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A metal bridge with a sign that reads 'Thank You' and a birdhouse on the right.

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    Check prices for these dates, 15 – 16 December 2026

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    Our top choices for Simsbury holiday homes

    1. Sun Filled Lake House Living

    A lakeside picnic area with a bench, two Adirondack chairs, and a picnic table.

    2. Collinsville River Escape / Fall Foliage, Deck & Yard

    A stone fire pit with two Adirondack chairs and a wooden bench, surrounded by a white fence and trees.

    3. The Old Avon 1800 Manor

    A patio area with wicker furniture and a brick floor.

    4. Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville

    A two-story house with a garage, a driveway, and a river in the background.

    5. Windsor Retreat | Near Hartford & UConn College

    A garden pathway leading to a white arbor with pink flowers, surrounded by lush greenery and a clear sky.

    6. Linny's - Private Dock - Lake Access - Firepit

    A lakeside property with multiple houses, docks, and a docked boat.

    7. Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL.

    A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a stove. There is a dining table with chairs and a coffee maker on the table.

    8. The Game House Arcade | West Hartford

    A room with a sloped ceiling, exposed brick, and a green wall with neon lights.

    9. The Serene Skyway Retreat

    A kitchen with a wooden table, white cabinets, a built-in oven, and a window with a view.

    10. Charming New England Home in West Hartford Center

    A covered porch with white rocking chairs and a table, a blue ceiling, and a view of the garden.

    11. Prime West Hartford Center Location | Historic Gem

    A covered patio with a dining table, chairs, and a grill.

    12. Entire guest suite in South Windsor, Connecticut

    A wooden deck with a table and two chairs, surrounded by a white railing.

    13. Modern & Cozy Cape | 4 Bedroom House | Central Location

    A modern kitchen with white cabinets, stainless steel appliances, and a black countertop.

    14. Guest Fave Cape-Cod Style Retreat with Main-Level Bedroom bordering Farmington

    A modern living room with a flat-screen TV mounted on a white mantelpiece above a fireplace.

    15. #22- 4 Br 2 Ba house-Central CT

    A modern living room with a grey sofa, a dining table, and a kitchen in the background.

    16. Welcoming 1500 square foot 3-bedroom house completely remodeled in Southington

    A kitchen with wooden cabinets, granite countertops, and a stainless steel sink.

    17. Peaceful and cozy 1 bed 1 bath in quaint Winchester

    A wooden cabin interior with a bench, a rug, and a hanging plant.

    18. Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford

    A spacious living room with a large chandelier, two sofas, a coffee table, and a patterned rug.

    19. Willow Haven 2BR Cozy Retreat, Close to Hartford

    A living room with a TV, sofas, armchairs, and a fireplace.

    20. Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants

    A white building with a porch and a stone border.

    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 Simsbury

    Nestled along the Farmington River, this historic New England town offers scenic bike trails and vibrant fall foliage. Visit Talcott Mountain State Park for panoramic valley views, then explore charming shops and farm-to-table restaurants city centre.

    See all hotels in Simsbury

    A metal bridge with a sign that reads 'Thank You' and a birdhouse on the right.

    Top reviews in Simsbury

    Simsbury 1820 House

    A large, historic building with a covered porch and outdoor seating area.

    Simsbury Inn

    A spacious, well-lit event space with a glass ceiling, white tables, and a chandelier.

    HYATT house Hartford North/Windsor

    An indoor swimming pool with a tiled floor, a brick wall, and a glass partition.

    Courtyard By Marriott Hartford/Windsor Airport

    An outdoor seating area with wicker furniture and a small table with a drink.

    Holiday Inn Express & Suites Bradley Airport by IHG

    A Holiday Inn Express hotel with a covered entrance, multiple floors, and a landscaped driveway.

    Hilton Garden Inn Hartford North/Bradley Int'l Airport

    A modern living room with a fireplace, comfortable seating, and a flat-screen TV mounted above the fireplace.

    La Quinta Inn & Suites by Wyndham Hartford - Bradley Airport

    A La Quinta hotel with a modern facade, a large sun logo, and a covered entrance.

    Hampton Inn & Suites Hartford/East Hartford

    A hotel lobby with a fireplace, red chairs, a dining area, and a patterned carpet.