes and fees

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

A window with a view of a swimming pool and outdoor furniture.

A person standing in front of a building with a sign that reads 'The Harbor Front Inn.'

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

6. The Harbor Front Inn

3.7 mi from Mashomack Preserve

Antrii

$184 nightly

$211 total

Nov 2 - Nov 3

Total with taxes and fees

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

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

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.

7. North Fork Resort

4.6 mi from Mashomack Preserve

Harold

$228 nightly

$260 total

Oct 8 - Oct 9

Total with taxes and fees

A serene landscape with a calm body of water reflecting trees with autumn foliage.

A conservatory with a dining table set for four, surrounded by wooden chairs, with a view of trees and a lawn.

A house with a porch, a sign reading "House on Chase Creek," and a tree with red leaves.

A serene lakeside view with two Adirondack chairs facing a calm lake, surrounded by trees and a clear sky.

8. House on Chase Creek

2.5 mi from Mashomack Preserve

Tracey

$185 nightly

$211 total

Nov 2 - Nov 3

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

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.

9. Journey East Hampton

10.3 mi from Mashomack Preserve

NAKUL

$257 nightly

$294 total

Oct 18 - Oct 19

Total with taxes and fees

10. East Hampton House Resort

10 mi from Mashomack Preserve

James

$159 nightly

$181 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 beach scene with a wooden structure, two wooden chairs, a campfire, and string lights.

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

11. Sound View Greenport

4.9 mi from Mashomack Preserve

Irene

$199 nightly

$228 total

Nov 2 - Nov 3

Total with taxes and fees

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

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.

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

12. Faraway Sag Harbor

4.3 mi from Mashomack Preserve

Miguel

$450 nightly

$515 total

Nov 2 - Nov 3

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.

13. A Room At The Beach

8.5 mi from Mashomack Preserve

Jon

$296 nightly

$338 total

Oct 8 - Oct 9

Total with taxes and fees

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

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

14. 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

A dining area with a fireplace, bookshelves, and a view of the bar area.

A room with two armchairs, a small table with a vase of flowers, and a patterned rug.

A two-story building with a brick pathway leading to the entrance.

A bedroom with a wooden headboard, a bedside table with a lamp, and a bed with a grey blanket.

15. Bridgehampton Inn

8.7 mi from Mashomack Preserve

Leslie

$299 nightly

$342 total

Oct 12 - Oct 13

Total with taxes and fees

A modern building entrance with a black and white striped awning, a staircase leading inside, and two bicycles parked outside.

A modern bar area with black bar stools, a counter with a variety of bottles, and hanging green plants in wire baskets.

A modern living room with a grey sofa, black and white patterned rug, and a coffee table.

A modern reception area with a staircase, a framed artwork, and a reception desk with "THE MENHADEN" signage.

16. The Menhaden

3.7 mi from Mashomack Preserve

Lisa

$424 nightly

$479 total

Nov 1 - Nov 2

Total with taxes and fees

A hotel room with a bed, pillows, a lamp, a wall art piece, and a nightstand.

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

A dining area with a round table, chairs, a vase, and a painting on the wall.

A modern outdoor seating area with a sofa, cushions, a wooden coffee table with a fire feature, and a decorative wall with geometric patterns.

17. Oyster Estate

3.8 mi from Mashomack Preserve

Allison

$269 nightly

$307 total

Nov 1 - Nov 2

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

18. 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 beach with waves gently lapping onto the shore.

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

A modern bedroom with a bed, a desk with a chair, a television, and a large mirror.

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

19. The Roundtree, Amagansett

10.8 mi from Mashomack Preserve

Dwight

$624 nightly

$713 total

Nov 1 - Nov 2

Total with taxes and fees

20. Shelter Island House

2.5 mi from Mashomack Preserve

Dorothy

$201 nightly

$230 total

Oct 12 - Oct 13

Total with taxes and fees

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Compare popular hotels close to Mashomack Preserve

Property	Star rating	Guest rating
Silver Sands Motel & Beach Bungalows	10.0 Exceptional 174 reviews	View
Zey Hotel	9.2 Wonderful 420 reviews	View
The Chequit	9.0 Wonderful 66 reviews	View
Sag Harbor Inn	9.4 Exceptional 673 reviews	View
The Shoals Suites and Slips	9.4 Exceptional 344 reviews	View

Top Mashomack Preserve Hotel Reviews

The Harbor Front Inn

10/10 Excellent

"Great hotel with friendly staff, clean and comfortable rooms, and excellent service — I really enjoyed my stay!"

Silver Sands Motel & Beach Bungalows

10/10 Excellent

"Unique and beautiful property"

Year round family home on Shelter Island with indoor heated pool and dock.

10/10 Excellent

"The outdoor area is a real plus, unfortunately we were there during a Noreaster so we didn't get to use it but had no flooding issues as it sits higher than some surrounding houses. The house is very well stocked and plenty of room for cars. The 5th bedroom is up a steep ladder but there was a daybed that we used in place of that 5th bedroom. Host was very accommodating to our requests."

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!!"

Waterfront House With Dock And Private Beach

10/10 Excellent

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

Chic Shelter Island A-Frame with Private Pool, Stylish Interiors, and...

10/10 Excellent

"Had a wonderful stay and will definitely be back. The property was immaculate inside and out, and the host was very responsive."

Huge Island Getaway Pool Hot Tub Walk To Beach

8/10 Good

"Great island with plenty of good restaurants.The host was extremely friendly and had great and prompt communication.Lovely house based upon the photos. The house was beautiful at one time. It’s tired and in need of some TLC. There were physical signs of water damage that was patched and left as is. Sliding doors do not lock but are held closed with sticks of wood. The main master bath tub was not working and there is mold in shower. Washing machine leaks. The gas stove did not fully work properly. Half of the bbq burners did not work. On the good note there was plenty of room to roam inside and outside. Several dining areas in house. Great house to enjoy. The pool was also lovely and comfortable. All in all it’s a nice rental, but overpriced for its current condition… I do hope the house is repaired and updated as it can be a fun place to stay."

4-bedroom house on lake in delightful Shelter Island with WiFi, AC on 3.2 acres

10/10 Excellent

"Spacious 4 bedroom family and pet friendly home. Well stocked kitchen. Large outdoor space. Close to Wades Beach. We enjoyed our stay!"

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 $155 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 $155

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. Silver Sands Motel & Beach Bungalows

2. Zey Hotel

3. The Chequit

4. Sag Harbor Inn

5. The Shoals Suites and Slips

6. The Harbor Front Inn

7. North Fork Resort

8. House on Chase Creek

9. Journey East Hampton

10. East Hampton House Resort

11. Sound View Greenport

12. Faraway Sag Harbor

13. A Room At The Beach

14. The 1770 House Restaurant & Inn

15. Bridgehampton Inn

16. The Menhaden

17. Oyster Estate

18. East Hampton Art House Bed & Breakfast

19. The Roundtree, Amagansett

20. Shelter Island House

Compare popular hotels close to Mashomack Preserve

Top Mashomack Preserve Hotel Reviews

The Harbor Front Inn

Silver Sands Motel & Beach Bungalows

Year round family home on Shelter Island with indoor heated pool and dock.

Spacious 4-bedroom house in charming Shelter Island with AC

House on Chase Creek

Waterfront House With Dock And Private Beach

Chic Shelter Island A-Frame with Private Pool, Stylish Interiors, and...

Huge Island Getaway Pool Hot Tub Walk To Beach

4-bedroom house on lake in delightful Shelter Island with WiFi, AC on 3.2 acres

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