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    Check prices for these dates, December 14–15, 2026

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    Recommended hotels in Oakland

    1. Colonial Brick Inn & Suites

    A hotel room with two beds, a desk, and a view of the outdoors.

    2. Fairfield by Marriott Inn & Suites New Milford

    A modern lobby with a sofa, chairs, a coffee table, and a patterned rug.

    3. Upper Delaware Inn

    A motel with a covered porch, outdoor seating, and flower planters.

    4. Green Acres Retreat

    A bedroom with a bed, a large window, a wall-mounted TV, a sink, and a view of a mountainous landscape.

    5. Lakewood Lodge

    A stone building with red-framed windows and doors, outdoor flower planters, and a hanging flower basket.

    6. DoubleTree by Hilton Hotel Binghamton

    A dining table with plates of food, glasses, and cutlery.

    7. Chestnut Inn at Oquaga Lake

    A wooden deck with outdoor seating, a dock, and a view of a lake with a flagpole and a gazebo.

    8. Holiday Inn Binghamton Downtown by IHG

    An outdoor dining area with tables and chairs, overlooking a river and buildings.

    9. Charming, Unique and Peaceful 3-bedroom Farmhouse on 500 acres in Great Bend, PA

    A room with a blackboard displaying a welcome message and drawings, a tiled bench, and a door leading to another room.

    10. Home Support and Care LLC

    A room with a wooden floor, a door with a grid pattern, and a window with a curtain.

    11. The Inn at Montrose

    A bar area with a long counter, multiple seating options, and a television mounted on the wall.

    12. Golf, Fish & Ski: Retreat w/ Game Room in Thompson

    A spacious living area with a high ceiling, wooden beams, a built-in fireplace, a large sofa, and a dining table.

    13. Susquehanna Waterfall Haven

    A natural landscape with a pond, a wooden bridge, and a forested area.

    14. Waterfront Properties vacation rental

    A round table with a red umbrella, two white chairs, and a grassy area near a body of water with trees in the background.

    15. Fireside Cabin at Osborne Creek

    A cozy cabin with wooden walls, a sofa, a desk with a computer, a refrigerator, and two windows.

    16. Golf, Fish & Ski: Retreat w/ Game Room in Thompson

    A spacious living area with a high ceiling, wooden beams, a built-in fireplace, a large sofa, and a dining table.

    17. Ace Cabin Cozy Cabin - Hot Tub, Firepit, Views, Near Skiing, Trails & Lakes!

    A log cabin with a wooden deck, a cozy bedroom with a bed and a sofa, and a dining area with a table and chairs.

    18. Olivia House is a old farm house that has been updated!

    A two-story house with a front deck, a small garden, and a wooden swing set.

    19. The Montrose Hotel

    A hotel hallway with carpeted floors, doors on both sides, and a painting on the right wall.

    20. Jack Cabin - Views, Hot Tub, Fire Pit & Outdoors!

    A hot tub in a backyard with a wooden deck, a metal shed, and a house with lights.

    Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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    Top reviews in Oakland

    Upper Delaware Inn

    A motel with a covered porch, outdoor seating, and flower planters.

    Chestnut Inn at Oquaga Lake

    A wooden deck with outdoor seating, a dock, and a view of a lake with a flagpole and a gazebo.

    The Inn at Montrose

    A bar area with a long counter, multiple seating options, and a television mounted on the wall.

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