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

Find hotels near Jonathan Young Windmill, Orleans from $120

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Oct 7 - Oct 8
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Oct 8 - Oct 9
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Oct 9 - Oct 11
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Oct 16 - Oct 18

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Our top choices for Jonathan Young Windmill hotels

1. Whalewalk Inn and Spa

Whalewalk Inn and Spa
0.7 mi from Jonathan Young Windmill
United States
Purav
$212 nightly
$243 total
Oct 16 - Oct 17
Total with taxes and fees
Whalewalk Inn and Spa

2. Eagle Wing Inn - Cape Cod

Eagle Wing Inn - Cape Cod
1.2 mi from Jonathan Young Windmill
United States
Andrea
$138 nightly
$158 total
Oct 8 - Oct 9
Total with taxes and fees
Eagle Wing Inn - Cape Cod

3. Skaket Beach Motel

Skaket Beach Motel
1.3 mi from Jonathan Young Windmill
United States
Wayne
$108 nightly
$124 total
Oct 12 - Oct 13
Total with taxes and fees
Skaket Beach Motel

4. Rodeway Inn Orleans - Cape Cod

Rodeway Inn Orleans - Cape Cod
0.2 mi from Jonathan Young Windmill
United States
Aldrick
$104 nightly
$120 total
Oct 12 - Oct 13
Total with taxes and fees
Rodeway Inn Orleans - Cape Cod

5. Sea Meadow Inn

Sea Meadow Inn
6.9 mi from Jonathan Young Windmill
United States
Joanne
$243 nightly
$278 total
Oct 25 - Oct 26
Total with taxes and fees
Sea Meadow Inn

6. Candleberry Inn on Cape Cod

Candleberry Inn on Cape Cod
5.7 mi from Jonathan Young Windmill
United States
Susan
$319 nightly
$365 total
Nov 1 - Nov 2
Total with taxes and fees
Candleberry Inn on Cape Cod

7. Charm on Main by Ocean Edge

Charm on Main by Ocean Edge
4.5 mi from Jonathan Young Windmill
United States
Kathleen
$146 nightly
$167 total
Oct 19 - Oct 20
Total with taxes and fees
Charm on Main by Ocean Edge

8. Pleasant Bay Village Resort

Pleasant Bay Village Resort
5.8 mi from Jonathan Young Windmill
United States
sheila
$203 nightly
$232 total
Oct 15 - Oct 16
Total with taxes and fees
Pleasant Bay Village Resort

9. Wilder Inn South Wellfleet, Outset Collection by Hilton

Wilder Inn South Wellfleet, Outset Collection by Hilton
6.1 mi from Jonathan Young Windmill
United States
Elizabeth
$114 nightly
$130 total
Nov 1 - Nov 2
Total with taxes and fees
Wilder Inn South Wellfleet, Outset Collection by Hilton

10. Chatham Tides

Chatham Tides
9 mi from Jonathan Young Windmill
United States
Craig
$196 nightly
$225 total
Nov 1 - Nov 2
Total with taxes and fees
Chatham Tides

11. Wequassett Resort and Golf Club

Wequassett Resort and Golf Club
5 mi from Jonathan Young Windmill
United States
Angela
$433 nightly
$496 total
Oct 18 - Oct 19
Total with taxes and fees
Wequassett Resort and Golf Club

12. Brewster by the Sea Inn

Brewster by the Sea Inn
7.7 mi from Jonathan Young Windmill
United States
Grace
$304 nightly
$348 total
Nov 4 - Nov 5
Total with taxes and fees
Brewster by the Sea Inn

13. A Beach Breeze Inn

A Beach Breeze Inn
10.8 mi from Jonathan Young Windmill
United States
Debra
$129 nightly
$148 total
Oct 12 - Oct 13
Total with taxes and fees
A Beach Breeze Inn

14. Brewster Green Resort

Brewster Green Resort
4.1 mi from Jonathan Young Windmill
United States
Margaret
$238 nightly
$273 total
Oct 13 - Oct 14
Total with taxes and fees
Brewster Green Resort

15. Chatham Seafarer Inn

Chatham Seafarer Inn
7.7 mi from Jonathan Young Windmill
United States
Ian
$194 nightly
$222 total
Oct 21 - Oct 22
Total with taxes and fees
Chatham Seafarer Inn

16. Winstead Inn

Winstead Inn
8.8 mi from Jonathan Young Windmill
United States
Karen
$293 nightly
$335 total
Oct 19 - Oct 20
Total with taxes and fees
Winstead Inn

17. Sesuit Harbor House

Sesuit Harbor House
10.1 mi from Jonathan Young Windmill
Canada
Natasha
$244 nightly
$279 total
Oct 15 - Oct 16
Total with taxes and fees
Sesuit Harbor House

18. Chatham Wayside Inn

Chatham Wayside Inn
8 mi from Jonathan Young Windmill
Canada
Ashley
$217 nightly
$248 total
Nov 1 - Nov 2
Total with taxes and fees
Chatham Wayside Inn

19. Kingfisher Harwich Port

Kingfisher Harwich Port
10.1 mi from Jonathan Young Windmill
United States
Marc
$230 nightly
$263 total
Oct 8 - Oct 9
Total with taxes and fees
Kingfisher Harwich Port

20. Greyfinch Chatham Inn

Greyfinch Chatham Inn
7.5 mi from Jonathan Young Windmill
United States
Jacob
$193 nightly
$220 total
Nov 1 - Nov 2
Total with taxes and fees
Greyfinch Chatham Inn
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Compare popular hotels close to Jonathan Young Windmill

Property
Star rating
Guest rating
Breakfast included
Pool
Spa
Pet friendly
WiFi included
A park with green grass, trees, and a clear blue sky.
Whalewalk Inn and Spa
10.0
Exceptional
113 reviews
View
A gazebo with a red roof and white trim, surrounded by a well-maintained lawn and a large tree with pink flowers.
Eagle Wing Inn - Cape Cod
9.8
Exceptional
461 reviews
View
A hotel room with two beds, a desk with a television, a red chair, and a window with green curtains.
Skaket Beach Motel
9.2
Wonderful
501 reviews
View
A garden area with a welcome sign, outdoor seating, and a blue umbrella.
Rodeway Inn Orleans - Cape Cod
8.2
Very good
870 reviews
View
A two-story house with a porch, a star decoration, and outdoor seating.
Sea Meadow Inn
10.0
Exceptional
27 reviews
View

Top Jonathan Young Windmill Hotel Reviews

Walk to Skaket Beach, Great Backyard!

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..."
Tia H. 3-night trip
Posted 11 days ago
Walk to Skaket Beach, Great Backyard!
The Pet-Friendly Surf Shack Hideaway on the Cove

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."
Nanette G. 8-night trip
Posted 2 weeks ago
The Pet-Friendly Surf Shack Hideaway on the Cove
Lakefront retreat w/ deck, dock, sandy beach, 4 watercraft, <6 mins to 2 beaches

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."
Forough G. 3-night trip
Posted 3 weeks ago
Lakefront retreat w/ deck, dock, sandy beach, 4 watercraft, <6 mins to 2 beaches
" The Eastham Cape House"

" The Eastham Cape House"

10/10 Excellent
"A pleasure to stay, in a lovely spot, and excellent communication from the owner. Thank you!"
Thomas 4-night trip
Posted 1 month ago
" The Eastham Cape House"
5 bedrooms ocean view estate overlooking cape cod bay

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."
Michael S. 3-night trip
Posted 1 month ago
5 bedrooms ocean view estate overlooking cape cod bay
Beautiful Spacious Family Retreat w/ Pool!

Beautiful Spacious Family Retreat w/ Pool!

10/10 Excellent
"Our family had a very special time at the magical home. Thank you hosts! (:"
Heather C. 5-night trip
Posted 1 month ago
Beautiful Spacious Family Retreat w/ Pool!
Second Wind :039-O  An Orleans Estate with large heated pool, spa, on Town Cove; sleeps 24

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"
Micah M. 5-night trip
Posted 1 month ago
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

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."
Elaine 5-night trip
Posted 2 months ago
Eastham, Cape Cod - Town Cove Waterfront. Newly renovated and insulated sunporch
Waterfront Fun at this Huge Family Estate!

Waterfront Fun at this Huge Family Estate!

10/10 Excellent
"Great place for a large group- multi- generations. Everything was great."
Alan A. 7-night trip
Posted 4 months ago
Waterfront Fun at this Huge Family Estate!

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?
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.
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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.
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 are the top-rated hotels near Jonathan Young Windmill?
Discovering top-rated hotels near Jonathan Young Windmill can enhance your travel experience in Orleans, Massachusetts, offering both comfort and stunning views.Eagle Wing Inn - Cape CodEagle Wing Inn - Cape Cod, rated 9.8 by travelers, is a delightful 3-star hotel situated 1.4 miles from Jonathan Young Windmill. The hotel features an outdoor pool, perfect for warm days, alongside a complimentary buffet breakfast. Guests can enjoy the terrace and patio areas for relaxation, while the nearby beach offers additional recreational opportunities. Self-parking is available for added convenience.Whalewalk Inn and SpaWhalewalk Inn and Spa is a charming 3.5-star hotel located just 1.1 miles from Jonathan Young Windmill. With an outstanding review rating of 10, this inn provides a perfect blend of relaxation and recreation. Guests can enjoy an indoor pool, private hot tub, and an onsite spa offering Swedish and deep tissue massages. The kitchenettes and free daily breakfast make it an ideal choice for those looking to unwind after a day of exploring.Beautiful 1770 historic home, 7 bedrooms all ensuite, hot tub, pets welcomeThis stunning historic hotel is located 1.8 miles from Jonathan Young Windmill and boasts a perfect review rating of 10. With seven ensuite bedrooms, it offers ample space and comfort for travelers. The home features a hot tub, making it a relaxing retreat. Its nearby the beach adds to its allure, providing travelers with an inviting atmosphere.
What hotels are within walking distance to Jonathan Young Windmill?
Discover delightful hotels within walking distance to Jonathan Young Windmill, perfect for travelers seeking convenience and comfort.Olde Tavern Motel And InnOlde Tavern Motel And Inn is a charming retreat located just a 19-minute walk from Jonathan Young Windmill. Rated 9.4 by travelers, this historic-style hotel features a refreshing pool and beautiful gardens. Guests can enjoy complimentary daily breakfast, including continental options, and relax on the deck or patio. With nearby access to the beach and opportunities for windsurfing, this hotel makes for a fantastic stay in Orleans.Rodeway Inn Orleans - Cape CodRodeway Inn Orleans - Cape Cod is conveniently situated only 5 minutes on foot from Jonathan Young Windmill. With a review rating of 8.0, this hotel offers essential amenities like a kitchen, refrigerator, and daily housekeeping. Guests can unwind in the garden or take advantage of nearby beach activities such as scuba diving. This hotel provides a comfortable base for exploring the scenic beauty of Cape Cod.
How much is a hotel near Jonathan Young Windmill?
Staying near Jonathan Young Windmill is a treat, with plenty of hotels from $120 offering incredible amenities. If you're leaning toward a little luxury, prices can rise, especially in peak season. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a vacation during weekends or around public holidays.
What are the most popular family-friendly hotels near Jonathan Young Windmill?
For families looking for top-rated, family-friendly hotels near Jonathan Young Windmill, Orleans offers some excellent options that ensure a delightful stay.The Mansion at Ocean EdgeThe Mansion at Ocean Edge is a luxurious 4-star hotel located just 4.3 miles from Jonathan Young Windmill, a solid travelers' rating of 8.2. This family-friendly resort features accessible pools and free cribs, perfect for families. Guests can enjoy a variety of amenities including a children's playground, daily housekeeping, and an outdoor pool. With additional offerings like a spa and golf course, families can relax and enjoy their stay.The Villages at Ocean EdgeLocated 4.6 miles from Jonathan Young Windmill, The Villages at Ocean Edge is a welcoming 3.5-star hotel with an impressive review rating of 8.4. This hotel is designed with families in mind, featuring a children's pool and free cribs. Guests will appreciate the onsite restaurant with ocean views, as well as family-friendly activities like supervised childcare and a playground. With amenities like a hot tub and fitness center, it's an ideal spot for relaxation after a day of exploring.Four Points by Sheraton Eastham Cape CodJust 4.2 miles from Jonathan Young Windmill, Four Points by Sheraton Eastham Cape Cod offers a comfortable stay with a solid travelers' rating of 8.2. This 3-star hotel is perfect for families, featuring free cribs and connecting rooms. Guests can take advantage of the indoor and outdoor pools, along with 24-hour fitness facilities. With easy access to local attractions and family-friendly amenities, it provides a convenient base for exploring the area.
Which hotels near Jonathan Young Windmill offer the best views?
Discover the best hotels with stunning views near Jonathan Young Windmill, perfect for an unforgettable stay in Orleans, Massachusetts.Ship's Knees InnShip's Knees Inn stands out with a remarkable review rating of 9.6 and a 3-star status, located only 3.1 miles from Jonathan Young Windmill. This charming inn offers travelers stunning OceanView accommodations and a tranquil terrace for relaxation. With free breakfast and a focus on beach activities like kayaking and windsurfing, travelers can enjoy the serene coastal atmosphere while unwinding in style.The Mansion at Ocean EdgeThe Mansion at Ocean Edge, rated 8.2 by travelers and a 4-star hotel, is situated just 4.3 miles from Jonathan Young Windmill. This elegant hotel features a breathtaking OceanView restaurant and a rooftop terrace that offers panoramic views of the surrounding landscape. Guests can indulge in a full-service spa, enjoy the indoor and outdoor pools, and take advantage of nearby golf and water sports like sailing and windsurfing.The Villages at Ocean EdgeThe Villages at Ocean Edge, with a review rating of 8.4 and a 3.5-star rating, is located 4.6 miles from Jonathan Young Windmill. This inviting resort features an OceanView restaurant and beautifully furnished patios to relax and soak in the surroundings. Guests can enjoy a variety of amenities, including a full-service spa, multiple pools, and easy access to private beach areas, making it a great choice for those wanting both comfort and picturesque views.
What are the best affordable hotels near Jonathan Young Windmill?
For those seeking affordable and inviting stays near Jonathan Young Windmill, these top-rated hotels offer comfort and convenience for a delightful getaway.Eagle Wing Inn - Cape CodEagle Wing Inn, a 3-star hotel just 1.4 miles from Jonathan Young Windmill, boasts a remarkable 9.8 review rating. This family-friendly hotel offers a complimentary buffet breakfast and free self-parking, making it a fantastic choice for budget-conscious travelers. Guests can relax by the outdoor pool, enjoy the patio area, and benefit from air conditioning for a comfortable stay.Beautiful 1770 historic home, 7 bedrooms all ensuite, hot tub, pets welcomeLocated just 1.8 miles from Jonathan Young Windmill, this charming 10-rated historic home invites families and groups with its spacious 7 bedrooms, each with ensuite bathrooms. Guests can unwind in the hot tub after a day of exploration. With air conditioning and a nearby beach location, it promises a delightful stay for those traveling with pets.Nauset House InnNauset House Inn is a welcoming 3-star hotel located 2.8 miles from Jonathan Young Windmill, rated 9.8 by travelers. Guests can start their day with a free full breakfast, and enjoy the terrace or balcony that adds to the charm of this coastal retreat. With self-parking and air conditioning available, it provides a great blend of comfort and convenience for those exploring the area.
Are there any hotels with pools close to Jonathan Young Windmill?
Searching for top-rated hotels with pools near Jonathan Young Windmill? Look no further for family-friendly options that provide comfort and relaxation during your stay.The Mansion at Ocean EdgeThe Mansion at Ocean Edge is a luxurious 4-star hotel located just 4.3 miles from Jonathan Young Windmill, a solid travelers' rating of 8.2. This family-friendly resort features an expansive pool area, including both indoor and outdoor pools, perfect for travelers of all ages. With amenities like poolside service, a spa, and golf courses on-site, travelers can indulge in relaxation and recreation. Enjoy delicious meals at the on-site restaurants with stunning garden and ocean views.The Villages at Ocean EdgeThe Villages at Ocean Edge is a charming 3.5-star hotel situated 4.6 miles from Jonathan Young Windmill, offering a delightful travelers' rating of 8.4. Families will appreciate the accessible pools designed for children, alongside a heated indoor option. The hotel also features a full-service spa, tennis courts, and a beach shuttle, ensuring a fun-filled experience. Guests can enjoy ocean views from the restaurant while relaxing under the sun.Ocean Park InnOcean Park Inn is a cozy option located 4.3 miles from Jonathan Young Windmill, with a travelers' rating of 7.2. This hotel features inviting outdoor and indoor pools equipped with sun loungers, providing a refreshing escape for families. Guests can take advantage of on-site tennis facilities and enjoy convenient beach access. The hotel also offers a range of children's activities, ensuring a family-friendly atmosphere throughout the stay.
What are the best pet-friendly hotels near Jonathan Young Windmill?
For those looking to enjoy a stay near Jonathan Young Windmill with their furry friends, there are several top-rated hotels that welcome pets and offer family-friendly amenities.The Seagrove Suites & Guest RoomsThe Seagrove Suites & Guest Rooms is just 1.5 miles from Jonathan Young Windmill, rated 9.2 by travelers. This 3-star hotel is pet-friendly, allowing travelers to bring their dogs and cats along for the adventure. Guests can enjoy in-room amenities like a full kitchen with a refrigerator and oven, ensuring a convenient stay. The hotel also features a shared pool, beach access, and easy nearby local kayaking and windsurfing spots.Nauset Beach InnNauset Beach Inn is 3.5 miles from Jonathan Young Windmill and boasts an impressive review rating of 9.4. This 3-star hotel welcomes pets, ensuring a comfortable stay for travelers and their furry friends. Visitors can take advantage of beach access right on-site, enjoy the scenic ocean views, and relax in the garden. With amenities like free self-parking and daily housekeeping, it makes for a convenient and enjoyable stay.Ocean Park InnOcean Park Inn, located 4.3 miles from Jonathan Young Windmill, offers a solid review rating of 7.2. This pet-friendly hotel allows pets in-room, making it a great choice for travelers with furry companions. Amenities include a variety of indoor and outdoor pools, a fitness center, and children's toys, suiting families. With nearby access to beautiful beaches, travelers can enjoy fun family outings.
Can I book a fully refundable hotel close to Jonathan Young Windmill?
Most bookings on Expedia are refundable if canceled within 24-48 hours of arrival, though this depends on the hotel's individual cancellation policy, which you should check in your booking confirmation. If free cancellation is available, you can cancel directly through your Expedia account by going to "My Trips" and selecting your reservation. To find fully refundable hotel options, simply enter "Jonathan Young Windmill", set your travel dates, and use the "Fully refundable" filter under "Deals & Discounts" on the results page. Alternatively, explore deals with free cancellation options on Expedia.

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