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A tranquil lake with a stone tower, surrounded by autumn-colored trees and a clear sky.

Find Winsted motels from $74

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    Check prices for these dates, December 15 – 16, 2026

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    Our top choices for Winsted motels

    1. Days Inn by Wyndham Torrington

    A hotel room with a bed, white pillows, a bedside table with a phone, and a wall-mounted TV displaying a scenic sunset.

    2. Monument Mountain Motel

    A hotel room with two beds, a bedside table with a lamp, and a window with a view of greenery.

    3. Travelodge by Wyndham Great Barrington Berkshires

    A hotel room with a large bed, a desk with a coffee maker, a chair, a TV, and a window with curtains.

    4. Hitching Post Country Motel

    A bedroom with two beds, a desk, a chair, a window with curtains, and a door with a glass panel.

    5. East Rock Inn

    A modern living room with grey sofas, a wooden coffee table, a stone fireplace, and a kitchen in the background.

    6. Berkshire Lake Lodge

    A calm lake at dusk with a wooden dock and two chairs facing the water.

    7. The Little Lion

    A large house with a balcony and a grassy yard.

    8. Becket Motel

    An outdoor patio with a table and chairs, surrounded by wooden deck and greenery.

    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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    Learn more about Winsted

    Highland Lake offers refreshing swimming and boating during summer months, with a small beach perfect for families. Explore the American Museum of Tort Law founded by Ralph Nader, then grab coffee at one of Main Street's welcoming cafes.

    See all hotels in Winsted

    A tranquil lake with a stone tower, surrounded by autumn-colored trees and a clear sky.

    Top reviews in Winsted

    Days Inn by Wyndham Torrington

    A hotel room with a bed, white pillows, a bedside table with a phone, and a wall-mounted TV displaying a scenic sunset.

    Monument Mountain Motel

    A hotel room with two beds, a bedside table with a lamp, and a window with a view of greenery.

    East Rock Inn

    A modern living room with grey sofas, a wooden coffee table, a stone fireplace, and a kitchen in the background.

    The Little Lion

    A large house with a balcony and a grassy yard.

    Travelodge by Wyndham Great Barrington Berkshires

    A hotel room with a large bed, a desk with a coffee maker, a chair, a TV, and a window with curtains.

    Frequently Asked Questions

    What is the nightly rate for a motel in Winsted?

    You can find a great deal from $74 on Winsted motels with Expedia. Typically, prices are higher during popular times – like weekends and holidays – while staying midweek is often cheaper. To find the best nightly rates on Winsted motels, try to be flexible with travel dates, and sort search results by price from low to high.

    Is it better to stay in a Winsted motel or hotel?

    Motels and Hotels have different perks. When you stay at a motel, you’re likely to find free parking and an outdoor pool. Staying overnight at a motel, can be handy when requiring easy road access. You’ll often have access to your room from outside, and directly from the parking lot. Hotels generally have room access from inside the building. Motels are also often less expensive than hotels. The word “motel” was coined in 1925 by the owner of the Milestone Mo-Tel in San Luis Obispo, California.

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