The Best Hotels with Free Parking in Chilmark, MA from AED 396 in 2026 | Expedia

A dock with boats, a small wooden structure, and a forested shoreline.

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Check availability on Chilmark Hotels with Free Parking

Tonight

12 Oct - 13 Oct

Tomorrow

13 Oct - 14 Oct

This weekend

16 Oct - 18 Oct

Next weekend

23 Oct - 25 Oct

Our top choices for Chilmark hotels with parking

A two-story house with a swimming pool, a covered patio, and a fenced backyard.

A small kitchen with a wooden table, chairs, a microwave, a toaster, and a refrigerator.

A backyard with a barbecue grill, a table, and chairs. There is a wooden fence, a window, and some greenery.

A bedroom with a bed, a bedside table, a lamp, a picture on the wall, and a window with curtains.

1. Cozy efficiency apartment/heated pool

Chilmark

United States

Jillian G.

AED 1,451

AED 2,203 total

includes taxes & fees

13 Oct - 14 Oct

A bedroom with a bed, bedside tables, a chair, a table, and a view of the outdoors.

A living room with a fireplace, a bookshelf, and a sofa.

A modern living room with a white sofa, grey and white cushions, a wooden coffee table, and a large window with curtains.

A dining area with multiple wooden tables and chairs, a blue wall with shelves containing kitchenware, and a chandelier.

2. The Coonamessett

Falmouth

United States

richard

AED 346

AED 396 total

includes taxes & fees

2 Nov - 3 Nov

A modern living room with a sofa, coffee table, and various decorative items.

A bedroom with a bed, pillows, a bedside table with a clock and books, and a window with a view of trees.

A marina with multiple sailboats docked, surrounded by houses and greenery.

A modern kitchen with a wooden ceiling, a central island with stools, and a bar area.

3. AutoCamp Cape Cod

Falmouth

United States

John

AED 320

AED 514 total

includes taxes & fees

29 Oct - 30 Oct

A large, multi-story house with a covered porch and a well-maintained lawn.

A modern living room with a fireplace, wicker furniture, and a wine rack.

A modern living room with a wicker chair, a round coffee table with a vase, and a sofa with patterned cushions.

A hotel room with two beds, a large window, a flat-screen TV, and a painting on the wall.

4. Shore Haven Inn

Falmouth

United States

Mike

AED 612

AED 719 total

includes taxes & fees

21 Oct - 22 Oct

A covered outdoor area with a wooden deck, seating, and a view of the water.

A room with a hanging light fixture, two white wicker chairs with colorful cushions, a wooden table, and a view of the water through large windows.

A spacious living room with a stone fireplace, a large window with a view, and a play area for children.

A multi-story building with a porch and a sign that reads "SUMMERCAMP".

5. Summercamp

Oak Bluffs

United States

Earl

AED 749

AED 858 total

includes taxes & fees

13 Oct - 14 Oct

A long dining table with a glass centerpiece, surrounded by chairs and a buffet setup.

A reception desk with a floral arrangement in a green vase, a marble wall with "HOTEL CAP" signage, and a white counter.

A cozy living room with a stone fireplace, leather sofas, and a large window with blinds.

A beach with people sunbathing and swimming, a clear blue sky, and a sailboat in the distance.

6. Iris Hotel Cape Cod

Falmouth

United States

Jennie

AED 474

AED 542 total

includes taxes & fees

1 Nov - 2 Nov

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

A brick patio with outdoor seating and umbrellas, surrounded by a landscaped garden and a building with blue shutters.

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

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

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

Edgartown

United States

Lisa

AED 661

AED 745 total

includes taxes & fees

1 Nov - 2 Nov

A sign for the Town & Beach Motel with a tree and flower beds in front.

A bed with white and blue patterned pillows, a wooden headboard, and a lamp on a wooden nightstand.

A room with two armchairs, a small table with a lamp, and a window with blinds.

A house with a grey door, a hanging flower basket, and blue hydrangea bushes in front.

8. Town & Beach Motel

Falmouth

United States

Oscar

AED 459

AED 526 total

includes taxes & fees

13 Oct - 14 Oct

View all properties

Top Chilmark Hotel Reviews

Admiralty Inn & Suites - a Red Collection Hotel

Admiralty Inn & Suites - a Red Collection Hotel

8/10 Good

"I was surprised by how clean and well taken care of the hotel appeared to be. The breakfast was one of the better ones I have had lately. Very good deal for the money."

Summercamp

Summercamp

10/10 Excellent

"Amazing friendly staff..top notch"

Sea Crest Beach Resort

Sea Crest Beach Resort

8/10 Good

"We went for a September wedding and stayed one night. Perfect access to the beach and a short drive to town. Staff were amazing! Mostly updated but a few thing - doors especially- still need an upgrade."

Iris Hotel Cape Cod

Iris Hotel Cape Cod

10/10 Excellent

"It was a perfect location for us, it was clean, updated and we slept great!"

The Coonamessett

The Coonamessett

8/10 Good

"Good restaurant."

Harbor View Hotel

Harbor View Hotel

10/10 Excellent

"Beautiful Hotel and Venue with impeccable amenities. Beautiful water views and outstanding and friendly Staff. Disappointed we were not able to stay longer. Will definitely plan another trip in the near future!"

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