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Oct 23 - Oct 25
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Oct 30 - Nov 1

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Our top choices for Town of Crawford hotels

A Holiday Inn Express & Suites building with a covered entrance, stone facade, and a parking area with a bench.

1. 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, (937 reviews)
"Good stay"
United States
Mike
$120 nightly
The price is $142
Nov 15 - Nov 16
Total with taxes and fees
Holiday Inn Express & Suites Montgomery by IHG
A neatly made bed with white linens, flanked by two bedside tables with lamps, and two framed paintings on the wall above.

2. Super 8 by Wyndham Montgomery Maybrook

Super 8 by Wyndham Montgomery Maybrook
2.5 star property
Montgomery
6.4 out of 10, (1,006 reviews)
"Super 8 is a great, clean place, and the breakfast is nice"
United States
Ahmed
$74 nightly
The price is $87
Nov 16 - Nov 17
Total with taxes and fees
Super 8 by Wyndham Montgomery Maybrook
A two-story house with a porch, a front door, and a small garden area with potted plants.

3. Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.2 out of 10, Wonderful, (195 reviews)
"Borland House was a pleasant stay. Clean, Friendly, Warm, Historic Feel, Comfortable Bri greeted us when we arrived and was extremely friendly and accommodating Bed was comfortable, room was cozy, very clean, water pressure is sufficient and the building itself gives off a warm and at home vibe. I highly recommend"
United States
Joseph
$212 nightly
The price is $250
Oct 26 - Oct 27
Total with taxes and fees
Borland House Inn
Exterior

4. Tin Brook Bed & Breakfast

Tin Brook Bed & Breakfast
3.0 star property
Walden
9.4 out of 10, Exceptional, (140 reviews)
"I stayed over the gift shop in the Strawberry Room and it was perfect!"
United States
Michael
$138 nightly
The price is $156
Oct 25 - Oct 26
Total with taxes and fees
Tin Brook Bed & Breakfast
A large white house with a porch and a gazebo.

5. Buck's Homestead B&B

Buck's Homestead B&B
2.5 star property
Montgomery
9.6 out of 10, Exceptional, (73 reviews)
"Joan is such a friendly host! The breakfasts were so good."
United States
Shaoyi
Buck's Homestead B&B
A wooden cabin with a covered deck, outdoor seating, and a fire pit.

6. Historic Cabin with Pool & Fire Pit

Historic Cabin with Pool & Fire Pit
Montgomery
9.8 out of 10, Exceptional, (6 reviews)
"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.
$187 nightly
The price is $221
Nov 3 - Nov 4
Total with taxes and fees
Historic Cabin with Pool & Fire Pit
A forested area with a table and chairs on a wooden platform.

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

Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro
Bloomingburg
9.6 out of 10, Exceptional, (5 reviews)
"Tracy was an excellent host. The Mondrian Manor was cozy and perfect for two."
United States
Brandi A.
$192 nightly
The price is $216
Oct 21 - Oct 22
Total with taxes and fees
Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro
A small wooden cabin with a sloped roof, a porch with two chairs, and a stone pathway leading to the entrance.

8. Lux OffGrid Oasis - A frame Farm + River + Animals

Lux OffGrid Oasis - A frame Farm + River + Animals
Montgomery
10.0 out of 10, Exceptional, (1 review)
"It was so cute!! The place was adorable and had everything you could want for true glamping "
United States
Lauren S.
$435 nightly
The price is $496
Oct 22 - Oct 23
Total with taxes and fees
Lux OffGrid Oasis - A frame Farm + River + Animals
A spacious living area with a polished wooden floor, a large rug, and a comfortable seating arrangement.

9. Spacious 6BR Villa - Serene Scenic Mountain Escape

Spacious 6BR Villa - Serene Scenic Mountain Escape
Bloomingburg
9.4 out of 10, Exceptional, (10 reviews)
"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
A modern kitchen with stainless steel appliances, wooden cabinets, and a marble countertop.

10. Modern Hudson Valley Apt 202 - King/Queen/Twin

Modern Hudson Valley Apt 202 - King/Queen/Twin
Montgomery
9.8 out of 10, Exceptional, (20 reviews)
"Great hosts and great location!"
United States
Shelby A.
$265 nightly
The price is $304
Oct 26 - Oct 27
Total with taxes and fees
Modern Hudson Valley Apt 202 - King/Queen/Twin
A modern kitchen with white cabinetry, a central island with stools, a built-in oven, and a stainless steel refrigerator.

11. New Farmhouse-Hot Tub, King Beds, Game Room, Pro Golf Sim & Amazing Valley View!

New Farmhouse-Hot Tub, King Beds, Game Room, Pro Golf Sim & Amazing Valley View!
Montgomery
10.0 out of 10, Exceptional, (20 reviews)
"Beautiful home, attentive hosts, and the hot tub was great!"
United States
Kyle F.
$1,291 nightly
The price is $1,481
Nov 16 - Nov 17
Total with taxes and fees
New Farmhouse-Hot Tub, King Beds, Game Room, Pro Golf Sim & Amazing Valley View!
A person ascending a stone staircase with a wooden railing, leading to a cabin with a dark exterior and a wooden deck.

13. Lux Cabin on Farm, River, Animals, Projector

Lux Cabin on Farm, River, Animals, Projector
Montgomery
$483 nightly
The price is $552
Oct 28 - Oct 29
Total with taxes and fees
Lux Cabin on Farm, River, Animals, Projector
Outdoor dining

14. Private Home with Pool & Jacuzzi in the Hudson Valley

Private Home with Pool & Jacuzzi in the Hudson Valley
Montgomery
10.0 out of 10, Exceptional, (10 reviews)
"The property was great for our trip as two families with 3 dogs and 3 toddlers. It was well equipped and family friendly. There was plenty of space for everyone and we had the best time! "
United States
Conika M.
Private Home with Pool & Jacuzzi in the Hudson Valley
A modern kitchen with white cabinets, stainless steel appliances, and wooden flooring.

15. Luxury 3BR with King Beds in Montgomery Village

Luxury 3BR with King Beds in Montgomery Village
Montgomery
10.0 out of 10, Exceptional, (5 reviews)
"Excellent location! Very clean and the hosts were quick to respond to communication. We would definitely stay here again. "
United States
Barbara M.
$491 nightly
The price is $502
Oct 21 - Oct 22
Total with taxes and fees
Luxury 3BR with King Beds in Montgomery Village
A spacious living room with a sofa, armchairs, and a coffee table. A kitchen with modern appliances is visible in the background.

16. 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, (6 reviews)
"Wonderful stay. Responded quickly to any issues even if it was a tiny one. Would absolutely stay here again. "
United States
Richard D.
$290 nightly
The price is $333
Oct 21 - Oct 22
Total with taxes and fees
Luxury New 1BR 950 sq ft apartment. Sleeps 4. Stocked Kitchen, 2 Tvs, Parking.
A bedroom with a large bed, bedside tables, a nightstand, and artwork on the wall.

17. Modern Home, 5BR, 4.5 bath, King Beds, 2 Kitchens

Modern Home, 5BR, 4.5 bath, King Beds, 2 Kitchens
Montgomery
$837 nightly
The price is $849
Oct 22 - Oct 23
Total with taxes and fees
Modern Home, 5BR, 4.5 bath, King Beds, 2 Kitchens
A dining area with a wooden table and chairs, a painting on the wall, and a kitchen with white cabinets.

18. Montgomery Village Center King Bed Ground Floor

Montgomery Village Center King Bed Ground Floor
Montgomery
$378 nightly
The price is $385
Oct 22 - Oct 23
Total with taxes and fees
Montgomery Village Center King Bed Ground Floor
A cozy log cabin interior with a stone fireplace, wooden walls, a stone wall with a wreath, a sofa, and a dining area.

19. 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
A modern kitchen with stainless steel appliances, light wood cabinets, and a central island with stools.

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

Serene Hudson Valley Escape in Historic Montgomery with Hottub,Pool,King Suite
Montgomery
10.0 out of 10, Exceptional, (5 reviews)
"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
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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Hotels recommended for families in Town of Crawford

A spacious hotel lobby with wooden beams, a central bar area, and seating arrangements.

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.4 out of 10, Very good, (1,000)
$80 nightly
The price is $94
Nov 18 - Nov 19
Total with taxes and fees
Hampton Inn by Hilton Middletown
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Top Town of Crawford Hotel Reviews

The Heartwood

The Heartwood

10/10 Excellent
"I had an absolutely amazing stay at this hotel! From the moment I arrived, the staff was welcoming, professional, and attentive to every detail. The hotel was beautiful, clean, and well-maintained, and my room was comfortable, spacious, and spotless. The atmosphere was relaxing, and the service exceeded my expectations. Every aspect of my stay made me feel valued and taken care of. The staff went above and beyond to ensure a wonderful experience, and I truly appreciated their hospitality. I would highly recommend this hotel to anyone looking for a comfortable, enjoyable, and memorable stay. I would definitely stay here again!"
Jada 1-night trip
Posted 3 hours ago
The Heartwood

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