Find Historic Hotels in Callicoon, NY

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Check availability on Callicoon Historic Hotels

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Nov 26 - Nov 27
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Nov 27 - Nov 28
This weekend
Nov 28 - Nov 30
Next weekend
Dec 5 - Dec 7

Top Callicoon Historic Hotels

Property grounds
Charming 120-year-old farmhouse by the creek

Charming 120-year-old farmhouse by the creek

Hancock
8.8 out of 10, Excellent, (23)
"Our family had a lovely time on this charming home. From someone who grew up in the Catskills, this was a wonderful getaway from the usual hustle & bustle life."
United States
Liza G.
$296 nightly
The price is $326
Nov 29 - Nov 30
Total with taxes and fees
Charming 120-year-old farmhouse by the creek
Mountaintop Property on 8 acres

Mountaintop Property on 8 acres

Honesdale
8.2 out of 10, Very Good, (82)
"It was very relaxing with a beautiful view!!! We had a great time."
United States
Lattia B.
$148 nightly
The price is $160
Dec 1 - Dec 2
Total with taxes and fees
Mountaintop Property on 8 acres
Cozy Farm Private Cabin-30% off Spring Special - 183 beautiful acres

Cozy Farm Private Cabin-30% off Spring Special - 183 beautiful acres

Callicoon Center
10.0 out of 10, Exceptional, (26)
"Our Valentine’s weekend getaway was great :). The area and guest house is beautiful, we visited some cool restaurants. The host Dr. Norris was very helpful, hospitable, and friendly. The host made sure our stay was comfortable and was flexible with our needs. Great place!!! Thank you!! We hope to visit again. "
United States
Elijah N.
$221 nightly
The price is $249
Dec 1 - Dec 2
Total with taxes and fees
Cozy Farm Private Cabin-30% off Spring Special - 183 beautiful acres
Bar (on property)
Wayne Inn

Wayne Inn

3.0 star property
Honesdale
6.6 out of 10, (362)
"The staff was absolutely amazing and very friendly.. The room smelled awful full of mildew, we did sleep with the windows open all night. "
United States
Kalean
$90 nightly
The price is $99
Nov 27 - Nov 28
Total with taxes and fees
Wayne Inn
Interior
Largest VRBO in the world! 18 bedrooms, 26 bathrooms, 3 pools, sleeps 44+

Largest VRBO in the world! 18 bedrooms, 26 bathrooms, 3 pools, sleeps 44+

Beach Lake
10.0 out of 10, Exceptional, (81)
"Pictures don’t do it justice. Awesome once in a lifetime stay."
United States
Shannon M.
$5,965 nightly
The price is $6,465
Dec 21 - Dec 22
Total with taxes and fees
Largest VRBO in the world! 18 bedrooms, 26 bathrooms, 3 pools, sleeps 44+
Exterior
Experience Lakefront bliss! 3 bedroom chalet near Elk Mountain Ski Area.

Experience Lakefront bliss! 3 bedroom chalet near Elk Mountain Ski Area.

Lakewood
9.6 out of 10, Exceptional, (122)
"We had a great stay. Very relaxing. House was so comfortable, slept like a rock. We enjoyed the critters, fishing and boating!"
United States
Lynda G.
$372 nightly
The price is $404
Dec 5 - Dec 6
Total with taxes and fees
Experience Lakefront bliss! 3 bedroom chalet near Elk Mountain Ski Area.
Property grounds
Roscoe Cabin Pet Friendly

Roscoe Cabin Pet Friendly

Roscoe
9.4 out of 10, Exceptional, (23)
"Excellent property and hosts. Wish we had more time there."
United States
Harsha M.
$295 nightly
The price is $331
Dec 3 - Dec 4
Total with taxes and fees
Roscoe Cabin Pet Friendly
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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Top Callicoon Hotel Reviews

Best Western Monticello

Best Western Monticello

10/10 Excellent
"It was an excellent experience "
Bernice 2-night trip
Posted 7 days ago
Best Western Monticello

Frequently asked questions

What should a history enthusiast expect from a trip to Callicoon?
You're likely already making plans to see the historically relevant sites during your vacation in Callicoon. You can also discover all there is to see and do including the entertainment choices and gardens
How many historical hotels will I find in Callicoon?
In Callicoon, there are 30 hotels and other lodging options bookable on Expedia though you won't find many designated historic hotels.
What are the top historical sites and other places to visit in Callicoon?
Favorite places to visit include Upper Delaware River, Big Island, and Villa Roma Driving Range. Additionally, you might want to add Villa Roma Go Kart Track to your agenda.
What is a historic hotel like in Callicoon?
When you book a historic hotel, you'll enjoy a vacation in a place that has a national historic designation. A palace, castle, stately home or even a lodge, pub, or skyscraper can be transformed into a historic hotel as long as it's of special interest. Traditional architecture and period features are often found in the public spaces and guestrooms of historic hotels in Callicoon, giving a historical feel.
What is the difference between a historic hotel and a heritage hotel?
"Heritage hotel" is a term often used in Asia and Europe, while "historic hotel" is more common in the U.S. but overall the terms are quite similar. The architecture and building of historic hotels tend to be what's most significant. For a heritage hotel, it's mainly the cultural value and how it inspired the community.
Do historic hotels in Callicoon have modern facilities?
Hotels include modern conveniences and safety features you might expect, while every effort is made to preserve the historic aspects and traditions. Smart TVs, WiFi, updated bathroom facilities, and the usual amenities found in any hotel will also be available in a historic hotel. Rest assured that when you select a historic hotel in Callicoon, you won't be staying at a place that is rundown or uncomfortable.

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