Book Hotels in Smallwood, NY

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Top Smallwood hotels

Callicoon Hills

Callicoon Hills

2.5 out of 5
1 Hills Resort Rd, Callicoon Center, NY
Fully refundableReserve now, pay when you stay
$180 nightly
The price is $203 total per night from Nov 30 to Dec 1
$203 total
Nov 30 - Dec 1
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Enjoy the sauna and perks like free self parking and free WiFi. A business center, a coffee ...
Lovely staff, very knowledgeable, friendly and very welcoming. Comfortable and homely stay.

Reviewed on Oct 27, 2025

Opens in a new windowCallicoon Hills
Resorts World Catskills Casino

Resorts World Catskills Casino

4.5 out of 5
888 Resorts World Drive, Monticello, NY
Fully refundableReserve now, pay when you stay
$186 nightly
The price is $207 total per night from Nov 11 to Nov 12
$207 total
Nov 11 - Nov 12
Total with taxes and fees
This luxury hotel features a casino, a full-service spa, and 6 restaurants. Make the most of the indoor pool and 24-hour gym, and relax with drinks at one of ...
Awesome

Reviewed on Nov 3, 2025

Opens in a new windowResorts World Catskills Casino
Hampton Inn Matamoras/Milford

Hampton Inn Matamoras/Milford

2.5 out of 5
122 Westfall Town Dr, Matamoras, PA
Fully refundableReserve now, pay when you stay
$95 nightly
The price is $104 total per night from Nov 30 to Dec 1
$104 total
Nov 30 - Dec 1
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests ...
Overall nice stay Quiet Breakfast was good and had a lot of options Overall great choice on our way to New Hersey

Reviewed on Nov 2, 2025

Opens in a new windowHampton Inn Matamoras/Milford
Best Western Hunt's Landing Hotel Matamoras/Milford

Best Western Hunt's Landing Hotel Matamoras/Milford

3 out of 5
120 Rtes 6 & 209, Matamoras, PA
Fully refundableReserve now, pay when you stay
$91 nightly
The price is $99 total per night from Nov 30 to Dec 1
$99 total
Nov 30 - Dec 1
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate ...
Our bathroom smelt was urine and there was no fan. There was no conditioner, weird. I felt like they were trying to cut corners at every angle to save a dollar.

Reviewed on Oct 24, 2025

Opens in a new windowBest Western Hunt's Landing Hotel Matamoras/Milford
The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark

4 out of 5
555 Resorts World Drive, Monticello, NY
Fully refundableReserve now, pay when you stay
$209 nightly
The price is $236 total per night from Nov 13 to Nov 14
$236 total
Nov 13 - Nov 14
Total with taxes and fees
A water park, 5 restaurants, and an outdoor pool are all featured at this smoke-free hotel. There's fun for all ages with a lazy river and a bowling alley, and ...
Spotless room and the atmosphere was perfect for good family time with my kids. Love love everything

Reviewed on Nov 7, 2025

Opens in a new windowThe Kartrite Resort & Indoor Waterpark
The Alder at Resorts World Catskills

The Alder at Resorts World Catskills

2 out of 5
750 Resorts World Drive, Monticello, NY
Fully refundableReserve now, pay when you stay
$171 nightly
The price is $193 total per night from Dec 1 to Dec 2
$193 total
Dec 1 - Dec 2
Total with taxes and fees
A full-service spa, 7 restaurants, and an indoor pool are all featured at this hotel. Relax with a drink at one of the 7 bars/lounges and enjoy perks like free ...
I had to call twice about a request for extra blankets/comforter

Reviewed on Oct 31, 2025

Opens in a new windowThe Alder at Resorts World Catskills
Days Inn by Wyndham Wurtsboro

Days Inn by Wyndham Wurtsboro

2 out of 5
21 Perron Dr, Wurtsboro, NY
Fully refundableReserve now, pay when you stay
$103 nightly
The price is $116 total per night from Nov 25 to Nov 26
$116 total
Nov 25 - Nov 26
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of ...
The breakfast was okay.I had to microwave the eggs with cheese in them to warm them up.It was not a continental breakfast.It wasn't bad.I will be staying there again but it definitely wasn't a continental breakfast

Reviewed on Nov 3, 2025

Opens in a new windowDays Inn by Wyndham Wurtsboro
Days Inn by Wyndham Liberty

Days Inn by Wyndham Liberty

2 out of 5
52 Sullivan Ave, Liberty, NY
Fully refundableReserve now, pay when you stay
$87 nightly
The price is $98 total per night from Dec 3 to Dec 4
$98 total
Dec 3 - Dec 4
Total with taxes and fees
A restaurant and a gym are featured at this motel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate ...
Checked in very late and everything went great!

Reviewed on Nov 3, 2025

Opens in a new windowDays Inn by Wyndham Liberty
Villa Roma Resort and Conference Center

Villa Roma Resort and Conference Center

3 out of 5
356 Villa Roma Rd, Callicoon, NY
$159 nightly
The price is $180 total per night from Nov 13 to Nov 14
$180 total
Nov 13 - Nov 14
Total with taxes and fees
This smoke-free resort features a golf course, a nightclub, and 3 restaurants. Take advantage of ski lessons, ski rentals and ski passes on site, and enjoy downhill ...
We had a great stay, large beautiful and well maintained area, lots of interesting activities, kids loved every moment

Reviewed on Oct 21, 2025

Opens in a new windowVilla Roma Resort and Conference Center
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See all available properties in Smallwood
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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.

Smallwood Hotel & Travel Guide\n

As there are not any Travelocity-featured Smallwood hotels options within a close range, we offer 4 places to put your feet up that are within a reasonable drive from Smallwood.

The Villa Roma Resort and Conference Center, New York, which is the closest Travelocity-listed accommodation, is situated 10 miles (17 kilometers) from central Smallwood. A secondary handy Travelocity-listed option is the Best Western Monticello, situated in New York, 6 miles (10 kilometers) from the center of Smallwood.

Investigate the Econo Lodge Monticello as well as the Super 8 Monticello Ny. The Econo Lodge Monticello is 6 miles (10 kilometers) away from the town center of Smallwood. The Super 8 Monticello Ny, is situated 8 miles (12 kilometers) away. Some more hotel and apartment options in the neighborhood include the Days Inn Liberty and the Knights Inn Liberty.

After you have got to know Smallwood, set out to explore the other natural and cultural attractions of the Central New York State area. Photographers will fall in love with Central New York State's rivers and rolling hills. You could also venture to the region's history museums and theaters. Locals and visitors alike in this pocket of United States of America will enjoy cross-country skiing, snowmobiling and ice skating.

The nearest places to stay in Monticello are Wurtsboro and Claryville. Wurtsboro is 16 miles (26 kilometers) to the east of Smallwood, while Claryville is 25 miles (40 kilometers) to the east. Accommodation options in Wurtsboro are the Days Inn Wurtsboro and Valley Brook Inn & Cottages. The Blue Horizon Bed and Breakfast and Blue Hill Lodge are amongst the Travelocity-listed hotel options in Claryville.

If you are passionate about sport and enjoy watching local matches you should really stop by Pocono Raceway, situated 55 miles (88 kilometers) to the southwest of Smallwood. Wise travelers that need to find Travelocity-listed accommodation options near the stadium can take their choice from the The Village At Pocono or the Mountain Rentals at Greenwoods Acres.

Stewart International Airport is a commonly used arrival point for air travel, and is found 40 miles (64 kilometers) away from Smallwood's downtown. Travelocity-listed places to stay nearby include Newburgh/Stewart Airport Hotel and Four Points by Sheraton Newburgh Stewart Airport.

Frequently asked questions

What are the top kid-friendly hotels in Smallwood?
Take some of the hassles out of traveling with young ones by booking a family-friendly hotel in Smallwood. From thoughtful amenities to services that bring a smile, these stays come with perks that'll make your visit smooth sailing: Starlight Cottage Nestled in Trees with Big Yard, close to lake will help make your break the best one yet. It features an assortment of nice touches, such as a playground and a nearby beach. Alternatively, spend your Smallwood break at The Cabin at Bethel. Make the most of a nearby beach, a firepit and more here.
Where can I find cheap hotels in Smallwood?
At Travelocity you'll find really nice hotels in Smallwood at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Smallwood rather than in Smallwood. We may find you even better rates, too.
How do I find the best Smallwood hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Smallwood then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Smallwood?
The cheapest hotel in Smallwood is $98. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Smallwood?
There are 1,118 hotels in Smallwood on Travelocity.
What are the best hotels in Smallwood?
Smallwood has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Smallwood for you!
When is the best time to visit Smallwood?
If you want the joy of a fun-filled trip in peak season, visit Smallwood during February, August and October. If you'd prefer the peace of off-season, book a stay during quieter months, such as January, March and December.
When is the cheapest time to stay in Smallwood?
Based on historic data is usually the cheapest month to visit Smallwood. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Smallwood?
There are multiple hotels in Smallwood that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Smallwood. We have plenty of kid-friendly hotels in Smallwood to choose from on Travelocity!
Why book a hotel in Smallwood through Travelocity?
Because we have the top hotels in Smallwood! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Smallwood on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Smallwood hotel reviews by fellow wanderers

The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark

5 out of 5
Posted 4 days ago
Travelocity Verified Review
"Spotless room and the atmosphere was perfect for good family time with my kids. Love love everything "
A verified traveler stayed at The Kartrite Resort & Indoor Waterpark
The Kartrite Resort & Indoor Waterpark

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