Roundout Holidays
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Where to stay in Roundout
Kingston Stockade District
You'll enjoy the churches and spas in Kingston Stockade District. You might want to make time for a stop at Senate House State Historic Site or Birch Body Care.
Top hotels in Roundout
Kingston Carriage House
Renovated house with charm and lots of luxury details. Great location though we had a little trouble finding parking at night when the area is busy. We had a great stay and would stay here again next time we are in town!
Reviewed on 21 Oct, 2025
Heddwyn House
This is a beautiful bed and breakfast and the host is just lovely! I would absolutely stay again!!!
Reviewed on 22 Oct, 2025
Quality Inn Poughkeepsie
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Reviewed on 24 Oct, 2025
Things to do
Llama/Alpaca Hike and Farm Tour
Connect with Rescue Animals on a Private Farm Tour in Catskills
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.