Roundout Vacations from $577

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The Latest Roundout Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Pocketbook Hotel and Bath
Prospect Berkshires
The Cornell Inn, Lenox & The Berkshires
Hotel Brookmere & Arbor Spa
Chester by Avantstay Amazing Views, Secluded Home, A True City Escape!

Where to stay in Roundout

Find the best Roundout areas and neighborhoods for the activities you enjoy most. Learn more about Roundout

Roundout Hotel Deals

Kingston Carriage House

Kingston Carriage House

4 out of 5
85 Abeel St, Kingston, NY
Fully refundableReserve now, pay when you stay
$271 nightly
The price is $306 total per night from Nov 2 to Nov 3
$306 total
Nov 2 - Nov 3
Total with taxes and fees
9/10 Wonderful! (24 reviews)
Comfortable Local Stay
"Riverfront Kingston area close to main street. Easy self check-in and check-out. On a main road with less traffic noise after 9-10pm. Rustic charming room. Temperature control with AC in main room and heating fan in bathroom. Ample sized bathroom and main room with king sized bed and loveseat. Record ..."

Reviewed on Sep 13, 2025

Kingston Carriage House
Heddwyn House

Heddwyn House

24 Presidents Pl, Kingston, NY
Heddwyn House
Best Western Plus Kingston Hotel And Conference Center

Best Western Plus Kingston Hotel And Conference Center

2.5 out of 5
503 Washington Ave, Kingston, NY
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $137 total per night from Oct 20 to Oct 21
$137 total
Oct 20 - Oct 21
Total with taxes and fees
7.6/10 Good! (1,018 reviews)
Kids’ New Favorite Hotel
"Perfectly average hotel sufficient for our one night stopover. Kids loved the pool and arcade games. Rooms and bathrooms decent sized Beds comfortable enough Good amenities (pool, gym, arcade games, breakfast) Hotel is dated, some sheets ripped/stained, limited pool towels available, obvious water ..."

Reviewed on Oct 11, 2025

Best Western Plus Kingston Hotel And Conference Center
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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Things to do

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.