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Our top choices for Town of Crawford hotels

Super 8 by Wyndham Montgomery Maybrook

Super 8 by Wyndham Montgomery Maybrook
2.5 star property
Montgomery
6.4 out of 10, (1009)
"Nice place"
United States
Jason
$80 nightly
The price is $90
Jan 1 - Jan 2, 2026
Total with taxes and fees
Super 8 by Wyndham Montgomery Maybrook

Holiday Inn Express & Suites Montgomery by IHG

Holiday Inn Express & Suites Montgomery by IHG
2.5 star property
Montgomery
8.8 out of 10, Excellent, (796)
"Good stay"
United States
Fatima
$90 nightly
The price is $102
Jan 4 - Jan 5, 2026
Total with taxes and fees
Holiday Inn Express & Suites Montgomery by IHG

Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.2 out of 10, Wonderful, (144)
"Had a great stay at the the Borland House Inn a historical setting in a cute town with wonderful staff and a delicious breakfast"
United States
Deborah
$114 nightly
The price is $129
Dec 22 - Dec 23
Total with taxes and fees
Borland House Inn

Cozy Cabin Gateway I 1.5 Acres w. Pool & Firepit

Cozy Cabin Gateway I 1.5 Acres w. Pool & Firepit
Montgomery
10.0 out of 10, Exceptional, (2)
"This little cabin was exactly what we needed for our stay in NY. It looks just as described, was clean, and the location was perfect for all of the places we wanted to visit. Overall it was very cozy and relaxing and we can't wait to stay again! "
United States
Sarah A.
$173 nightly
The price is $196
Dec 19 - Dec 20
Total with taxes and fees
Cozy Cabin Gateway I 1.5 Acres w. Pool & Firepit

Buck's Homestead B&B

Buck's Homestead B&B
2.5 star property
Montgomery
9.6 out of 10, Exceptional, (66)
"Very comfortable stay"
United States
Joseph P
Buck's Homestead B&B

Luxury New 1BR 950 sq ft apartment. Sleeps 4. Stocked Kitchen, 2 Tvs, Parking.

Luxury New 1BR 950 sq ft apartment. Sleeps 4. Stocked Kitchen, 2 Tvs, Parking.
Montgomery
10.0 out of 10, Exceptional, (2)
"Spacey, clean, best location"
United States
Assaf B.
$250 nightly
The price is $285
Jan 12 - Jan 13, 2026
Total with taxes and fees
Luxury New 1BR 950 sq ft apartment. Sleeps 4. Stocked Kitchen, 2 Tvs, Parking.

Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro

Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro
Bloomingburg
10.0 out of 10, Exceptional, (1)
"The place was as described, quaint, clean, no issues with communication or check in"
United States
Stephen H.
$190 nightly
The price is $214
Dec 19 - Dec 20
Total with taxes and fees
Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro

Modern Hudson Valley Apt 202 - King/Queen/Twin

Modern Hudson Valley Apt 202 - King/Queen/Twin
Montgomery
9.8 out of 10, Exceptional, (15)
"So clean and spacious! Everything was great "
United States
Dorene W.
$237 nightly
The price is $270
Dec 21 - Dec 22
Total with taxes and fees
Modern Hudson Valley Apt 202 - King/Queen/Twin

3-bedroom cabin in peaceful Bloomingburg with WiFi, AC

3-bedroom cabin in peaceful Bloomingburg with WiFi, AC
Bloomingburg
8.0 out of 10, Very Good, (1)
"Opfyldte alle vores behov for en hyggelig uge sammen som familie. Fungerede også fint som udgangspunkt til vores udflugter til Wallkill, Patterson, Tuxedo, Warwick og New York."
Denmark
Arne Mikael M.
3-bedroom cabin in peaceful Bloomingburg with WiFi, AC

Rustic Modern Cabin w Hot Tub 1 5 hrs From NYC

Rustic Modern Cabin w Hot Tub 1 5 hrs From NYC
2.0 star property
Montgomery
Rustic Modern Cabin w Hot Tub 1 5 hrs From NYC

Hudson Valley Charming Cozy Farmhouse

Hudson Valley Charming Cozy Farmhouse
Walden
9.8 out of 10, Exceptional, (6)
"We were in town for a family wedding. Everything at the farmhouse was perfect. We had one little problem and Steve took care of it immediately. Everything was clean. Beds were comfortable and the kitchen was stocked with everything we needed to fix any meals we wanted.We especially enjoyed coffee on the porch in the morning and a glass of wine in the evening. Everything was pleasant and we would stay there again."
United States
Lois B.
Hudson Valley Charming Cozy Farmhouse

New Farmhouse-Hot Tub, King Beds, Game Room & View

New Farmhouse-Hot Tub, King Beds, Game Room & View
Montgomery
10.0 out of 10, Exceptional, (15)
"We loved our stay here! The property is gorgeous and the hosts were helpful and communicative. The house was clean and had everything we needed."
United States
Emily B.
$1,115 nightly
The price is $1,272
Jan 15 - Jan 16, 2026
Total with taxes and fees
New Farmhouse-Hot Tub, King Beds, Game Room & View

The Perfect up to date Private Getaway to call home for a while

The Perfect up to date Private Getaway to call home for a while
Bloomingburg
8.6 out of 10, Excellent, (4)
"This property and listing was perfect for our men's retreat weekend getaway. We gathered together and enjoyed being able to spread out in the spacious home. It was very close to a local park with a pool, basketball court, and open field. We also enjoyed grilling on the patio and using the fire-pit to roast s'mores in the evening. The driveway had plenty of parking. The pool on the property was unusable but the backyard was perfect for us to play football and have outdoor activities. We...
United States
Marcellius H.
The Perfect up to date Private Getaway to call home for a while

Serene and modern Woodland Retreat, Hudson Valley & Catskills

Serene and modern Woodland Retreat, Hudson Valley & Catskills
Montgomery
10.0 out of 10, Exceptional, (4)
"It was just right for visiting our family and friends in a very comfortable, clean and roomy space."
United States
Heather P.
Serene and modern Woodland Retreat, Hudson Valley & Catskills

Serene Hudson Valley Escape in Historic Montgomery with Hottub,Pool,King Suite

Serene Hudson Valley Escape in Historic Montgomery with Hottub,Pool,King Suite
2.0 star property
Montgomery
10.0 out of 10, Exceptional, (3)
"Everything was clean and in good working condition. We were all very pleased and enjoyed our stay"
United States
Steve S.
Serene Hudson Valley Escape in Historic Montgomery with Hottub,Pool,King Suite

Cozy Lakeside Retreat

Cozy Lakeside Retreat
Walden
9.0 out of 10, Wonderful, (2)
"This place was just what we needed. On a small lake (nieghbor hood), but still felt secluded because of large yard and dock to lake. Fireplace was amazing, but baseline heat was set too high and thermostat didn’t seemed to work well (too warm). Kitchen worked well, but was hard to find everything (large plates), so directions or labels would be nice. Overall super cute old school cabin feel with some modern updates. The owner was super nice and checked in and responsive!"
United States
Rachel K.
Cozy Lakeside Retreat

Spacious 6BR Villa - Serene Scenic Mountain Escape

Spacious 6BR Villa - Serene Scenic Mountain Escape
Bloomingburg
9.2 out of 10, Wonderful, (5)
"The house was fantastic as was the host. Our group had an amazing weekend together and I highly recommend"
United States
Jordyn R.
Spacious 6BR Villa - Serene Scenic Mountain Escape

NEW! Hudson Valley 1830s Farmhouse: Pool, Tennis Court & 14 private acres!

NEW! Hudson Valley 1830s Farmhouse: Pool, Tennis Court & 14 private acres!
Montgomery
10.0 out of 10, Exceptional, (1)
"We stayed as a family of four with two young children for 3 nights to visit family in the area. This house and property are truly special. There’s room to roam, swing set, pond, tennis court, beautiful barn. We loved every single second. The home is a renovated farmhouse with original floors that are just gorgeous. Everything was very clean. Kitchen was well stocked. Beds were comfy. Property manager responsive almost immediately with any questions. Baby gates by stairs were so helpful...
United States
Tarin R.
NEW! Hudson Valley 1830s Farmhouse: Pool, Tennis Court & 14 private acres!

Mountain Creek

Mountain Creek
3.0 star property
Vernon
8.2 out of 10, Very Good, (649)
"Glad i stay very nice hotel"
United States
David
$264 nightly
The price is $302
Dec 20 - Dec 21
Total with taxes and fees
Mountain Creek

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen
2.5 star property
Middletown
8.6 out of 10, Excellent, (1000)
"Love this hotel "
United States
Jennifer
$97 nightly
The price is $115
Jan 11 - Jan 12, 2026
Total with taxes and fees
Sleep Inn & Suites Middletown - Goshen
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 Town of Crawford Hotel Reviews

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