The Best Hotels Closest to Sampson Island in Orleans for 2026

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Our top choices for Sampson Island hotels

A swimming pool with a house in the background.

An outdoor patio area with tables and chairs, green umbrellas, and potted plants.

A hotel room with a bed, two chairs, a table, a desk, a mirror, and a door leading to another room.

A clear swimming pool with lounge chairs and umbrellas, surrounded by a fence and trees.

1. Wilder Inn South Wellfleet, Outset Collection by Hilton

14.6 km from Sampson Island

Lawrence

￥16,731

￥19,148 total

includes taxes & fees

Nov 8 - Nov 9

A hotel room with two beds, a desk with a television, a red chair, and a window with green curtains.

A breakfast buffet with pastries, a lamp, and storage containers on a wooden table.

A brick building with a white picket fence, a lawn, and a sign for Skaket Beach Motel.

A covered patio with a round table and four chairs.

2. Skaket Beach Motel

5.2 km from Sampson Island

Wayne

￥17,478

￥20,004 total

includes taxes & fees

Nov 2 - Nov 3

A two-story house with a covered porch, a brick pathway leading to the entrance, and a well-maintained lawn.

A spacious indoor dining area with multiple tables and wicker chairs, large windows with decorative plates, and an exit sign.

A bedroom with a large bed, two wall-mounted picture frames, a window with a view, and a wicker chair.

A wooden boardwalk leading to a covered area with a view of the sunset over the ocean.

3. Charm on Main by Ocean Edge

9.6 km from Sampson Island

Kathleen

￥25,418

￥29,091 total

includes taxes & fees

Oct 29 - Oct 30

A pathway leading to a beach with boats in the background and a building with a tower.

A hotel entrance with a sign reading "Chatham Bars Inn Cape Cod".

An aerial view of a beach with rows of sunbeds and umbrellas, a pier extending into the water, and a small building near the beach.

A deck with white Adirondack chairs and a small round table, overlooking a beach and ocean.

4. Chatham Bars Inn

7.7 km from Sampson Island

Sylvia

￥61,172

￥70,011 total

includes taxes & fees

Nov 5 - Nov 6

An indoor swimming pool with a wooden ceiling, multiple lounge chairs, and a brick floor.

A spacious lobby with a blue patterned carpet, a sofa with blue and white pillows, a glass coffee table, and a blue armchair.

A modern restaurant with hexagonal patterned flooring, booth seating, and pendant lighting.

A modern bar area with a central island, bar stools, and hanging pendant lights.

5. Four Points by Sheraton Eastham Cape Cod

10.8 km from Sampson Island

Michelle

￥21,377

￥24,466 total

includes taxes & fees

Nov 1 - Nov 2

A room with a bed, two wicker chairs, a small table, a coffee maker, and a view of the sea through a window.

A beachfront property with a wooden deck, a sign labeled "SHOWER," and surfboards stored outside.

A white bicycle with brown tires parked outside a building with a wooden exterior.

A modern kitchen with white cabinets, a built-in oven, and a view of the ocean through large windows.

6. Chatham Tides

11.9 km from Sampson Island

Chad

￥24,717

￥28,289 total

includes taxes & fees

Nov 22 - Nov 23

A two-story house with a symmetrical facade, a central entrance, and a flag.

A hotel room with a bed, nightstand, lamp, microwave, coffee maker, and a tray with snacks and a vase of flowers.

A neatly made bed with white bedding, two bedside tables with lamps, and a book on the bed.

A living room with two armchairs, a sofa, a fireplace, and a window with curtains.

7. Candleberry Inn on Cape Cod

11.4 km from Sampson Island

Dvir

￥47,933

￥54,858 total

includes taxes & fees

Oct 23 - Oct 24

A large house with a patio area featuring outdoor furniture and a well-lit garden.

A restaurant with long communal tables and booths, large windows, and a view of buildings outside.

A living room with wicker furniture, a fireplace, and a staircase.

A sandy beach path with a wooden fence leading to the ocean, under a partly cloudy sky.

8. Chatham Wayside Inn

8.3 km from Sampson Island

Ashley

￥26,923

￥37,699 total

includes taxes & fees

Nov 2 - Nov 3

A garden area with a welcome sign, outdoor seating, and a blue umbrella.

A dining area with multiple tables and chairs, some with flower centerpieces.

A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a building.

A hotel reception area with a blue wall, a reception desk, a large window, and a welcome mat.

9. Rodeway Inn Orleans - Cape Cod

5.4 km from Sampson Island

Aldrick

￥17,429

￥19,948 total

includes taxes & fees

Oct 25 - Oct 26

A beach with a sunset, calm water, and rocks.

A dining area with wicker furniture, wooden tables, and large windows with views of trees.

A bar area with a wooden barrel, glasses, candles, and a martini glass.

A covered outdoor seating area with wicker furniture and a blue cushioned sofa.

10. The Old Manse Inn

11.5 km from Sampson Island

Shannon

￥41,187

￥47,137 total

includes taxes & fees

Nov 1 - Nov 2

A white house with a grey roof, surrounded by a well-maintained lawn and flowering bushes.

A covered porch with white columns and a pathway leading to a door.

A modern bedroom with a wooden wardrobe, a white robe hanging on the door, and a bed with a wooden frame.

Four sun loungers aligned along a poolside with a tiled floor.

11. Greyfinch Chatham Inn

7.7 km from Sampson Island

Jacob

￥26,923

￥36,611 total

includes taxes & fees

Nov 1 - Nov 2

A window with a view of the beach and ocean.

An aerial view of a coastal property with a large lawn, several buildings, and a beach in the background.

A coastal property with a large grassy area, a parking lot, and buildings with a simple architectural style.

A table set for two with a green vase of flowers and three glasses, overlooking a body of water.

12. Nauset Beach Inn

East Orleans, 3.8 km from Sampson Island

Peter

￥43,653

￥53,208 total

includes taxes & fees

Nov 5 - Nov 6

A room with nautical-themed decor, including a map, anchor-patterned rug, and a view of the sea through the window.

A Beach Breeze Inn sign with a lighthouse graphic, a vacancy sign, and a building with a brick flower bed in front.

A hotel room with a bed, a desk, a chair, a television, a microwave, and a dresser.

A clear blue swimming pool with a metal ladder, surrounded by lounge chairs and an American flag.

13. A Beach Breeze Inn

16.4 km from Sampson Island

William

￥20,404

￥23,352 total

includes taxes & fees

Oct 28 - Oct 29

A balcony with wicker furniture, a table with a vase and wine glass, and a view of the sea.

A pool area with lounge chairs and a fire pit, surrounded by stone walls and potted plants.

A sunlit room with a view of the sea, featuring a sofa, a round table, and a chair.

A room with a view of the sea, featuring a sofa, two chairs, a small table with a vase and a bottle, and a patterned carpet.

14. Wequassett Resort and Golf Club

5.3 km from Sampson Island

Uk Jin

￥56,108

￥68,711 total

includes taxes & fees

Nov 8 - Nov 9

A table set with plates, glasses, a mug, and a blue hydrangea.

A garden with a white pergola, various plants, and a large tree.

A bedroom with a fireplace, two armchairs, a bed, and a view of the outdoors.

A swimming pool with a fountain, surrounded by greenery and a gazebo.

15. Brewster by the Sea Inn

14.4 km from Sampson Island

louis

￥48,084

￥55,032 total

includes taxes & fees

Nov 4 - Nov 5

A modern kitchen with a large island, wooden cabinets, a white refrigerator, and pendant lighting.

An outdoor patio with tables and chairs, umbrellas, and a view of the ocean.

Three children playing in shallow water on a beach.

A restaurant with brick arches, wooden tables, and chairs. There is a bar area with bottles and a television screen.

16. The Villages at Ocean Edge

9.2 km from Sampson Island

Myunghee

￥18,766

￥28,724 total

includes taxes & fees

Nov 9 - Nov 10

A pathway flanked by vibrant flowers and greenery, leading to a house with large windows.

A deck with outdoor furniture, a large umbrella, and a view of a garden with flowers and a tree.

A living room with a sofa, a chair, a television, and a hallway leading to another room.

A bedroom with a large bed, a chair, a nightstand, and a window with curtains.

17. The Villa Callo Inn

17.3 km from Sampson Island

Shawn

￥55,802

￥72,918 total

includes taxes & fees

Oct 27 - Oct 28

A blue door labeled "Office" with a small window and a mailbox.

A reception area with a counter, a blue door labeled "Office," and a wall-mounted shelf with various items.

An outdoor patio with round tables and chairs, picnic tables, and umbrellas.

A sign for Handkerchief Shoals Inn with a well-maintained garden in the foreground.

18. Handkerchief Shoals Inn

12 km from Sampson Island

Matthew

￥28,186

￥32,259 total

includes taxes & fees

Oct 27 - Oct 28

An outdoor seating area with a fire feature, a pool, and a view of the ocean.

A bedroom with a large bed, two armchairs, a small table, and a view of the sea through large windows.

A spacious room with a large window overlooking the ocean, a stone fireplace, and a modern chandelier.

A beach with a modern building, a staircase, and a rocky shoreline.

19. Pelham House Resort

19.1 km from Sampson Island

sandra

￥40,966

￥51,573 total

includes taxes & fees

Nov 4 - Nov 5

A large, red-roofed building with a stone facade, surrounded by well-maintained gardens and a cobblestone driveway.

A beach with numerous blue umbrellas and lounge chairs.

An outdoor bar area with multiple screens displaying sports, surrounded by patrons.

An outdoor patio with tables and chairs, umbrellas, and a bar area.

20. The Mansion at Ocean Edge

9 km from Sampson Island

Pamela

￥27,872

￥40,951 total

includes taxes & fees

Nov 22 - Nov 23

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Compare popular hotels close to Sampson Island

Property	Star rating	Guest rating
Wilder Inn South Wellfleet, Outset Collection by Hilton	9.4 Exceptional 11 reviews	View
Skaket Beach Motel	9.2 Wonderful 504 reviews	View
Charm on Main by Ocean Edge	9.6 Exceptional 52 reviews	View
Chatham Bars Inn	9.2 Wonderful 873 reviews	View
Four Points by Sheraton Eastham Cape Cod	8.2 Very good 944 reviews	View

Top Sampson Island Hotel Reviews

Chatham Bars Inn

10/10 Excellent

"Amazing property and staff."

Mins to Nauset Beach & Walkable to Town!

10/10 Excellent

"The house was immaculate! There were three of us staying, one of which was my 91-year-old mother-in-law. There were two bath towels, hand towels, and wash cloths for each of us as well as hand towels in the half baths. The kitchen had everything you could need if you wanted to cook or bake. The pictures on the site are accurate. The rooms looked just like the pictures.The bedrooms could use dresser drawers. The small bedroom upstairs did have a closest with hangers as did the downstairs bedroom. The large upstairs before did not have either. The large upstairs bedroom could use a ceiling light.Just an FYI if you ever take an elderly person with you and they need to bring a toilet seat lift, like my mother-in-law did, the toilets are round and not elongated. Unfortunately, the picture looked like the toilet in the downstairs master bathroom was elongated but turns out it was round. We were able to make the toilet seat lift work.We all agreed that we would stay here again!"

Nauset Beach Inn

10/10 Excellent

"The Nauset Beach Inn at Orleans is a special gem. The accommodations were clean and well kept. The view from our living room picture window was amazing, especial the early morning sunrises. Glorious! Not to be missed. We enjoyed the large firepit afternoons and evenings. The fireplace was a nice touch. Location was convenient for the many places to eat and visit. The owner was friendly and helpful. One suggestion for our cabin #4 is that it needs a shelf for toiletries in the bathroom. There was no room to put things out. We will definitely return."

Luxurious Waterfront Home!

10/10 Excellent

"Excellent house and location."

Minutes to Nauset Beach, Central AC, Game Space!

8/10 Good

"We were very happy with the property. Del-Mar Management was awesome! Excellent communication. very cordial and polite."

East Orleans - walk to Nauset Beach

10/10 Excellent

"Lovely home super comfortable very private no issues JB"

Come enjoy Orleans and Chatham

10/10 Excellent

"Property was easy to access - everything was in good condition - quick response to any communication - stairs are a little steep, but handrail is sturdy. Very nice almost 3 weeks. Thank you"

Spacious Home with Sprawling Yard!

10/10 Excellent

"Great Property. Great Location for Cape Cad. Well stocked house with comfortable living space."

Walk to the beach at Little Pleasant Bay from this newly decorated cottage!

10/10 Excellent

"The cottage was very clean. Very cozy for 2 travelers."

Other attractions near Sampson Island

Little Pochet Island

Commune with nature and explore the great outdoors at Little Pochet Island during your travels in Orleans. Stroll along the area's beaches or simply enjoy its seafood restaurants.

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Pochet Island

Commune with nature and explore the great outdoors at Pochet Island during your travels in Orleans. Stroll along the area's beaches or simply enjoy its seafood restaurants.

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Nickerson Home

You can take time to visit Nickerson Home during your travels to Orleans. While you're in the area, stroll along the beaches.

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Pilgrim Lake

You can find out about the history of Orleans with a visit to Pilgrim Lake. Stroll along the area's beaches or simply enjoy its seafood restaurants.

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Orleans Historical Society Meeting House Museum

7.0/10 (4 reviews)

You can spend an afternoon studying the exhibits at Orleans Historical Society Meeting House Museum in Orleans. Wander the beautiful beaches and seaside in this family-friendly area.

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Academy of Performing Arts

8.8/10 (3 reviews)

Enjoy an outing to Academy of Performing Arts during your stay in Orleans. Stroll along the beautiful beaches or seek out the hiking trails.

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Nauset Inlet

9.6/10 (19 reviews)

Commune with nature and explore the great outdoors at Nauset Inlet during your travels in Orleans. Stroll along the beautiful beaches or seek out the hiking trails.

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Fox Hill

9.0/10 (2 reviews)

If a restful vacation is part of your travel plans, Fox Hill might be the perfect place to seek out during your trip to Chatham. Stroll along this trendy area's seaside, or simply enjoy its seafood restaurants.

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Frequently asked questions

What's the area like around Sampson Island?

Sampson Island is located in Orleans. Travelers like the surrounding area for its beaches. You'll find 711 hotels and other accommodations within a few miles for a convenient home base.

Where is the best place to stay near Sampson Island?

Nauset Beach Inn is one of the top choices for your stay based on our traveler data, and this hotel offers free parking and private yards. It's located 2.4 mi (3.8 km) from Sampson Island. Another good option is Ship's Knees Inn, located 2.4 mi (3.9 km) away.

How many hotels can I expect to find close to Sampson Island?

Expedia has 711 hotels and other accommodations a few miles from Sampson Island.

If I need to cancel the hotel reservation for my stay near Sampson Island, will I receive a refund?

Yes! The majority of hotel bookings are refundable provided that you cancel before the hotel's cancellation deadline, which is usually within 24-48 hours of your scheduled arrival. If you have a non-refundable reservation, you might still have the option to cancel and be given a refund within a 24-hour period of your booking. Put your dates in and click on "Search", then use the "fully refundable" filter to view the best deals near Sampson Island.

Where can I learn more about changing or cancelling my trip in the area near Sampson Island?

For additional details about changing or cancelling your stay near Sampson Island, go to https://www.expedia.com/service/.

What can I see and do near Sampson Island?

Edward Penniman House and Barn, Orleans Historical Society Meeting House Museum, and French Cable Station Museum feature captivating exhibits. Caleb Nickerson House, Stony Brook Grist Mill, and Crosby Mansion are some of the local landmarks to explore. You can check out the local talent at Academy Playhouse, Chatham Drama Guild, and Cape Rep Theatre.

Find hotels near Sampson Island, Orleans from ￥19,148

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Property class

Guest rating

Our top choices for Sampson Island hotels

1. Wilder Inn South Wellfleet, Outset Collection by Hilton

2. Skaket Beach Motel

3. Charm on Main by Ocean Edge

4. Chatham Bars Inn

5. Four Points by Sheraton Eastham Cape Cod

6. Chatham Tides

7. Candleberry Inn on Cape Cod

8. Chatham Wayside Inn

9. Rodeway Inn Orleans - Cape Cod

10. The Old Manse Inn

11. Greyfinch Chatham Inn

12. Nauset Beach Inn

13. A Beach Breeze Inn

14. Wequassett Resort and Golf Club

15. Brewster by the Sea Inn

16. The Villages at Ocean Edge

17. The Villa Callo Inn

18. Handkerchief Shoals Inn

19. Pelham House Resort

20. The Mansion at Ocean Edge

Compare popular hotels close to Sampson Island

Top Sampson Island Hotel Reviews

Chatham Bars Inn

Mins to Nauset Beach & Walkable to Town!

Nauset Beach Inn

Luxurious Waterfront Home!

Minutes to Nauset Beach, Central AC, Game Space!

East Orleans - walk to Nauset Beach

Come enjoy Orleans and Chatham

Spacious Home with Sprawling Yard!

Walk to the beach at Little Pleasant Bay from this newly decorated cottage!

Other attractions near Sampson Island

Little Pochet Island

Pochet Island

Nickerson Home

Pilgrim Lake

Orleans Historical Society Meeting House Museum

Academy of Performing Arts

Nauset Inlet

Fox Hill

Frequently asked questions