Hotels in Cragsmoor

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1. Tru by Hilton Middletown

Tru by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,007 reviews)
Modern accommodations just minutes from LEGOLAND® New York. This hotel offers complimentary English breakfast, WiFi, and parking. Energize at the 24-hour fitness center or relax on the terrace after exploring nearby Orange County Fairgrounds.
The price is $85
$101 total
includes taxes & fees
Nov 29 - Nov 30
Tru by Hilton Middletown

2. Village Motel

Village Motel
2.0 star property
Ellenville
6.8 out of 10, Good, (244 reviews)
The price is $79
$88 total
includes taxes & fees
Dec 1 - Dec 2
Village Motel

3. La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen
3.0 star property
Middletown
9.4 out of 10, Exceptional, (1,007 reviews)
Discover serene comfort near LEGOLAND® New York at this Middletown gem. The indoor pool invites morning swims, while free breakfast, parking, and WiFi enhance your stay. Explore nearby restaurants or visit Galleria at Crystal Run after a peaceful night's rest.
The price is $113
$134 total
includes taxes & fees
Dec 6 - Dec 7
La Quinta Inn & Suites by Wyndham Middletown-Goshen

4. Days Inn by Wyndham Wurtsboro

Days Inn by Wyndham Wurtsboro
2.0 star property
Wurtsboro
7.6 out of 10, Good, (692 reviews)
The price is $104
$117 total
includes taxes & fees
Nov 10 - Nov 11
Days Inn by Wyndham Wurtsboro

5. Hampton Inn Monticello

Hampton Inn Monticello
2.5 star property
Monticello
9.4 out of 10, Exceptional, (702 reviews)
This welcoming hotel offers a refreshing indoor pool and complimentary breakfast to start your day. Located within 10 minutes of Resorts World Catskills and The Kartrite Resort, guests consistently praise the helpful staff and clean rooms. Free parking rounds out your stay.
The price is $118
$134 total
includes taxes & fees
Dec 6 - Dec 7
Hampton Inn Monticello

6. Holiday Inn Express & Suites Middletown - Goshen by IHG

Holiday Inn Express & Suites Middletown - Goshen by IHG
2.5 star property
Middletown
8.8 out of 10, Excellent, (795 reviews)
Situated just minutes from LEGOLAND® New York and Galleria at Crystal Run, this hotel offers a refreshing indoor pool and fitness center. Enjoy complimentary breakfast, WiFi, and parking while the helpful staff ensures a pleasant stay in clean, business-friendly accommodations.
The price is $96
$113 total
includes taxes & fees
Dec 6 - Dec 7
Holiday Inn Express & Suites Middletown - Goshen by IHG

7. Harvest Inn

Harvest Inn
2.5 star property
Pine Bush
9.4 out of 10, Exceptional, (567 reviews)
Experience countryside charm at this Pine Bush hotel, where a seasonal outdoor pool awaits summer guests. Enjoy complimentary breakfast, WiFi, and parking while exploring nearby Brimstone Hill Winery and Angry Orchard. Clean rooms and attentive staff ensure a comfortable retreat.
The price is $167
$189 total
includes taxes & fees
Dec 1 - Dec 2
Harvest Inn

8. Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.4 out of 10, Very good, (1,003 reviews)
This quiet Middletown hotel offers a seasonal outdoor pool and free breakfast just minutes from LEGOLAND® New York. Clean rooms provide comfort after visiting the Galleria at Crystal Run mall. With free WiFi and parking, plus fitness center access, guests praise the helpful staff.
The price is $88
$103 total
includes taxes & fees
Dec 10 - Dec 11
Hampton Inn by Hilton Middletown

9. Resorts World Catskills Casino

Resorts World Catskills Casino
4.5 star property
Monticello
8.8 out of 10, Excellent, (1,297 reviews)
Immerse yourself in the Catskills at this luxurious retreat featuring a casino, 6 restaurants, and multiple bars. Enjoy deep-tissue massages at the full-service spa or take a dip in the indoor pool after a workout in the 24-hour fitness center.
The price is $170
$217 total
includes taxes & fees
Nov 10 - Nov 11
Resorts World Catskills Casino

10. Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.4 out of 10, Very good, (1,010 reviews)
Enjoy American cuisine at The Bistro or unwind at the bar after exploring nearby LEGOLAND® and Galleria at Crystal Run. This Middletown hotel offers free WiFi, free parking, and is praised for its exceptionally helpful staff.
The price is $105
$125 total
includes taxes & fees
Nov 19 - Nov 20
Courtyard by Marriott Middletown Goshen

11. Super 8 by Wyndham Middletown

Super 8 by Wyndham Middletown
2.5 star property
Middletown
6.0 out of 10, Good, (1,000 reviews)
Experience peaceful relaxation at this Middletown motel, just 15 minutes from LEGOLAND. Surrounded by restaurants and shopping, guests enjoy complimentary WiFi, free parking, and attentive 24-hour service near Galleria at Crystal Run.
The price is $71
$84 total
includes taxes & fees
Nov 22 - Nov 23
Super 8 by Wyndham Middletown

12. Americas Best Value Inn New Paltz

Americas Best Value Inn New Paltz
2.0 star property
New Paltz
9.0 out of 10, Wonderful, (1,051 reviews)
Enjoy complimentary breakfast, WiFi, and parking at this welcoming motel near Samuel Dorsky Museum of Art. Adventure awaits with hiking and mountain biking trails close by, while the fitness center offers workout options after exploring the area.
The price is $95
$106 total
includes taxes & fees
Nov 15 - Nov 16
Americas Best Value Inn New Paltz

13. Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.2 out of 10, Wonderful, (201 reviews)
Escape to this charming Victorian B&B in Montgomery, featuring a restaurant, snack bar, and serene garden terrace. Enjoy facials and complimentary breakfast before exploring nearby City Winery Hudson Valley and Orange County Farmers Museum.
The price is $114
$139 total
includes taxes & fees
Nov 10 - Nov 11
Borland House Inn

14. Best Western Monticello

Best Western Monticello
2.5 star property
Monticello
8.2 out of 10, Very good, (1,006 reviews)
Enjoy a quiet escape just 15 minutes from Resorts World Catskills. This welcoming hotel offers free breakfast, WiFi, and parking. After exploring nearby attractions, unwind with a morning swim or relax in the sauna before retiring to clean, comfortable accommodations.
The price is $105
$118 total
includes taxes & fees
Nov 16 - Nov 17
Best Western Monticello

15. Days Inn by Wyndham Liberty/Monticello

Days Inn by Wyndham Liberty/Monticello
2.0 star property
Liberty
6.8 out of 10, Good, (1,007 reviews)
Nestled in Liberty, this tranquil motel offers complimentary breakfast, WiFi, and parking. Work out at the fitness center or dine at the on-site restaurant. Grossinger Country Club and Sullivan County Golf are nearby, with helpful staff earning consistent praise from guests.
The price is $94
$106 total
includes taxes & fees
Nov 15 - Nov 16
Days Inn by Wyndham Liberty/Monticello

16. 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, (941 reviews)
Near the train station, this Montgomery hotel offers convenience with a 24-hour health club and café. Free breakfast, WiFi and parking make stays stress-free. Close to City Winery Hudson Valley and only 16 minutes from Stewart Airport.
The price is $114
$135 total
includes taxes & fees
Nov 22 - Nov 23
Holiday Inn Express & Suites Montgomery by IHG

17. 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)
Relax at this Monticello spa hotel just steps from Resorts World Catskills. Pamper yourself with deep-tissue massages and body wraps at the full-service spa. Choose from 7 restaurants and enjoy free parking while exploring nearby Concord Monster Golf Course.
The price is $130
$172 total
includes taxes & fees
Dec 6 - Dec 7
The Alder at Resorts World Catskills

18. Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen
2.5 star property
Middletown
8.8 out of 10, Excellent, (1,255 reviews)
Wake up to a complimentary breakfast before exploring nearby attractions like LEGOLAND® New York and Paramount Theatre. After sightseeing, enjoy a refreshing swim in the indoor pool or visit the 24-hour fitness center. Free WiFi and parking enhance your stay.
The price is $106
$125 total
includes taxes & fees
Dec 6 - Dec 7
Sleep Inn & Suites Middletown - Goshen

19. Microtel Inn & Suites by Wyndham Middletown

Microtel Inn & Suites by Wyndham Middletown
2.0 star property
Middletown
6.8 out of 10, Good, (1,004 reviews)
Wake up refreshed at this welcoming Middletown hotel where complimentary continental breakfast jumpstarts your day. Just a short drive from LEGOLAND® New York and Galleria at Crystal Run, enjoy free WiFi and parking while helpful staff ensure a pleasant stay.
The price is $93
$109 total
includes taxes & fees
Nov 15 - Nov 16
Microtel Inn & Suites by Wyndham Middletown

20. Super 8 by Wyndham Monticello NY

Super 8 by Wyndham Monticello NY
3.5 star property
Monticello
5.8 out of 10, (64 reviews)
This charming Monticello hotel offers room service and free amenities just minutes from the excitement of Resorts World Catskills and Monticello Casino. Travelers consistently praise the helpful staff for creating a welcoming atmosphere during their stay.
The price is $80
$91 total
includes taxes & fees
Nov 11 - Nov 12
Super 8 by Wyndham Monticello NY
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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Frequently Asked Questions

What accommodations do travelers like in Cragsmoor?

Can I book refundable hotels in Cragsmoor?

If you're looking for the flexibility to change your plans to Cragsmoor, most hotels offer refundable* rates you can book. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow down the results.

Where can I stay in Cragsmoor if I want a vacation home instead of a hotel?

You'll find 11 vacation homes on our site.

What will the weather in Cragsmoor be like during my vacation?

The warmest months in Cragsmoor are usually July and August with an average temp of 68°F. January and February are the chilliest months when the average temp is 30°F. The rainiest months are October and July.

Why should I book my Cragsmoor hotel with Hotels.com?

There are plenty of reasons to book your Cragsmoor travel with us: our free cancellations on selected hotels* gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.