Book Hotels in Smallwood, NY

Cabins, apartments, houseboats! We offer comfortable & private vacation rentals

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Filter by

Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Neighborhood
Neighborhood
Traveler experience
Traveler experience
Popular locations
Popular locations
Meal plans available
Meal plans available
Property amenities
Property amenities
Accessibility
Accessibility

Top Smallwood hotels

Charming Cottage with Jacuzzi, Fire Pit and Access to Nearby Lakes!

Charming Cottage with Jacuzzi, Fire Pit and Access to Nearby Lakes!

Monticello NY
A hot tub is featured at this cottage, along with a garden and barbecue grills.
"We had an amazing time at this cabin. It was our first trip with our son and the place was great for him as well as for our dog. The kitchen was well stocked, lots of dishes, cooking supplies, and spices. The living room was cozy and had plenty of room to relax. The bedrooms are a good size, we were ..."

Reviewed on Aug 7, 2026

Get rates
Opens in a new windowCharming Cottage with Jacuzzi, Fire Pit and Access to Nearby Lakes!
Cozy Bethel Cabin Retreat with Private Hot Tub

Cozy Bethel Cabin Retreat with Private Hot Tub

Smallwood NY
A hot tub is featured at this cabin, along with barbecue grills.
"The home is cute and eclectic and cozy. The back deck with hot tub, dining table and fire pit seating area was especially nice in the pretty weather this last week. Amanda was especially helpful throughout our stay with immediate responses to questions and her very insightful restaurant guide."

Reviewed on Aug 27, 2026

Get rates
Opens in a new windowCozy Bethel Cabin Retreat with Private Hot Tub
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
$270 nightly
The price is $296 total per night from Aug 30 to Aug 31
$296 total
Aug 30 - Aug 31
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 ...
"False Advertisement. Restaurans closed. Only had a pathetic Bbq style menu outside with the same 5 items and super overpriced. Really embarrassing for the amount of money. We checked out early and the property claimed we had special diet needs which is not at all true. Stay away from this ..."

Reviewed on Aug 28, 2026

Opens in a new windowThe Kartrite Resort & Indoor Waterpark
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
$94 nightly
The price is $106 total per night from Sep 16 to Sep 17
$106 total
Sep 16 - Sep 17
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 ...
"Nice place to stay in a nowhere town."

Reviewed on Aug 27, 2026

Opens in a new windowDays Inn by Wyndham Wurtsboro
Rustic & cozy 2BR in Smallwood – dog friendly, near lake, hiking & Woodstock

Rustic & cozy 2BR in Smallwood – dog friendly, near lake, hiking & Woodstock

Smallwood NY
A gym is featured at this cabin, along with a garden and barbecue grills.
Get rates
Opens in a new windowRustic & cozy 2BR in Smallwood – dog friendly, near lake, hiking & Woodstock
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
$224 nightly
The price is $250 total per night from Sep 7 to Sep 8
$250 total
Sep 7 - Sep 8
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 ...
Opens in a new windowResorts World Catskills Casino
Villa Roma Resort and Conference Center

Villa Roma Resort and Conference Center

3 out of 5
356 Villa Roma Rd Callicoon NY
Fully refundableReserve now, pay when you stay
$169 nightly
The price is $191 total per night from Aug 31 to Sep 1
$191 total
Aug 31 - Sep 1
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 ...
Opens in a new windowVilla Roma Resort and Conference Center
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
$122 nightly
The price is $133 total per night from Aug 30 to Aug 31
$133 total
Aug 30 - Aug 31
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 ...
Opens in a new windowBest Western Hunt's Landing Hotel Matamoras/Milford
Days Inn by Wyndham Liberty/Monticello

Days Inn by Wyndham Liberty/Monticello

2 out of 5
52 Sullivan Ave Liberty NY
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $112 total per night from Sep 7 to Sep 8
$112 total
Sep 7 - Sep 8
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the ...
Opens in a new windowDays Inn by Wyndham Liberty/Monticello
Don't see what you're looking for?
See all available properties in Smallwood
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.

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 $106. 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 1,103 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

Hampton Inn Matamoras/Milford

Hampton Inn Matamoras/Milford

4 out of 5
Posted 6 hours ago
Travelocity Verified Review
"The property could use some renovations. Carpeting was old. Gym key lock did not. I've stayed in a lot of Hampton Inns and this one was probably in the worst shape of any."
A verified traveler stayed at Hampton Inn Matamoras/Milford
Hampton Inn Matamoras/Milford

Explore More Ways to Travel with Travelocity