Book Hotels in Smallwood, NY

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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
A water park and a hot tub are featured at this smoke-free cottage. A garden and barbecue grills are also provided.
The house was lovely, inviting, comfortable, spacious and aethetically pleasing. Great hot tub. Excellent supplies of towels, coffee and other kitchen amenities. Close to Bethel woods, which was our reason for being in the area. A terrific stay.

Reviewed on Aug 25, 2025

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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
A hot tub is featured at this cabin, along with barbecue grills.
We enjoyed our stay. Cabin is very nice and updated. Had a great outside deck. We would stay here again!

Reviewed on Sep 23, 2025

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Opens in a new windowCozy Bethel Cabin Retreat with Private Hot Tub
Callicoon Hills

Callicoon Hills

2.5 out of 5
1 Hills Resort Rd, Callicoon Center, NY
Fully refundableReserve now, pay when you stay
$164 nightly
The price is $185 total per night from Oct 26 to Oct 27
$185 total
Oct 26 - Oct 27
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 ...
I only stayed the one night and absolutely loved it. Would love to come back for a longer stay. HOWEVER... if you are considering one of the A-Frames know that they may not be the most mobility friendly. Some did look like they sat down lower but for the one i was in it was a big step up to get in. ...

Reviewed on Oct 12, 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
$204 nightly
The price is $227 total per night from Nov 4 to Nov 5
$227 total
Nov 4 - Nov 5
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 ...
It is a great place to stay

Reviewed on Oct 15, 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
$101 nightly
The price is $110 total per night from Nov 9 to Nov 10
$110 total
Nov 9 - Nov 10
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 ...
Friendly

Reviewed on Oct 20, 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
$95 nightly
The price is $104 total per night from Nov 2 to Nov 3
$104 total
Nov 2 - Nov 3
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 ...
Love it

Reviewed on Oct 15, 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
$200 nightly
The price is $226 total per night from Oct 30 to Oct 31
$226 total
Oct 30 - Oct 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 ...
Adam was amazing and this place was so complete with everything you need to give kids a great experience.

Reviewed on Oct 19, 2025

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
$102 nightly
The price is $115 total per night from Nov 2 to Nov 3
$115 total
Nov 2 - Nov 3
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 ...
Room and linens are clean and neat. Mexican food in downtown Wurtsboro is recommended.

Reviewed on Oct 14, 2025

Opens in a new windowDays Inn by Wyndham Wurtsboro
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
$140 nightly
The price is $158 total per night from Nov 2 to Nov 3
$158 total
Nov 2 - Nov 3
Total with taxes and fees
This smoke-free resort features a golf course, ski-in/ski-out access, and a nightclub. Take advantage of ski lessons, ski rentals and ski passes on site, and ...
My husband and I stayed here for 1 night, wish we had stayed longer! Hotel was so much fun, most of the staff were friendly with the 1 exception in the 2nd floor bar. The bartender was rude and made an absolutely horrible drink (vodka was horrible), we tried to tell him but he wouldn't even look ...

Reviewed on Oct 10, 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 $104. 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 1,115 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

5 out of 5
Posted 4 days ago
Travelocity Verified Review
" Friendly"
A verified traveler stayed at Hampton Inn Matamoras/Milford
Hampton Inn Matamoras/Milford

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