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

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

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Our top choices for Jonathan Young Windmill hotels

A park with green grass, trees, and a clear blue sky.

A spa area with a hot tub and a swimming pool, surrounded by large windows and potted plants.

A two-story house with a porch, surrounded by lush greenery and flowering bushes.

A spacious living room with a wooden ceiling, large windows, a dining area with a table set for four, and a sofa with cushions.

1. Whalewalk Inn and Spa

1.1 km from Jonathan Young Windmill

Purav

AED 827

AED 946 total

includes taxes & fees

13 Oct - 14 Oct

A gazebo with a red roof and white trim, surrounded by a well-maintained lawn and a large tree with pink flowers.

A building with a red door, black shutters, and hanging flower baskets.

A modern kitchen with stainless steel appliances, wooden cabinets, and a marble countertop.

A kitchen with a white island, a fireplace, and a surfboard decoration.

2. Eagle Wing Inn - Cape Cod

1.9 km from Jonathan Young Windmill

Andrea

AED 507

AED 580 total

includes taxes & fees

8 Oct - 9 Oct

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 covered patio with a round table and four chairs.

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

3. Skaket Beach Motel

2.1 km from Jonathan Young Windmill

Wayne

AED 406

AED 465 total

includes taxes & fees

15 Oct - 16 Oct

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

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

4. Rodeway Inn Orleans - Cape Cod

0.3 km from Jonathan Young Windmill

Aldrick

AED 384

AED 439 total

includes taxes & fees

12 Oct - 13 Oct

A two-story house with a porch, a star decoration, and outdoor seating.

A dining area with a wooden table and chairs, large windows with a view of greenery, and a vase with flowers on the table.

A dining table with a plate of food, a mug, and a bowl of berries.

A spacious living room with large windows, a patterned rug, and two sofas.

5. Sea Meadow Inn

11.1 km from Jonathan Young Windmill

Joanne

AED 900

AED 1,045 total

includes taxes & fees

8 Oct - 9 Oct

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 table set outdoors with a glass of iced tea, a glass of lemonade, and a bowl of fruit salad.

6. Candleberry Inn on Cape Cod

9.2 km from Jonathan Young Windmill

Susan

AED 1,172

AED 1,341 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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

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

7. Charm on Main by Ocean Edge

7.2 km from Jonathan Young Windmill

Kathleen

AED 590

AED 675 total

includes taxes & fees

18 Oct - 19 Oct

A swimming pool with blue water, surrounded by lounge chairs and a waterfall feature.

A covered porch with a lattice design, a stone pathway, and a view of a garden.

A bedroom with a large bed, two side tables with lamps, a wooden nightstand, a wooden dresser, and a large window with a view of greenery.

A house surrounded by dense trees and a gravel path leading to the front door.

8. Pleasant Bay Village Resort

9.4 km from Jonathan Young Windmill

sheila

AED 727

AED 832 total

includes taxes & fees

12 Oct - 13 Oct

A hotel room with a flat-screen TV mounted on the wall, a small refrigerator, a dark wooden dresser, a lamp, and a door with a sign.

A balcony with a wooden railing, a potted plant, and a chair.

A hotel room with a dining area, a flat-screen TV mounted on the wall, and a hallway leading to other rooms.

9. Wilder Inn South Wellfleet, Outset Collection by Hilton

9.8 km from Jonathan Young Windmill

Elizabeth

AED 419

AED 479 total

includes taxes & fees

1 Nov - 2 Nov

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

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.

A room with a large window overlooking the sea, a white desk, and nautical-themed decor.

10. Chatham Tides

14.6 km from Jonathan Young Windmill

Craig

AED 721

AED 825 total

includes taxes & fees

1 Nov - 2 Nov

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 two-story building with a sign reading "The Orchard House."

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

11. Brewster by the Sea Inn

12.4 km from Jonathan Young Windmill

Grace

AED 1,117

AED 1,278 total

includes taxes & fees

4 Nov - 5 Nov

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

A hotel room with a bed, two nightstands, a chair, a fireplace, and wall art.

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

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

12. A Beach Breeze Inn

17.4 km from Jonathan Young Windmill

Debra

AED 474

AED 542 total

includes taxes & fees

12 Oct - 13 Oct

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

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

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

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

13. Wequassett Resort and Golf Club

8 km from Jonathan Young Windmill

Angela

AED 1,486

AED 1,820 total

includes taxes & fees

26 Oct - 27 Oct

A spacious living room with a large abstract painting, two chandeliers, and a coffee machine.

A spacious hotel lobby with a reception desk, a dining area with chairs, and a patterned rug on the floor.

A playground with two blue slides and a climbing structure.

A dining area with a Monopoly board game, patterned chairs, and a large map on the wall.

14. Brewster Green Resort

6.6 km from Jonathan Young Windmill

Margaret

AED 907

AED 1,038 total

includes taxes & fees

15 Oct - 16 Oct

Two people seated on red chairs at a stone fire pit with a house in the background.

Two people riding bicycles on a sidewalk with a house in the background.

A two-story white house with black shutters, a front door with a number 1421, and a well-maintained lawn.

A cozy living room with a striped sofa, a small white table, and a round side table with flowers.

15. Sesuit Harbor House

16.3 km from Jonathan Young Windmill

Natasha

AED 885

AED 1,013 total

includes taxes & fees

12 Oct - 13 Oct

A house with a brick exterior, white exterior walls, and a front porch with white chairs.

A bedroom with a bed, a nightstand, a lamp, a window with curtains, a hat, and a magazine on the bed.

A white desk with a woven hat, a vase with white flowers, and two glasses of white wine.

A beach with a fallen tree, clear blue water, and a forested shoreline.

16. Chatham Seafarer Inn

12.5 km from Jonathan Young Windmill

Ian

AED 713

AED 816 total

includes taxes & fees

14 Oct - 15 Oct

A two-story house with a well-lit front porch, a staircase leading to the entrance, and a garden with various plants and flowers.

A corner building with a curved roof, large windows, and a well-maintained garden with various plants and flowers.

A large swimming pool with a fountain, surrounded by lounge chairs and umbrellas, set against a stone building with multiple windows and a balcony.

A large, two-story house with a covered patio area, outdoor seating, and a stone waterfall feature.

17. Winstead Inn

14.2 km from Jonathan Young Windmill

Karen

AED 1,074

AED 1,230 total

includes taxes & fees

19 Oct - 20 Oct

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

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

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

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

18. Chatham Wayside Inn

12.9 km from Jonathan Young Windmill

Ashley

AED 658

AED 913 total

includes taxes & fees

1 Nov - 2 Nov

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

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

19. The Villa Callo Inn

18 km from Jonathan Young Windmill

Shawn

AED 1,450

AED 1,870 total

includes taxes & fees

8 Oct - 9 Oct

A historic building with a sign reading "Isaiah Hall Inn" and the year "1857" on the front.

A wooden interior with a large arched door, a window with a curtain, and a chair with a cushion.

A dining room with a long wooden table and matching chairs, a chandelier, and a staircase leading to another level.

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

20. Isaiah Hall Bed & Breakfast Inn

18.4 km from Jonathan Young Windmill

Matthew

AED 1,156

AED 1,323 total

includes taxes & fees

12 Oct - 13 Oct

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Compare popular hotels close to Jonathan Young Windmill

Property	Property class	Guest rating
Whalewalk Inn and Spa	10.0 Exceptional 113 reviews	View
Eagle Wing Inn - Cape Cod	9.8 Exceptional 461 reviews	View
Skaket Beach Motel	9.2 Wonderful 501 reviews	View
Rodeway Inn Orleans - Cape Cod	8.2 Very good 870 reviews	View
Sea Meadow Inn	10.0 Exceptional 27 reviews	View

Top Jonathan Young Windmill Hotel Reviews

Walk to Skaket Beach, Great Backyard!

10/10 Excellent

"We were pleasantly surprised by how nice the house was. Very spacious deck and yard. Perfect for a family.My recommendation-a mattress topper on the king bed would go a long way..."

The Pet-Friendly Surf Shack Hideaway on the Cove

10/10 Excellent

"Perfect pet friendly home for a restful yet active vacation. The location is near every thing we enjoy. It contained everything we needed- beach towels, chairs, bikes, and so much more. This is our third stay at the beach shack and will definitely book again. Thanks to Tara our host for coordinating our stay and making sure everything met our expectations. Thanks to all at Heart of Cape Cod."

Lakefront retreat w/ deck, dock, sandy beach, 4 watercraft, <6 mins to 2 beaches

10/10 Excellent

"Great view. Convenient location. Host was very responsive. We hope to be back."

" The Eastham Cape House"

10/10 Excellent

"A pleasure to stay, in a lovely spot, and excellent communication from the owner. Thank you!"

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."

Beautiful Spacious Family Retreat w/ Pool!

10/10 Excellent

"Our family had a very special time at the magical home. Thank you hosts! (:"

Second Wind :039-O An Orleans Estate with large heated pool, spa, on Town Cove; sleeps 24

10/10 Excellent

"Tremendous property and layout. It's right near downtown, but it's very quiet / secluded and the three properties give everyone their own space. It's also a great, central location to explore the mid Outer Cape. Chatham, Wellfleet, Brewster are all 20 minutes away"

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

10/10 Excellent

"Ideal location, super comfortable, peaceful. Exactly what we were hoping for. Very clean."

Waterfront Fun at this Huge Family Estate!

10/10 Excellent

"Great place for a large group- multi- generations. Everything was great."

Other attractions near Jonathan Young Windmill

Rock Harbor Beach

9.6/10 (23 reviews)

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

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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.

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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.

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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.

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Academy Playhouse

8.0/10 (6 reviews)

You can make plans for a show at Academy Playhouse during your stay in Orleans. Amble around the area's beautiful beaches or seek out the hiking trails.

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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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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.

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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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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 AED 439

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Treat yourself

Be picky

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Our top choices for Jonathan Young Windmill hotels

1. Whalewalk Inn and Spa

2. Eagle Wing Inn - Cape Cod

3. Skaket Beach Motel

4. Rodeway Inn Orleans - Cape Cod

5. Sea Meadow Inn

6. Candleberry Inn on Cape Cod

7. Charm on Main by Ocean Edge

8. Pleasant Bay Village Resort

9. Wilder Inn South Wellfleet, Outset Collection by Hilton

10. Chatham Tides

11. Brewster by the Sea Inn

12. A Beach Breeze Inn

13. Wequassett Resort and Golf Club

14. Brewster Green Resort

15. Sesuit Harbor House

16. Chatham Seafarer Inn

17. Winstead Inn

18. Chatham Wayside Inn

19. The Villa Callo Inn

20. Isaiah Hall Bed & Breakfast Inn

Compare popular hotels close to Jonathan Young Windmill

Top Jonathan Young Windmill Hotel Reviews

Walk to Skaket Beach, Great Backyard!

The Pet-Friendly Surf Shack Hideaway on the Cove

Lakefront retreat w/ deck, dock, sandy beach, 4 watercraft, <6 mins to 2 beaches

" The Eastham Cape House"

5 bedrooms ocean view estate overlooking cape cod bay

Beautiful Spacious Family Retreat w/ Pool!

Second Wind :039-O An Orleans Estate with large heated pool, spa, on Town Cove; sleeps 24

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

Waterfront Fun at this Huge Family Estate!

Other attractions near Jonathan Young Windmill

Rock Harbor Beach

Cape Escape Adventure Golf

French Cable Station Museum

Addison Art Gallery

Academy Playhouse

Orleans Historical Society Meeting House Museum

Church of the Transfiguration Orleans

Academy of Performing Arts

Frequently asked questions