Find Hotels with an Outdoor Pool in Callicoon, NY
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Check availability on Callicoon Hotels with an Outdoor Pool
Our top choices for Callicoon hotels with an outdoor pool
6.6 out of 10, (389)
"Absolutely fantastic resort. Rokms are clean and the people are so nice."
Roc
$181 nightly
The price is $205
Jan 6 - Jan 7, 2026
Total with taxes and fees
8.2 out of 10, Very Good, (1858)
"Friendly staff , clean , beautiful design in the hotel and decor . "
Lusvianca
$209 nightly
The price is $236
Dec 18 - Dec 19
Total with taxes and fees
9.8 out of 10, Exceptional, (116)
"This place is so lovely. My family had a wonderful Thanksgiving holiday here. "
Sandi
$380 nightly
The price is $428
Jan 10 - Jan 11, 2026
Total with taxes and fees
8.4 out of 10, Very Good, (9)
"amazing staff and wonderful place to stay"
Daniel
$295 nightly
The price is $333
Dec 28 - Dec 29
Total with taxes and fees
$553 nightly
The price is $603
Dec 16 - Dec 17
Total with taxes and fees
5 minutes from original Woodstock site.
5 minutes from original Woodstock site.Mongaup Valley
9.8 out of 10, Exceptional, (61)
"Very cozy, clean and convenient "
Kim K.
$316 nightly
The price is $355
Dec 31 - Jan 1, 2026
Total with taxes and fees
6.0 out of 10, (1)
"Good meal, nice common room, but the hotel is totally overpriced. Our room was small, modestly appointed and had a view of the dumpster. "
David
$370 nightly
The price is $418
Jan 9 - Jan 10, 2026
Total with taxes and fees
9.0 out of 10, Wonderful, (6)
"This is a great place to spend quiet time in nature. The spa with sauna and pool is also very nice. "
Albina
$420 nightly
The price is $475
Dec 18 - Dec 19
Total with taxes and fees
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.
Top Callicoon Hotel Reviews
Best Western Monticello
10/10 Excellent
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