2 Stars Hotels in Smallwood, New York from CA $126

  • 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

Tonight
Nov 9 - Nov 10
Tomorrow
Nov 10 - Nov 11
This weekend
Nov 13 - Nov 15
Next weekend
Nov 20 - Nov 22

Our top choices for Smallwood 2-star hotels

A modern living room with two sofas, a glass coffee table, and a painting of a horse.

1. Best Western Monticello

Best Western Monticello
2.5 star property
Monticello
8.2 out of 10, Very good, (1,006 reviews)
"Very nice hotel"
United States
Christine
The price is CA $148
CA $167 total
includes taxes & fees
Nov 15 - Nov 16
Best Western Monticello
A modern hotel room with a living area, a sofa, a coffee table, a TV, and a large window with a view.

2. Days Inn by Wyndham Wurtsboro

Days Inn by Wyndham Wurtsboro
2.0 star property
Wurtsboro
7.6 out of 10, Good, (692 reviews)
"Very nice place loved the space the jacuzzi perfect for a nice night on the road"
United States
karen
The price is CA $146
CA $165 total
includes taxes & fees
Nov 10 - Nov 11
Days Inn by Wyndham Wurtsboro
A modern lobby with a curved sofa, a reception desk, and a flat-screen TV.

3. Days Inn by Wyndham Liberty/Monticello

Days Inn by Wyndham Liberty/Monticello
2.0 star property
Liberty
6.8 out of 10, (1,007 reviews)
"The hotel was great"
United States
Eduardo
The price is CA $128
CA $145 total
includes taxes & fees
Nov 12 - Nov 13
Days Inn by Wyndham Liberty/Monticello
A spacious lobby with a stone fireplace, a flat-screen TV, and comfortable seating.

4. Hampton Inn Matamoras/Milford

Hampton Inn Matamoras/Milford
2.5 star property
Matamoras
8.6 out of 10, Excellent, (1,003 reviews)
"Great stay at a convenient location"
United States
brian
The price is CA $143
CA $156 total
includes taxes & fees
Nov 15 - Nov 16
Hampton Inn Matamoras/Milford
An indoor swimming pool with a central column, tiled floor, and a skylight above.

5. The Alder at Resorts World Catskills

The Alder at Resorts World Catskills
2.0 star property
Monticello
8.2 out of 10, Very good, (290 reviews)
"Perfect stop for an overnight, kids could swim!"
United States
John
The price is CA $181
CA $240 total
includes taxes & fees
Dec 6 - Dec 7
The Alder at Resorts World Catskills
A modern kitchen area with a central island, various appliances, and a chalkboard wall with food-related drawings.

6. Hampton Inn Monticello

Hampton Inn Monticello
2.5 star property
Monticello
9.4 out of 10, Exceptional, (702 reviews)
"Great stay; clean room; close to food options"
United States
Andreas
The price is CA $167
CA $189 total
includes taxes & fees
Dec 6 - Dec 7
Hampton Inn Monticello
A motel entrance sign with a clear sky and a Scottish Inns sign in the background.

7. Scottish Inns Milford

Scottish Inns Milford
2.0 star property
Milford
9.2 out of 10, Wonderful, (1,003 reviews)
"Great, safe , clean , friendly... close to a walmart and next to a nice diner...Would stay here again"
United States
Carlos
The price is CA $127
CA $139 total
includes taxes & fees
Nov 22 - Nov 23
Scottish Inns Milford
A hotel room with two beds, a desk, a lamp, and a painting on the wall.

8. Rodeway Inn Milford - I-84

Rodeway Inn Milford - I-84
2.0 star property
Milford
7.8 out of 10, Good, (443 reviews)
"Nice stay"
United States
Jacqueline
The price is CA $126
CA $137 total
includes taxes & fees
Dec 9 - Dec 10
Rodeway Inn Milford - I-84
A snow-covered outdoor area with picnic tables and brick structures, likely a campground or park.

9. The Drift House

The Drift House
2.0 star property
Barryville
6.8 out of 10, (66 reviews)
"Basic clean motel in a riverside setting."
United States
David
The price is CA $189
CA $214 total
includes taxes & fees
Nov 10 - Nov 11
The Drift House
An indoor venue with wooden beams, tables set for dining, and hanging greenery.

10. Callicoon Hills

Callicoon Hills
2.5 star property
Callicoon Center
9.0 out of 10, Wonderful, (164 reviews)
"My partner and I enjoyed the facilities so much so, that we’re thinking of getting married there."
United States
Christopher
The price is CA $251
CA $478 total
includes taxes & fees
Dec 10 - Dec 11
Callicoon Hills
A spacious living room with a stone fireplace, multiple seating arrangements, and a large flat-screen TV mounted on the wall.

11. Rodeway Inn Monticello, New York

Rodeway Inn Monticello, New York
2.0 star property
Monticello
6.8 out of 10, (96 reviews)
"Clean and simple in good location "
United States
Danielle
The price is CA $198
CA $224 total
includes taxes & fees
Dec 9 - Dec 10
Rodeway Inn Monticello, New York
A wooden interior with a kitchen, a sofa, and a ceiling fan.

12. Sun Retreats Birchwood Acres

Sun Retreats Birchwood Acres
2.5 star property
Greenfield Park
10.0 out of 10, Exceptional, (4 reviews)
"Good property, very clean and amazing staff. The only issue was the kids water park wasn’t working what made the kids very frustrated."
United States
Priscilla Rafael
Sun Retreats Birchwood Acres
A two-story house with a porch, a front door, and a chimney.

13. Reynolds House Inn & Motel

Reynolds House Inn & Motel
2.5 star property
Roscoe
8.2 out of 10, Very good, (189 reviews)
"The facility wasn’t even open it’s up for sale had to scramble for alternative housing I think your company needs to dig deeper into these issues prior to person’s arrival"
United States
Mark
Reynolds House Inn & Motel
A restaurant with wooden tables and chairs, a bar area with bottles, and green chairs.

14. THE DARBY

THE DARBY
2.0 star property
Beach Lake
8.0 out of 10, Very good, (64 reviews)
"We loved the the location and the laid back atmosphere. "
United States
John
THE DARBY
A large, multi-story house with a dock extending over a calm lake, surrounded by dense forest.

15. Pine Brook Manor

Pine Brook Manor
2.0 star property
Sparrow Bush
10.0 out of 10, Exceptional, (4 reviews)
"Highly recommend! great place to stay!"
United States
Heidi
The price is CA $318
CA $759 total
includes taxes & fees
Nov 10 - Nov 11
Pine Brook Manor
A cozy indoor seating area with wooden beams, string lights, and potted plants.

16. The Arnold House

The Arnold House
2.0 star property
Livingston Manor
8.8 out of 10, Excellent, (3 reviews)
"I had a lovely late Summer stay with my son on the way to Cooperstown ! The property and staff and amenities were great. Dinner was awesome, too!"
United States
Leyla
The price is CA $301
CA $389 total
includes taxes & fees
Nov 10 - Nov 11
The Arnold House
A modern house with a patio area, large windows, and a stone chimney.

17. Antrim Streamside

Antrim Streamside
2.0 star property
Livingston Manor
9.6 out of 10, Exceptional, (10 reviews)
"Everything was perfect, the attention to detail on everything is top tier and the property is gorgeous!"
United States
Matthew
Antrim Streamside
Reception

18. Rest Co.

Rest Co.
2.5 star property
Jeffersonville
10.0 out of 10, Exceptional, (2 reviews)
"Such a beautiful space and the host is so accommodating."
United States
zoe
Rest Co.
An outdoor patio with Adirondack chairs, a fire pit, and a deck overlooking a body of water.

19. Victorian Lake Oasis

Victorian Lake Oasis
2.0 star property
Lake Huntington
Victorian Lake Oasis
A cozy living room with a stone fireplace, wooden bookshelves, and a comfortable seating area.

20. Pocono Dog-Friendly Home on River

Pocono Dog-Friendly Home on River
2.0 star property
Damascus
Pocono Dog-Friendly Home on River

Top Smallwood Hotel Reviews

A modern living room with two sofas, a glass coffee table, and a painting of a horse.
Best Western Monticello

Best Western Monticello

Best Western Monticello
Monticello

10/10 Excellent

Great friendly staff
Canada
Robin
Reviewed August 24, 2026
Best Western Monticello

Find out more about Smallwood

Want to get out of town on the cheap? Thanks to the low rates and great discounts at the top 2 Stars hotels in Smallwood, Smallwood you can sneak away on the trip of your dreams with plenty of cash to spare. In addition to the friendly staff and well-maintained surroundings, you’ll find comfortable rooms, complimentary bath products, and quiet sleeping areas, so you can kick back with all the basic conveniences after a long day. Plus, these properties are perfect, if you need a jumping-off point for exploring the local attractions.

Several of the best hotels with 2 Stars in Smallwood are situated just a stone’s throw from both public transportation and the city’s main freeways. Use the travel tools at Expedia.ca to search for options near your favorite neighborhood, find a cheap deal, and book your room. You won’t believe how inexpensive your next vacation can be when you settle in at a top two star hotel in Smallwood.

Explore a world of travel with Expedia