Default HTG hotel image

Find hotels in Smallwood, NY from CA $153

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Jul 24 - Jul 26
Next weekend
Jul 31 - Aug 2

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Smallwood hotels

Hotel
Lobby

1. Best Western Monticello

Best Western Monticello
2.5 star property
Monticello
8.2 out of 10, Very good, (1,007 reviews)
"Just a great place to be"
United States
Maxwell
The price is CA $217
CA $245 total
includes taxes & fees
Aug 4 - Aug 5
Best Western Monticello
Free daily buffet breakfast

2. Hampton Inn Monticello

Hampton Inn Monticello
2.5 star property
Monticello
9.4 out of 10, Exceptional, (675 reviews)
"We have stayed here multiple times and it is consistently a positive experience."
United States
Marisa
The price is CA $280
CA $317 total
includes taxes & fees
Jul 22 - Jul 23
Hampton Inn Monticello
Resort view

3. Resorts World Catskills Casino

Resorts World Catskills Casino
4.5 star property
Monticello
8.8 out of 10, Excellent, (1,169 reviews)
"Great Stay. Bed was comfortable and very clean. I would recommend a stay here"
United States
Haydee
The price is CA $252
CA $320 total
includes taxes & fees
Jul 27 - Jul 28
Resorts World Catskills Casino
Interior

4. Windsong Retreat 2

Windsong Retreat 2
3.0 star property
Bethel
9.0 out of 10, Wonderful, (16 reviews)
"Mary was an excellent hostess House is beautiful"
United States
Diana
The price is CA $373
CA $477 total
includes taxes & fees
Aug 16 - Aug 17
Windsong Retreat 2
Lobby

5. Days Inn by Wyndham Liberty/Monticello

Days Inn by Wyndham Liberty/Monticello
2.0 star property
Liberty
6.8 out of 10, (1,014 reviews)
"For a country inn it's very nice! Clean and comfortable beds. I was very impressed 👏 And the staff is top notch. The breakfast was simple but plentiful and my kids enjoyed it."
United States
Leah
The price is CA $191
CA $216 total
includes taxes & fees
Aug 4 - Aug 5
Days Inn by Wyndham Liberty/Monticello
Indoor pool

6. The Alder at Resorts World Catskills

The Alder at Resorts World Catskills
2.0 star property
Monticello
8.2 out of 10, Very good, (241 reviews)
"All was great but since we were there for less than 24 hours it's hard to judge"
United States
Barbara
The price is CA $194
CA $254 total
includes taxes & fees
Jul 27 - Jul 28
The Alder at Resorts World Catskills
Property grounds

7. Kenoza Lake View Manor

Kenoza Lake View Manor
3.0 star property
Jeffersonville
8.8 out of 10, Excellent, (416 reviews)
The price is CA $209
CA $244 total
includes taxes & fees
Jul 28 - Jul 29
Kenoza Lake View Manor
Room, 2 Queen Beds, Non Smoking

8. Super 8 by Wyndham Monticello NY

Super 8 by Wyndham Monticello NY
3.5 star property
Monticello
4.0 out of 10, (2 reviews)
"The room was clean and it had been recently renovated. The amenities were lacking - air conditioning didn’t work well, no hair dryer, no coffee/tea, no cups. The staff person on duty was learning a new computer system and check in took 25 minutes. We ended up getting charged twice for the room and the incidental charge was on our card 4 times. I had to call the number left on the door as the office was not open at 8:15. The person I spoke with said she left my paperwork out for the manager. She...
United States
Mary
The price is CA $139
CA $157 total
includes taxes & fees
Aug 9 - Aug 10
Super 8 by Wyndham Monticello NY
Water park

9. The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark
4.0 star property
Monticello
8.2 out of 10, Very good, (2,313 reviews)
"Perfect trip for children."
United States
Simin
The price is CA $249
CA $382 total
includes taxes & fees
Jul 29 - Jul 30
The Kartrite Resort & Indoor Waterpark
Exterior

10. Villa Roma Resort and Conference Center

Villa Roma Resort and Conference Center
3.0 star property
Callicoon
6.6 out of 10, (415 reviews)
"Everything"
United States
Irina
The price is CA $273
CA $336 total
includes taxes & fees
Aug 18 - Aug 19
Villa Roma Resort and Conference Center
Lobby

11. Hampton Inn Matamoras/Milford

Hampton Inn Matamoras/Milford
2.5 star property
Matamoras
8.6 out of 10, Excellent, (1,008 reviews)
"Very clean and conveniently located"
United States
Angela
The price is CA $165
CA $180 total
includes taxes & fees
Aug 4 - Aug 5
Hampton Inn Matamoras/Milford
Terrace/patio

12. Roscoe Mountain Club

Roscoe Mountain Club
3.0 star property
Roscoe
9.6 out of 10, Exceptional, (89 reviews)
"Nice quiet updated room with a view of the golf course. The gentleman that checked me in let me know about the sister brewery in town for dinner which was great!"
United States
Joseph
The price is CA $163
CA $185 total
includes taxes & fees
Jul 22 - Jul 23
Roscoe Mountain Club
Balcony

13. Inn at Tyler Hill

Inn at Tyler Hill
3.0 star property
Tyler Hill
10.0 out of 10, Exceptional, (165 reviews)
"Nice, relaxing, comfortable place staff was super helpful Breakfast was good thanks!"
United States
ira
The price is CA $276
CA $301 total
includes taxes & fees
Jul 22 - Jul 23
Inn at Tyler Hill
Lobby sitting area

14. YO1 Longevity & Health Resorts, Catskills

YO1 Longevity & Health Resorts, Catskills
4.0 star property
Monticello
8.0 out of 10, Very good, (541 reviews)
"Peaceful getaway"
United States
Nikita
The price is CA $481
CA $544 total
includes taxes & fees
Aug 16 - Aug 17
YO1 Longevity & Health Resorts, Catskills
Suite, 1 King Bed, Non Smoking (1 Bedroom)

15. Days Inn by Wyndham Wurtsboro

Days Inn by Wyndham Wurtsboro
2.0 star property
Wurtsboro
7.6 out of 10, Good, (634 reviews)
"The initial process was quick. The room was clean. Everything worked. It can't get better than that! Thank you to the beautiful family that manages the property!"
United States
Jasine
The price is CA $163
CA $185 total
includes taxes & fees
Aug 3 - Aug 4
Days Inn by Wyndham Wurtsboro
Exterior

16. The Bradstan Boutique Hotel

The Bradstan Boutique Hotel
3.5 star property
Eldred
9.8 out of 10, Exceptional, (150 reviews)
"Another incredible stay at the Bradstan!!"
United States
Solomon
The price is CA $637
CA $741 total
includes taxes & fees
Aug 4 - Aug 5
The Bradstan Boutique Hotel
Exterior

17. Scottish Inns Milford

Scottish Inns Milford
2.0 star property
Milford
9.2 out of 10, Wonderful, (1,001 reviews)
"Location is excellent, everything is near by, restaurants, beaches, shops"
United States
Tamara
The price is CA $140
CA $153 total
includes taxes & fees
Aug 18 - Aug 19
Scottish Inns Milford
Indoor wedding

18. Callicoon Hills

Callicoon Hills
2.5 star property
Callicoon Center
9.0 out of 10, Wonderful, (156 reviews)
"The room was lovely. The hotel is beautiful. We had a room in the actual building not in one of the outbuilding/cabins unfortunately because we were there just at the opening of season. The restaurant and bar were not up yet. Travel to other restaurants is good 10 to 15 minutes or longer. The pool was not open yet of course but during season, I’m sure it’s lovely and the staff was kind and very attentive."
United States
Kathleen
The price is CA $323
CA $524 total
includes taxes & fees
Jul 30 - Jul 31
Callicoon Hills
Bar (on property)

19. Best Western Hunt's Landing Hotel Matamoras/Milford

Best Western Hunt's Landing Hotel Matamoras/Milford
3.0 star property
Matamoras
8.6 out of 10, Excellent, (1,009 reviews)
"the stay was great and the food was awesome."
United States
Diane
The price is CA $188
CA $205 total
includes taxes & fees
Aug 9 - Aug 10
Best Western Hunt's Landing Hotel Matamoras/Milford
Terrace/patio

20. The Drift House

The Drift House
2.0 star property
Barryville
7.0 out of 10, Good, (43 reviews)
The price is CA $189
CA $213 total
includes taxes & fees
Jul 22 - Jul 23
The Drift House
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Smallwood Hotel Reviews

Hampton Inn Matamoras/Milford

Hampton Inn Matamoras/Milford

10/10 Excellent
"The room was spacious and very comfortable. Air conditioning was working perfectly. Although the window faced interstate, we didn’t hear any noise. Breakfast was excellent."
Mikhail 1-night trip
Posted less than an hour ago
Hampton Inn Matamoras/Milford

More cheap stays in Smallwood

Hampton Inn Matamoras/Milford

Hampton Inn Matamoras/Milford

122 Westfall Town Dr Matamoras PA
The price is CA $165 per night from Aug 4 to Aug 5
CA $165
CA $180 total
Aug 4 - Aug 5
includes taxes & fees
8.6/10 Excellent! (1,008 reviews)

Hotels in Smallwood with star rating

Frequently asked questions

What is the best area to stay in Smallwood?
The best area to stay in Smallwood is near the Smallwood Lake and its immediate surroundings.

This area is the heart of Smallwood, offering direct access to the lake for swimming, fishing, and boating. You'll find a mix of holiday homes and a few local eateries. The main public beach and boat launch are located here, making it very convenient for water activities.

For families, staying close to Smallwood Lake is ideal. Children will love the easy access to the beach and the opportunity to spend days by the water. Many accommodations in this area are spacious, offering amenities like fully equipped kitchens and outdoor spaces, great for family gatherings.

Couples looking for a peaceful escape will also appreciate the lake area. It's a lovely setting for quiet walks, enjoying the natural beauty, and relaxing away from the hustle and bustle.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Smallwood.
How much is the nightly rate at a Smallwood hotel?
Prices for hotels in Smallwood often vary, but you can find a great deal from CA $153 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

Explore a world of travel with Expedia