Photo by Matthew Jay

Search Callicoon hotels

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Property class

Top hotels and accommodation in Callicoon

Upper Delaware Inn

2.5 star property
9.8 out of 10, Exceptional, (90)
"Great location"
The price is NZ$232
includes taxes & fees
28 Aug - 29 Aug
Upper Delaware Inn

Wayne on Main

3.0 star property
8.6 out of 10, Excellent, (202)
"Staff was the best"
Wayne on Main

Best Western Monticello

2.5 star property
8.0 out of 10, Very good, (1002)
"Rooms are older, bathroom really gross and smelly Great location"
The price is NZ$284
includes taxes & fees
19 Aug - 20 Aug
Best Western Monticello

Villa Roma Resort and Conference Center

3.0 star property
6.6 out of 10, (352)
"Very nice place to get away for the weekend"
Villa Roma Resort and Conference Center

Postcard Cabins Western Catskills

2.0 star property
9.6 out of 10, Exceptional, (27)
"Very relaxing trip"
The price is NZ$323
includes taxes & fees
19 Aug - 20 Aug
Postcard Cabins Western Catskills

Hotel Wayne

3.0 star property
7.2 out of 10, Good, (469)
"We stay here when visiting family in the area - it is old, quaint and unique - we get a kick out of the entire experience - the bar and restaurant downstairs is great! Always an easy process in and out. "
Hotel Wayne

The Chatwal Lodge

4.0 star property
9.8 out of 10, Exceptional, (6)
"Excellent experience serene calming and rejuvenating "
The price is NZ$1,460
includes taxes & fees
19 Aug - 20 Aug
The Chatwal Lodge

Upstate Inn Monticello

3.0 star property
7.0 out of 10, Good, (71)
"Clean and simple in good location "
The price is NZ$203
includes taxes & fees
19 Aug - 20 Aug
Upstate Inn Monticello

Lake Wanoka Resort

2.5 star property
8.6 out of 10, Excellent, (453)
"Always nice staying there "
The price is NZ$217
includes taxes & fees
3 Sept - 4 Sept
Lake Wanoka Resort

Inn at Tyler Hill

3.0 star property
10.0 out of 10, Exceptional, (103)
"Wonderful stay! Perfect for visiting nearby Woodstock museum in Bethel Woods. Lots of hiking trails and good restaurants in the area"
Inn at Tyler Hill

Callicoon Hills

2.5 star property
9.0 out of 10, Wonderful, (119)
"Great place to spend the weekend, amazing stuff, feel very good about this place and it’s future!"
The price is NZ$294
includes taxes & fees
19 Aug - 20 Aug
Callicoon Hills

The Alder at Resorts World Catskills

2.0 star property
8.0 out of 10, Very good, (164)
"Nice place to stay "
The Alder at Resorts World Catskills

Reynolds House Inn & Motel

2.5 star property
8.4 out of 10, Very good, (167)
"Best option in area, great for parents visiting Scout camp"
Reynolds House Inn & Motel

Wayne Inn

3.0 star property
6.6 out of 10, (345)
"The staff was really friendly and the room was clean. We appreciated that this is a pet friendly place. "
Wayne Inn

Lakewood Lodge

2.5 star property
7.8 out of 10, Good, (90)
"Entire staff was incredibly accommodating and friendly "
The price is NZ$273
includes taxes & fees
19 Aug - 20 Aug
Lakewood Lodge

The Bradstan Boutique Hotel

3.5 star property
9.8 out of 10, Exceptional, (85)
"the nice walk to their lake"
The price is NZ$889
includes taxes & fees
19 Aug - 20 Aug
The Bradstan Boutique Hotel

Equestrian House Suites

2.5 star property
The price is NZ$540
includes taxes & fees
19 Aug - 20 Aug
Equestrian House Suites

Hampton Inn Monticello

2.5 star property
9.4 out of 10, Exceptional, (577)
"It’s a great place to stay in Montecello"
The price is NZ$274
includes taxes & fees
1 Sept - 2 Sept
Hampton Inn Monticello

Roscoe Mountain Club

3.0 star property
9.6 out of 10, Exceptional, (62)
"We enjoyed our stay!"
Roscoe Mountain Club

Resorts World Catskills Casino

4.5 star property
8.6 out of 10, Excellent, (1016)
"Great place to stay"
Resorts World Catskills Casino
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.
Save an average of 15% on thousands of hotels when you're signed in

Learn more about Callicoon

This Delaware River town charms visitors with its historic Main Street shops and the restored Callicoon Theatre showing indie films. Kayak the gentle river currents or time your visit for the farmers' market where local musicians often perform on Sundays.

Photo by Matthew Jay
Open Photo by Matthew Jay

Top Callicoon Hotel Reviews

Frequently asked questions

Where is the best place to stay in Callicoon?

Villa Roma Resort and Conference Center is one of the top choices for your stay based on our traveller data. This resort offers a golf course and 3 restaurants. Other good choices for your stay in the area are The Kartrite Resort & Indoor Waterpark and Resorts World Catskills Casino. See all available top hotels, or vacation rentals in Callicoon.

What are some of the best holiday rentals that Callicoon has to offer?

Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!: This holiday home rental outside of Callicoon is located on a lake, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday. See all vacation rentals in Callicoon.

If I need to cancel my hotel reservation in Callicoon, will I receive a refund?

Yes! You'll find that most hotel reservations are fully refundable if you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of the scheduled arrival. If you have a reservation that's non-refundable, you might still have the option to cancel and receive a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Callicoon.

What's the best family accommodation in Callicoon?

Villa Roma Resort and Conference Center is a resort with a children's pool and a children's club, and it's a top choice on Expedia for families. Also, attractions in the area such as Carousel Water and Fun Park and Robert W. Nichol Nature Preserve and Science Center are fun for children of all ages. Find more child-friendly accommodations in Callicoon.

What's the best hotel for couples in Callicoon?

Villa Roma Resort and Conference Center is a favourite resort for couples, and features a garden-view restaurant and 2 bars. See all romantic hotels in Callicoon.

What's the best dog-friendly place to stay in Callicoon?

Nine River Road is a top B&B for people travelling with their pets, and offers free use of bicycles and concierge services for its human guests. See more pet-friendly hotel accommodations in Callicoon.

What are some accommodation options with pools in Callicoon?

Villa Roma Resort and Conference Center: Features a children's pool, a seasonal outdoor pool and 3 restaurants. The Kartrite Resort & Indoor Waterpark and Resorts World Catskills Casino are a couple of other choices with an on-site pool. View all hotels with pools in Callicoon.

What is the best spa hotel in Callicoon?

Villa Roma Resort and Conference Center is a top ski spa hotel featuring 3 restaurants, a golf course, a nightclub and a water slide. Spend an afternoon at the spa where you’ll find facials, body scrubs and Swedish massages. See all spa hotels in Callicoon.

What's the top hotel in Callicoon with an on-site water park or a water park nearby?

Villa Roma Resort and Conference Center is a popular resort, featuring a children's pool, a seasonal outdoor pool and a children's club.

What's it like staying in Callicoon?

Visitors can enjoy all that Callicoon has to offer, including the entertainment choices and gardens. In Callicoon, there are 28 hotels and other accommodation options to choose from. Find out more about Callicoon.

What is there to see in Callicoon?

The picturesque setting of Upper Delaware River and Big Island exemplify the area's natural beauty. Additionally, you might want to add Villa Roma Driving Range to your itinerary. Take a look at what more there is to see and do in Expedia's Callicoon guide.

What's the seasonal weather in Callicoon?

The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Callicoon are January, February, December and March, with each month seeing an average of 24 cm of snowfall.