Callicoon Vacations

Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*

Photo by Matthew Jay
Choose two or more items and save on your trip:

Top Hotel Deals

Villa Roma Resort and Conference Center

Villa Roma Resort and Conference Center

3 out of 5
356 Villa Roma Rd Callicoon NY
6.69 km from city center
Book a stay at this ski resort in Callicoon. Enjoy free parking, an outdoor pool, and 3 restaurants. Popular attractions Villa Roma Driving Range and Villa Roma ...
The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark

4 out of 5
555 Resorts World Drive Monticello NY
36.11 km from city center
Book a stay at this family-friendly hotel in Monticello. Enjoy 5 restaurants, 2 bars/lounges, and water park access (surcharge). Our guests praise the helpful ...
Resorts World Catskills Casino

Resorts World Catskills Casino

4.5 out of 5
888 Resorts World Drive Monticello NY
35.84 km from city center
Book a stay at this luxury hotel in Monticello. Enjoy a full-service spa, 6 restaurants, and a casino. Our guests praise the helpful staff and the clean rooms ...
Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy

2 out of 5
26 Miller Hollow Rd Roscoe NY
35.77 km from city center
Stay at this cabin in Roscoe. Enjoy free parking, patios, and climate control.
Callicoon Hills

Callicoon Hills

2.5 out of 5
1 Hills Resort Rd Callicoon Center NY
12.17 km from city center
Stay at this hotel in Callicoon Center. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Villa Roma Driving Range and Villa Roma ...
Equestrian House Suites

Equestrian House Suites

3 out of 5
10 Equestrian Road Pleasant Mount PA
23.83 km from city center
Stay at this cottage in Pleasant Mount. Enjoy free WiFi, free parking, and a garden. Popular attractions Fork Mountain Pond and Sly Lake are located nearby.
The Alder at Resorts World Catskills

The Alder at Resorts World Catskills

2 out of 5
750 Resorts World Drive Monticello NY
36.04 km from city center
Book a stay at this spa hotel in Monticello. Enjoy free parking, a full-service spa, and 7 restaurants. Popular attractions Resorts World Catskills and Concord ...
Best Western Monticello

Best Western Monticello

2.5 out of 5
16 Raceway Rd Monticello NY
31.49 km from city center
Book a stay at this business-friendly hotel in Monticello. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
The Bradstan Boutique Hotel

The Bradstan Boutique Hotel

3.5 out of 5
1040 State Rte 55 Eldred NY
26.82 km from city center
Book a stay at this business-friendly hotel in Eldred. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Sidwell Lake and Crystal Lake are ...
YO1 Longevity & Health Resorts, Catskills

YO1 Longevity & Health Resorts, Catskills

4 out of 5
420 Anawana Lake Rd Monticello NY
32.21 km from city center
Book a stay at this spa hotel in Monticello. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
Hampton Inn Monticello

Hampton Inn Monticello

2.5 out of 5
29 Golden Ridge Road Monticello NY
33.82 km from city center
Book a stay at this business-friendly hotel in Monticello. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the helpful staff and ...
Days Inn by Wyndham Liberty

Days Inn by Wyndham Liberty

2 out of 5
52 Sullivan Ave Liberty NY
27.21 km from city center
Book a stay at this business-friendly motel in Liberty. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
The Settlers Inn

The Settlers Inn

3.5 out of 5
4 Main Avenue Hawley PA
33.47 km from city center
Stay at this inn in Hawley. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions ...
Hotel Wayne

Hotel Wayne

3 out of 5
1202 Main Street Honesdale PA
26.98 km from city center
Stay at this hotel in Honesdale. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions ...
Ledges Hotel

Ledges Hotel

3.5 out of 5
119 Falls Avenue Hawley PA
34.11 km from city center
Stay at this hotel in Hawley. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the property condition in our reviews. ...
Don't see what you're looking for?
See all available properties in Callicoon
View all properties
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 Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Wed, Jan 28 - Wed, Feb 4
FLL
Fort Lauderdale - Hollywood Intl.
ABE
Lehigh Valley Intl.
$197 Roundtrip, found 3 days ago
$197
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, Jan 28 from Fort Lauderdale - Hollywood Intl. to Lehigh Valley Intl., returning Wed, Feb 4, priced at $197 found 3 days ago
Breeze Airways
Fri, May 29 - Mon, Jun 8
MCO
Orlando Intl.
SWF
Stewart Intl.
$200 Roundtrip, found 2 days ago
$200
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Fri, May 29 from Orlando Intl. to Stewart Intl., returning Mon, Jun 8, priced at $200 found 2 days ago
American Airlines
Mon, Feb 2 - Tue, Feb 3
FLL
Fort Lauderdale - Hollywood Intl.
ABE
Lehigh Valley Intl.
$228 Roundtrip, found 3 days ago
$228
Roundtrip
found 3 days ago
Select American Airlines flight, departing Mon, Feb 2 from Fort Lauderdale - Hollywood Intl. to Lehigh Valley Intl., returning Tue, Feb 3, priced at $228 found 3 days ago
United
Fri, Feb 13 - Tue, Feb 17
TPA
Tampa Intl.
ABE
Lehigh Valley Intl.
$379 Roundtrip, found 1 day ago
$379
Roundtrip
found 1 day ago
Select United flight, departing Fri, Feb 13 from Tampa Intl. to Lehigh Valley Intl., returning Tue, Feb 17, priced at $379 found 1 day ago