The Best Hotels Closest to Jonathan Young Windmill in Orleans for 2026

A windmill, a lake, and a grassy area with flowers.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Jonathan Young Windmill hotels

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

A covered patio with a round table and four chairs.

A compact living space with a dining area, kitchenette, and a television.

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

1. Skaket Beach Motel

2.1 km from Jonathan Young Windmill

Wayne

￥17,478

￥20,004 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 room with a large bed, two bedside tables, a wall-mounted painting, and a patterned carpet.

2. Rodeway Inn Orleans - Cape Cod

0.3 km from Jonathan Young Windmill

Aldrick

￥17,429

￥19,948 total

includes taxes & fees

Oct 25 - Oct 26

A swimming pool with a house in the background.

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.

A hotel room with a bed, a desk, a chair, a window with curtains, and a framed picture on the wall.

3. Wilder Inn South Wellfleet, Outset Collection by Hilton

9.8 km from Jonathan Young Windmill

Lawrence

￥16,731

￥19,148 total

includes taxes & fees

Nov 1 - Nov 2

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

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

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

A pool area with lounge chairs and umbrellas, surrounded by trees.

4. Charm on Main by Ocean Edge

7.2 km from Jonathan Young Windmill

Kathleen

￥25,418

￥29,091 total

includes taxes & fees

Oct 29 - Oct 30

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

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

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

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

5. Candleberry Inn on Cape Cod

9.2 km from Jonathan Young Windmill

Dvir

￥47,933

￥54,858 total

includes taxes & fees

Oct 23 - Oct 24

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

A hotel room with a bed, a desk, a sofa, a window with a view of a pool, and framed pictures on the wall.

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

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

6. Four Points by Sheraton Eastham Cape Cod

5.8 km from Jonathan Young Windmill

Michelle

￥21,377

￥24,466 total

includes taxes & fees

Nov 1 - Nov 2

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

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

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 resort pool with multiple sun loungers and umbrellas, surrounded by beach views and boats.

7. Chatham Bars Inn

12.4 km from Jonathan Young Windmill

Sylvia

￥61,172

￥70,011 total

includes taxes & fees

Nov 5 - Nov 6

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

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

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.

8. Chatham Tides

14.6 km from Jonathan Young Windmill

Chad

￥24,717

￥28,289 total

includes taxes & fees

Nov 22 - Nov 23

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

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

A large, two-story house with a well-maintained lawn and a prominent tree in front.

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

9. The Old Manse Inn

9.3 km from Jonathan Young Windmill

Shannon

￥41,187

￥47,137 total

includes taxes & fees

Nov 1 - Nov 2

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 garden with a pergola structure, a pathway, and a seating area.

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

10. Chatham Wayside Inn

12.9 km from Jonathan Young Windmill

Ashley

￥26,905

￥37,673 total

includes taxes & fees

Nov 2 - Nov 3

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

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

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

A modern kitchen with white cabinetry, a wooden island with two barstools, and a decorative wall art piece.

11. Greyfinch Chatham Inn

12 km from Jonathan Young Windmill

Jacob

￥26,905

￥36,586 total

includes taxes & fees

Nov 1 - Nov 2

A window with a view of the beach and ocean.

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

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

A room with a large window, a television, a dresser, and a chair.

12. Nauset Beach Inn

East Orleans, 3.8 km from Jonathan Young Windmill

Peter

￥43,653

￥53,208 total

includes taxes & fees

Nov 1 - Nov 2

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

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.

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

A dining area with tables set for two, overlooking a body of water with a sailboat.

13. Wequassett Resort and Golf Club

8 km from Jonathan Young Windmill

Uk Jin

￥56,108

￥68,711 total

includes taxes & fees

Nov 8 - Nov 9

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

A blue outdoor seating area with picnic tables and umbrellas, surrounded by a wooden fence and trees.

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

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

14. A Beach Breeze Inn

17.4 km from Jonathan Young Windmill

William

￥20,404

￥23,352 total

includes taxes & fees

Oct 28 - Oct 29

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

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

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

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

15. Brewster by the Sea Inn

12.4 km from Jonathan Young Windmill

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.

A golf course with sand bunkers, trees, and a clear blue sky.

Three children playing in shallow water on a beach.

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

16. The Villages at Ocean Edge

6.7 km from Jonathan Young Windmill

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 traditional house with a garden pathway leading to the entrance, surrounded by lush greenery and a white picket fence.

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.

17. The Villa Callo Inn

18 km from Jonathan Young Windmill

Shawn

￥55,802

￥72,918 total

includes taxes & fees

Oct 23 - Oct 24

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

14.2 km from Jonathan Young Windmill

Matthew

￥28,186

￥32,259 total

includes taxes & fees

Oct 25 - Oct 26

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

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

A beach with numerous blue umbrellas and lounge chairs.

A rooftop bar with outdoor seating and a view of the water.

19. The Mansion at Ocean Edge

6.3 km from Jonathan Young Windmill

Pamela

￥27,872

￥40,951 total

includes taxes & fees

Nov 22 - Nov 23

A motel with a swimming pool, parking lot, and a small gazebo.

A bedroom with a large bed, a TV mounted on the wall, and a skylight.

A residential area with a blue and white lighthouse-like structure, a picnic table, and outdoor seating.

A swimming pool with a wooden deck and a covered seating area with string lights.

20. Jonathan Edwards Motel

18.9 km from Jonathan Young Windmill

Katerin

￥13,891

￥15,898 total

includes taxes & fees

Nov 10 - Nov 11

View all properties

Compare popular hotels close to Jonathan Young Windmill

Property	Star rating	Guest rating
Skaket Beach Motel	9.2 Wonderful 504 reviews	View
Rodeway Inn Orleans - Cape Cod	8.2 Very good 872 reviews	View
Wilder Inn South Wellfleet, Outset Collection by Hilton	9.4 Exceptional 11 reviews	View
Charm on Main by Ocean Edge	9.6 Exceptional 52 reviews	View
Candleberry Inn on Cape Cod	10.0 Exceptional 152 reviews	View

Top Jonathan Young Windmill Hotel Reviews

Stylish Orleans home with spacious deck - near bay & ocean beach

8/10 Good

"The inside of the house was clean and well kept, with a huge master bedroom and three other bedrooms between the upstairs and basement. The deck furniture was covered in some moss, so we weren’t able to sit out there, but there was a nice deck with a good view! If you don’t have a truck or SUV, be careful on the driveway. It’s a long dirt driveway with lots of holes. All in all the property was nice and worked perfectly for what we needed!"

Eagle Wing Inn - Cape Cod

10/10 Excellent

"Everything was wonderful, very clean and the owners are"

Rodeway Inn Orleans - Cape Cod

10/10 Excellent

"Very nice motel to stay in. We were warmly welcomed, our room was nicely furnished, the bed was extremely comfortable, linens and sheets and blankets of good quality. All in all, a thumbs up."

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!"

Walk to Water, Cozy, Dog Friendly!

10/10 Excellent

"A wonderful space to explore the Cape"

Skaket Beach Motel

8/10 Good

"😌"

Eastham, Cape Cod - Town Cove Waterfront. Newly renovated and insulated sunporch

10/10 Excellent

"Great location with water access and much enjoyed privacy. Local business delivered and picked up kayaks at our request. Love this part of the Cape with many local beaches and within 30 minutes of most of the other towns on the Cape. Seafood was great. Thank you Jackey."

The Salteen House. Family Cape Escape • Dogs Welcome • Near Nauset & Skaket

10/10 Excellent

"Spacious home in fantastic location. Great host. Comfy beds"

5 bedrooms ocean view estate overlooking cape cod bay

10/10 Excellent

"Second year in a row staying here and it did not disappoint! Absolutely spectacular morning and night views from the deck or by the fire pit! Lots of room to accommodate my friends for the baseball tournament."

Other attractions near Jonathan Young Windmill

A beach with people sitting on the sand, a sunset in the background, and green fields in the distance.

Rock Harbor Beach

9.6/10 (23 reviews)

Why not spend a lazy afternoon at Rock Harbor Beach during your trip to Orleans?

See properties

A beach with a wooden boardwalk and people relaxing on beach chairs.

Skaket Beach

9.4/10 (65 reviews)

Warm, clear waters make this beach destination ideal for casual swimming, watersports or a restorative rest on the white sandy shore.

See properties

Cape Escape Adventure Golf

9.2/10 (10 reviews)

Enjoy a trip to Cape Escape Adventure Golf and popular activities like hiking in Orleans. Wander the area's beautiful beaches or simply enjoy one of its seafood restaurants.

See properties

French Cable Station Museum

10.0/10 (1 review)

You can spend an afternoon browsing the exhibits at French Cable Station Museum during your travels in Orleans. Wander the area's beautiful beaches or simply enjoy one of its seafood restaurants.

See properties

Addison Art Gallery

9.0/10 (4 reviews)

You can spend an afternoon browsing the exhibits at Addison Art Gallery in Orleans. Stroll along the beautiful beaches or seek out the hiking trails.

See properties

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.

See properties

Church of the Transfiguration Orleans

6.0/10 (1 review)

Church of the Transfiguration Orleans is just one of the places to see in Orleans, so why not enjoy the other things to explore during your travels? Amble around the area's beautiful beaches or seek out the hiking trails.

See properties

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.

See properties

Frequently asked questions

What's the area like around Jonathan Young Windmill?

Jonathan Young Windmill is located in an area of Orleans known for its beautiful beaches, top seafood restaurants, and sporting events. If you're looking for a convenient place to stay, check out the 92 hotels and other accommodations you'll find within a mile.

What's the best hotel to stay close to Jonathan Young Windmill?

Adjacent to Jonathan Young Windmill, Rodeway Inn Orleans - Cape Cod is one of the top choices for your stay based on our traveler data. Another good option is Olde Tavern Motel And Inn, located just 0.2 mi (0.3 km) away.

How many hotels should I expect to find close to Jonathan Young Windmill?

Expedia has 92 hotels and other accommodations within a mile from Jonathan Young Windmill.

If I need to cancel the hotel reservation for my stay near Jonathan Young Windmill, will I receive a refund?

Yes! The majority of hotel bookings are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of your check-in date. If you booked a non-refundable reservation, you might be able to still cancel and be given a refund within 24 hours of your booking. Put your dates in and click on "Search", then use the filter option "fully refundable" to get the best deals near Jonathan Young Windmill.

Where can I learn more about changing or cancelling my trip in the area near Jonathan Young Windmill?

For more details about picking new dates or cancelling your stay near Jonathan Young Windmill, head over to our customer service page.

What can I see and do near Jonathan Young Windmill?

Study the collections at Edward Penniman House and Barn, French Cable Station Museum, or Orleans Historical Society Meeting House Museum. While you're exploring, swing by Nauset Lighthouse, The Three Sisters Lighthouses, and Swift-Daley House to learn a bit about the area. You can enjoy live performances at Academy Playhouse and Cape Rep Theatre.

Find hotels near Jonathan Young Windmill, Orleans from ￥15,898

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Property class

Guest rating

Our top choices for Jonathan Young Windmill hotels

1. Skaket Beach Motel

2. Rodeway Inn Orleans - Cape Cod

3. Wilder Inn South Wellfleet, Outset Collection by Hilton

4. Charm on Main by Ocean Edge

5. Candleberry Inn on Cape Cod

6. Four Points by Sheraton Eastham Cape Cod

7. Chatham Bars Inn

8. Chatham Tides

9. The Old Manse Inn

10. Chatham Wayside Inn

11. Greyfinch Chatham Inn

12. Nauset Beach Inn

13. Wequassett Resort and Golf Club

14. A Beach Breeze Inn

15. Brewster by the Sea Inn

16. The Villages at Ocean Edge

17. The Villa Callo Inn

18. Handkerchief Shoals Inn

19. The Mansion at Ocean Edge

20. Jonathan Edwards Motel

Compare popular hotels close to Jonathan Young Windmill

Top Jonathan Young Windmill Hotel Reviews

Stylish Orleans home with spacious deck - near bay & ocean beach

Eagle Wing Inn - Cape Cod

Rodeway Inn Orleans - Cape Cod

Mins to Nauset Beach & Walkable to Town!

Walk to Water, Cozy, Dog Friendly!

Skaket Beach Motel

Eastham, Cape Cod - Town Cove Waterfront. Newly renovated and insulated sunporch

The Salteen House. Family Cape Escape • Dogs Welcome • Near Nauset & Skaket

5 bedrooms ocean view estate overlooking cape cod bay

Other attractions near Jonathan Young Windmill

Rock Harbor Beach

Skaket Beach

Cape Escape Adventure Golf

French Cable Station Museum

Addison Art Gallery

Orleans Historical Society Meeting House Museum

Church of the Transfiguration Orleans

Academy of Performing Arts

Frequently asked questions