We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.
Clear all
Your Selections
  Free Wifi Budget Beachfront Luxury City Center Mid-range Breakfast included Pool Romantic Free Parking Resort Boutique Family-friendly Charming Quiet Restaurant Pets Allowed Suites Kitchenette Spa Bar/Lounge Fitness center Quaint Room Service Business Classic Green & up & up Independent Hotels Air Conditioning Internet & up Non-Smoking Hotel Beach Motels Meeting Rooms Business Center Motels With Indoor Pools Hotels with Restaurants Quiet Hotels Accessible rooms Wedding Hotels Charming Hotels Family Vacationer Concierge Cheap Hotels Beach Goer Hotels with Balconies Hotels with Bars Suite Hotels Clean Hotels Hotels with Complimentary Breakfast Beach Resorts Oceanfront Hotels Luxury Traveler Thrifty Traveler Foodie Suite Resorts Thrill Seeker Modern Hotels Peace and Quiet Seeker Family Resorts Wedding Resorts Hotels with Free Wifi Golf course Downtown Hotels Golf Resorts Downtown Motels Hotels With Indoor Pools Luxury Resorts Unique Hotels Hotels with Room Service Quiet Resorts Trendsetter Family Beach Resorts Hotels with Kitchenette Urban Explorer Honeymoon Hotels Resorts with Jacuzzi Shopping Fanatic Honeymoon Resorts Spa Resorts $ $$ $$$ $$$$ Nature Lover Four Points Luxury Spa Hotels Safe Hotels Hotels with Jacuzzi Like a Local Unique Resorts Luxury Beach Hotels Hotels with Shuttle 60+ Traveler Eco-tourist Resorts With Indoor Pools Themed Hotels Boardwalk Hotels Condo Resorts Spa Hotels Hotels with Hot Tubs Rodeway Inn Romantic Resorts Hotels with Private Beach Boutique Hotels Party Hotels Cheap Motels Within 5 mi Within 10 mi Any distance from Jonathan Young Windmill
Price per night
Enter dates & see best prices
Any Distance
Traveler Rating
Hotel class
Hotel brand
  • Sort by:
  • Traveler Ranked
  • Best Value
  • Lowest Price
  • Distance
Like saving money? We search up to 200 sites to help you save up to 30%
TripAdvisor members only.
Login for exclusive access to hotel deals up to 40% off
Login to get best prices
Still looking for a place to stay?
Orleans has 3 B&Bs/inns with 20 reviews
Family House Bed and Breakfast
15 Pine Ridge Ln, Orleans, MA 02653-3401
1.1 miles from Jonathan Young Windmill
  • Free Wifi
  • Free Parking
Wildflower B & B
157 Brick Hill Rd, Orleans, MA 02653-2747
1.6 miles from Jonathan Young Windmill
    Morgan's Way Bed & Breakfast
    9 Morgans Way, Orleans, MA 02653-3522
    1.4 miles from Jonathan Young Windmill
    • Breakfast included
    • Pool
    See all 3 Orleans B&Bs/inns
    See all hotels in or near Orleans
    Eagle Wing Inn - Cape Cod
    960 State Hwy, Eastham, MA 02642-2536
    1.7 miles from Jonathan Young Windmill
    • Free Wifi
    • Free Parking
    Southfleet Motor Inn
    999 State Hwy, Wellfleet, MA 02642-2550
    1.7 miles from Jonathan Young Windmill
    • Free Wifi
    • Free Parking
    Cove Bluffs Inn
    25 Seaview Rd, Eastham, MA 02642-2531
    1.8 miles from Jonathan Young Windmill
    • Free Wifi
    • Free Parking
    Nauset Knoll Motor Lodge
    237 Beach Rd, P.O. Box 642, East Orleans, MA 02643
    2.6 miles from Jonathan Young Windmill
    • Free Parking
    • Beachfront
    The Mansion at Ocean Edge Resort & Golf Club
    2907 Main Street, Brewster, MA 02631-1946
    3.4 miles from Jonathan Young Windmill
    • Free Wifi
    • Free Parking
    *Prices are the average nightly price provided by our partners and may not include all taxes and fees. Taxes and fees that are shown are estimates only. Please see our partners for more details.