The Best Hotels Closest to Waskosim's Rock Reservation in Chilmark for 2026

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Our top choices for Waskosim's Rock Reservation hotels

A cozy living room with a fireplace, bookshelves, a dining area, and a staircase.

A two-story house with a balcony, a front porch, and a small garden.

A hotel room with two beds, a bathroom, and artwork on the walls.

1. Madison Inn

17.1 km from Waskosim's Rock Reservation

Melissa

SAR 760

SAR 869 total

includes taxes & fees

4 Nov - 5 Nov

A wooden deck with a white railing, a round table with chairs, and a view of the marina and town in the background.

A marina with boats docked along the shore, surrounded by greenery and a sandy beach.

A hotel room with a bed, a bedside table with a bottle of Prosecco and two wine glasses.

A spacious living room with a large sofa, a chair, and a small table. There are several potted plants and a ceiling fan.

2. Mansion House Inn And Spa

13.8 km from Waskosim's Rock Reservation

Robyn

SAR 652

SAR 784 total

includes taxes & fees

2 Nov - 3 Nov

A restaurant with wooden flooring, high ceilings, and large windows. Tables are set with chairs and centerpieces.

A stone wall, a grassy area, and a pathway leading to a building.

A covered porch with wicker furniture and a vase of flowers.

A room with a wooden deck, a white dresser, and a window with a view of a yard.

3. Lamberts Cove Inn

8.9 km from Waskosim's Rock Reservation

Ashley

SAR 1,247

SAR 1,393 total

includes taxes & fees

30 Oct - 31 Oct

A bedroom with a large bed, a view of the outdoors through sliding glass doors, and a balcony with a white railing.

A two-story building with a symmetrical facade, large glass doors, and a brick-paved entrance.

A spacious lobby with a reception desk, a large sofa, and a chandelier.

A spacious living room with a sofa, chairs, a coffee table, and a bookshelf filled with decorative items.

4. Faraway Martha's Vineyard

18.4 km from Waskosim's Rock Reservation

Dylan

SAR 794

SAR 931 total

includes taxes & fees

24 Nov - 25 Nov

A residential property with a gravel driveway, a wooden bench, and a house with a shingled exterior.

A living room with a red armchair, a blue sofa, a coffee table, and a painting of a coastal scene.

A kitchen with white cabinets, a stove, a sink, a refrigerator, and a window with a view of greenery.

A bedroom with a bed, a bedside table, a lamp, a door, and a window.

5. The Lightkeepers Inn

18.4 km from Waskosim's Rock Reservation

Penny

SAR 828

SAR 925 total

includes taxes & fees

2 Nov - 3 Nov

A patio with a wooden table and chairs, a hanging flower pot with red and yellow flowers, and a view of the sea with boats in the background.

A beachside motel with outdoor seating and umbrellas, a tree, and a clear sky.

A waterfront scene with a large white cruise ship docked at a pier, surrounded by smaller boats and buildings.

A room with a view of a beach, a pier, and a sign indicating no swimming.

6. Vineyard Harbor Motel - Private Beach

14.1 km from Waskosim's Rock Reservation

Michael

SAR 659

SAR 736 total

includes taxes & fees

26 Oct - 27 Oct

A two-story house with a brick pathway leading to the front door, surrounded by a well-maintained lawn and green Adirondack chairs.

A room with a wooden floor, a round table with a white top, and two wicker ottomans.

A spacious living room with a large sofa, two rocking chairs, a coffee table, and a fireplace.

A modern bedroom with a wooden bed, a TV mounted on the wall, and a bedside table with a lamp.

7. The Franklin Hotel Martha's Vineyard

17.4 km from Waskosim's Rock Reservation

Alex

SAR 688

SAR 768 total

includes taxes & fees

1 Nov - 2 Nov

A spacious living room with a sofa, chairs, a coffee table, and a staircase.

A bedroom with a bed, a TV, and a window with blinds.

A balcony with two lounge chairs, a small round table, and a view of the beach and ocean.

A modern living room with a sofa, armchairs, and a coffee table. A neon sign with the name "MORGAN" is visible on the wall.

8. Morgan Hotel

17.1 km from Waskosim's Rock Reservation

Valerie

SAR 554

SAR 634 total

includes taxes & fees

26 Oct - 27 Oct

A sandy beach with footprints and seaweed, a clear blue sky, and a row of houses in the background.

A kitchen with white cabinets, a microwave, and a built-in oven.

A hotel entrance with a brick facade, a white porch, and a bench.

A hotel room with a bed, a sofa, a lamp, a wall-mounted mirror, and a framed fish painting.

9. Edgar Hotel Martha's Vineyard, an Ascend Collection Hotel

17.4 km from Waskosim's Rock Reservation

Lisa

SAR 676

SAR 761 total

includes taxes & fees

2 Nov - 3 Nov

A cozy living room with a fireplace, comfortable seating, and a bookshelf.

A cozy living room with two white armchairs, a round table, a fireplace, and a bookshelf.

A living room with a beige sofa, two armchairs, a coffee table, and a fireplace.

A hotel room with a large bed, a chair, a small table with a lamp, and a dresser.

10. The Ashley Inn

17.9 km from Waskosim's Rock Reservation

Betsy

SAR 845

SAR 943 total

includes taxes & fees

27 Oct - 28 Oct

A multi-story hotel with a grand entrance, a flagpole, and a well-lit facade.

A multi-story hotel with a balcony, a flag, and a sign for 'Chesca's'.

A dining area with a table set for breakfast, wicker chairs, and a view through a window.

A cozy living room with a brown leather ottoman, wicker chairs, a round table, and a window with blinds.

11. Vineyard Square Hotel & Suites

18.4 km from Waskosim's Rock Reservation

Austin

SAR 1,032

SAR 1,153 total

includes taxes & fees

26 Oct - 27 Oct

A spacious room with a dark blue sofa, white walls, and large windows offering a view of a building and a grassy area.

A sandy beach path leading to the ocean, surrounded by sparse vegetation.

A view from a window overlooking a dock with a boat, a pier, and a building with a blue roof.

A marina with multiple boats docked, surrounded by residential buildings with balconies and a well-maintained lawn.

12. The Harborside Inn

18.3 km from Waskosim's Rock Reservation

Michele

SAR 1,787

SAR 1,996 total

includes taxes & fees

7 Nov - 8 Nov

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Compare popular hotels close to Waskosim's Rock Reservation

Property	Property class	Guest rating
Madison Inn	9.8 Exceptional 84 reviews	View
Mansion House Inn And Spa	9.4 Exceptional 1,000 reviews	View
Lamberts Cove Inn	9.4 Exceptional 90 reviews	View
Faraway Martha's Vineyard	9.0 Wonderful 1,001 reviews	View
The Lightkeepers Inn	9.4 Exceptional 221 reviews	View

Top Waskosim's Rock Reservation Hotel Reviews

Menemsha Pond views & access! Mid-century renovated beach house. Dogs welcome.

10/10 Excellent

"Wonderful views of sunsets and open space for family time."

Sanctuary House: An ocean-view farmhouse retreat

10/10 Excellent

"Lovely stay!"

Historic Captains House - Newly Renovated Primary Bathroom and Upgraded Kitchen

10/10 Excellent

"Great host. Very responsive"

Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches

10/10 Excellent

"Loved the location with lots of preserves to walk on and beaches right around the corner."

Unwind in Guest House overlooking Menemsha Pond. Dogs ok+ Lv-2 EV charger.

10/10 Excellent

"As advertised. Clean, quaint and quiet. All you need for a memorable vacation on the island. Thank you!"

Nana's Backyard Treehouse with deck, electric/gas grills, kitchenette

10/10 Excellent

"Property was as described and comfortable."

Private cottage nestled in center of the Vineyard

10/10 Excellent

"The property is lovely, with a large front and back yard and access to a nice meadow walk. The hosts paid attention to the details: well equipped with everything needed and more, excellent and clear property guide, and comfortable space inside. The location was excellent for reaching all parts of the island easily. I appreciated the warm welcome including a personal note and pint of ice cream in the freezer. Highly recommended for solo or couple travelers!"

Cozy efficiency apartment/heated pool

10/10 Excellent

"Beautiful property with an amazing pool. Great place to stay!"

A Love Letter to Martha's Vineyard New Build, Luxe Design

10/10 Excellent

"We had a wonderful time. Loved having a family croquet game in the yard which made for a wonderful time. S’mores on the fire pit and time on the deck was amazing. Owner/contractor were both very responsive to repairs. Didn’t know there was a fully stocked coffee bar so we brought our own, but morning family coffee helped make for a wonderful time as well! A wonderful family retreat. No real complaints. The “pocket door” to the powder room perhaps could use another handle. Was a little difficult for some of our seniors, Basement access door to outside made family time outside much easier."

Other attractions near Waskosim's Rock Reservation

Menemsha Beach

Why not spend a carefree afternoon at Menemsha Beach during your travels in Chilmark? Take in the festivals and sunsets in the area.

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The Yard

Walk around the campus at The Yard during your stay in Chilmark. Stroll along the area's waterfront, or simply savor its wineries.

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Fulling Mill Brook Preserve

Enjoy an outing to Fulling Mill Brook Preserve during your stay in Chilmark. Wander the area's waterfront or simply enjoy one of its wineries.

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Middle Road Sanctuary

You can take time to visit Middle Road Sanctuary during your travels to Chilmark. Take in the festivals and sunsets in the area.

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Chilmark Town Hall

After visiting Chilmark Town Hall, make a plan to see the other sights and activities in Chilmark. Wander the beaches or discover the area's sunsets.

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Chilmark Public Library

After visiting Chilmark Public Library, make a plan to see the other sights and activities in Chilmark. Amble around the area's beaches or experience its festivals.

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Chilmark Chocolates

9.4/10 (3 reviews)

Enjoy an outing to Chilmark Chocolates during your stay in Chilmark. While in this walkable area, you can savor the wineries.

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Edys Island

Commune with nature and explore the great outdoors at Edys Island during your travels in Chilmark. Take in the festivals and sunsets in the area.

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Frequently asked questions

What's the area like around Waskosim's Rock Reservation?

Waskosim's Rock Reservation is located in a walkable area of Chilmark known for its beautiful beaches and array of wineries. If you're looking for a convenient place to stay, check out the 10 hotels and other accommodations you'll find within a mile.

How many hotels will I find close to Waskosim's Rock Reservation?

Expedia has 10 hotels and other accommodations within a mile from Waskosim's Rock Reservation.

If I need to cancel the hotel reservation for my stay near Waskosim's Rock Reservation, will I receive a refund?

Yes, most hotel room reservations are refundable provided that you cancel prior to the accommodation's cancellation deadline, which is often 24 or 48 hours before the scheduled arrival. If you booked a non-refundable reservation, it may still be possible to cancel it and be given a refund within a 24-hour period of your booking. Plug in your dates, click on "Search", then use the filter option "fully refundable" to review the best deals near Waskosim's Rock Reservation.

Where can I learn more about changing or cancelling my trip in the area near Waskosim's Rock Reservation?

To find more details about changing or cancelling your stay near Waskosim's Rock Reservation, go to https://www.expedia.com/service/.

What can I see and do near Waskosim's Rock Reservation?

You might spend a leisurely day outdoors at Polly Hill Arboretum and Cedar Tree Neck Sanctuary. Lounge by the water at Menemsha Beach and Stonewall Beach. Fulling Mill Brook Preserve, Chilmark Chocolates, and The Grey Barn and Farm are some favorites close by Waskosim's Rock Reservation.

Find hotels near Waskosim's Rock Reservation, Chilmark from SAR 634

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Treat yourself

Be picky

Check prices for these dates

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Our top choices for Waskosim's Rock Reservation hotels

1. Madison Inn

2. Mansion House Inn And Spa

3. Lamberts Cove Inn

4. Faraway Martha's Vineyard

5. The Lightkeepers Inn

6. Vineyard Harbor Motel - Private Beach

7. The Franklin Hotel Martha's Vineyard

8. Morgan Hotel

9. Edgar Hotel Martha's Vineyard, an Ascend Collection Hotel

10. The Ashley Inn

11. Vineyard Square Hotel & Suites

12. The Harborside Inn

Compare popular hotels close to Waskosim's Rock Reservation

Top Waskosim's Rock Reservation Hotel Reviews

Menemsha Pond views & access! Mid-century renovated beach house. Dogs welcome.

Sanctuary House: An ocean-view farmhouse retreat

Historic Captains House - Newly Renovated Primary Bathroom and Upgraded Kitchen

Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches

Unwind in Guest House overlooking Menemsha Pond. Dogs ok+ Lv-2 EV charger.

Nana's Backyard Treehouse with deck, electric/gas grills, kitchenette

Private cottage nestled in center of the Vineyard

Cozy efficiency apartment/heated pool

A Love Letter to Martha's Vineyard New Build, Luxe Design

Other attractions near Waskosim's Rock Reservation

Menemsha Beach

The Yard

Fulling Mill Brook Preserve

Middle Road Sanctuary

Chilmark Town Hall

Chilmark Public Library

Chilmark Chocolates

Edys Island

Frequently asked questions