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Check prices for these dates

This weekend
Jun 26 - Jun 28
Next weekend
Jul 3 - Jul 5

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Our top choices for Smallwood hotels

Lobby

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 $157
CA $171 total
includes taxes & fees
Jun 30 - Jul 1
Hampton Inn Matamoras/Milford
Suite, 1 King Bed, Non Smoking (1 Bedroom)

Days Inn by Wyndham Wurtsboro

Days Inn by Wyndham Wurtsboro
2.0 star property
Wurtsboro
7.6 out of 10, Good, (628 reviews)
"Very clean and staff helpful "
United States
Kaiden
The price is CA $138
CA $155 total
includes taxes & fees
Jun 30 - Jul 1
Days Inn by Wyndham Wurtsboro
Exterior

Scottish Inns Milford

Scottish Inns Milford
2.0 star property
Milford
9.2 out of 10, Wonderful, (1,002 reviews)
"Perfectly located near the tri-state border, this was a great place to stay while exploring the Delaware River Gap and visiting nearby restaurants and breweries. Owners were helpful and the room was comfortable and well-maintained. Would stay again in the area."
United States
Carl
The price is CA $142
CA $154 total
includes taxes & fees
Jun 25 - Jun 26
Scottish Inns Milford
Interior

Windsong Retreat 2

Windsong Retreat 2
3.0 star property
Bethel
7.0 out of 10, Good, (2 reviews)
"It is unacceptable that a place would rent out without a working septic system, and we were asked to put TP in a garbage bag rather than flush it. The facility should have remained closed until the plumbing issues were resolved."
United States
Daniel
The price is CA $369
CA $418 total
includes taxes & fees
Jun 24 - Jun 25
Windsong Retreat 2
Bar (on property)

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, (1,005 reviews)
"the stay was great and the food was awesome."
United States
Diane
The price is CA $155
CA $169 total
includes taxes & fees
Jun 28 - Jun 29
Best Western Hunt's Landing Hotel Matamoras/Milford
Water park

The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark
4.0 star property
Monticello
8.2 out of 10, Very good, (2,260 reviews)
"Great family fun !!!"
United States
Dominick
The price is CA $203
CA $330 total
includes taxes & fees
Jun 28 - Jun 29
The Kartrite Resort & Indoor Waterpark
Balcony

Inn at Tyler Hill

Inn at Tyler Hill
3.0 star property
Tyler Hill
10.0 out of 10, Exceptional, (151 reviews)
"A really nice B&B off the beaten path. Very clean - very comfortable bed - and wonderful shower. Great breakfast."
United States
Dean
The price is CA $277
CA $302 total
includes taxes & fees
Jul 20 - Jul 21
Inn at Tyler Hill
Resort view

Resorts World Catskills Casino

Resorts World Catskills Casino
4.5 star property
Monticello
8.8 out of 10, Excellent, (1,149 reviews)
"Awesome resort"
United States
Kelly
The price is CA $253
CA $322 total
includes taxes & fees
Jun 25 - Jun 26
Resorts World Catskills Casino
Indoor pool

The Alder at Resorts World Catskills

The Alder at Resorts World Catskills
2.0 star property
Monticello
8.2 out of 10, Very good, (228 reviews)
"Clean room "
United States
david
The price is CA $195
CA $256 total
includes taxes & fees
Jun 25 - Jun 26
The Alder at Resorts World Catskills
Property grounds

Kenoza Lake View Manor

Kenoza Lake View Manor
3.0 star property
Jeffersonville
8.8 out of 10, Excellent, (410 reviews)
"Amazing property! So beautiful I loved the vintage decor!"
United States
Alicia
The price is CA $211
CA $238 total
includes taxes & fees
Jun 29 - Jun 30
Kenoza Lake View Manor
Terrace/patio

Roscoe Mountain Club

Roscoe Mountain Club
3.0 star property
Roscoe
9.6 out of 10, Exceptional, (87 reviews)
"This place is beautifully kept. The staff is very helpful. I had a vehicle problem and they were very helpful in helping me handle it. They were very impressive and helpful "
United States
Edward
The price is CA $162
CA $183 total
includes taxes & fees
Jun 30 - Jul 1
Roscoe Mountain Club
Lobby

Days Inn by Wyndham Liberty

Days Inn by Wyndham Liberty
2.0 star property
Liberty
6.8 out of 10, (1,004 reviews)
"Great clean hotel. Perfect location ! Only problem is the price practically doubled so I had to go somewhere else this month!!!"
United States
dan
The price is CA $164
CA $186 total
includes taxes & fees
Jun 24 - Jun 25
Days Inn by Wyndham Liberty
Free daily buffet breakfast

Hampton Inn Monticello

Hampton Inn Monticello
2.5 star property
Monticello
9.4 out of 10, Exceptional, (662 reviews)
"Breakfast was awesome, and the staff very friendly especially Sam "
United States
Romaine
The price is CA $282
CA $318 total
includes taxes & fees
Jun 25 - Jun 26
Hampton Inn Monticello
Towels

Rodeway Inn Milford - I-84

Rodeway Inn Milford - I-84
2.0 star property
Milford
7.8 out of 10, Good, (424 reviews)
"Plenty of parking, check in staff were helpful. Air conditioning worked and the room was clean."
United States
sharon
The price is CA $126
CA $138 total
includes taxes & fees
Jul 22 - Jul 23
Rodeway Inn Milford - I-84
Lobby

Best Western Monticello

Best Western Monticello
2.5 star property
Monticello
8.2 out of 10, Very good, (1,004 reviews)
"Great location and rooms are nice. Great place to stay for Woodstock"
United States
Reuben
The price is CA $169
CA $191 total
includes taxes & fees
Jun 30 - Jul 1
Best Western Monticello
Indoor wedding

Callicoon Hills

Callicoon Hills
2.5 star property
Callicoon Center
9.0 out of 10, Wonderful, (154 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 $269
CA $464 total
includes taxes & fees
Jun 25 - Jun 26
Callicoon Hills
Front of property

Inn at Monticello

Inn at Monticello
3.5 star property
Monticello
4.2 out of 10, (489 reviews)
"Staff was great but that place needs an upgrade really bad"
United States
Stephanie
The price is CA $88
CA $99 total
includes taxes & fees
Jun 25 - Jun 26
Inn at Monticello
House (1 Bedroom) | Interior

Hike & Fish: Outdoor Retreat Near Trails

Hike & Fish: Outdoor Retreat Near Trails
3.0 star property
Westbrookville
The price is CA $303
CA $583 total
includes taxes & fees
Jun 25 - Jun 26
Hike & Fish: Outdoor Retreat Near Trails
Front of property

Inn at Lake Joseph

Inn at Lake Joseph
4.0 star property
Forestburgh
8.8 out of 10, Excellent, (13 reviews)
"amazing staff and wonderful place to stay"
United States
Daniel
The price is CA $545
CA $616 total
includes taxes & fees
Jun 24 - Jun 25
Inn at Lake Joseph
Restaurant

Hemlock Neversink

Hemlock Neversink
3.0 star property
Neversink
9.2 out of 10, Wonderful, (15 reviews)
"Clean room, restaurant was amazing had dinner and breakfast there and amenities were great. "
United States
Gina
The price is CA $750
CA $848 total
includes taxes & fees
Jun 25 - Jun 26
Hemlock Neversink
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.
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Top Smallwood Hotel Reviews

Best Western Monticello

Best Western Monticello

8/10 Good
"Very close to the event that I was participating in so it was perfect for my needs. Breakfast was good with a lot of variety and nearby stores and restaurants. Room was clean and I didn't have any issues with my stay. Would recommend."
Eric 1-night trip
Posted 8 hours ago
Best Western Monticello

More cheap stays in Smallwood

Days Inn by Wyndham Wurtsboro

Days Inn by Wyndham Wurtsboro

21 Perron Dr Wurtsboro NY
The price is CA $138 per night from Jun 30 to Jul 1
CA $138
CA $155 total
Jun 30 - Jul 1
includes taxes & fees
7.6/10 Good! (628 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 can I save on a Smallwood hotel booking with Expedia?
Members always get our best prices. Find our best Smallwood hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
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 $99 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.

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