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Canaan Vacation Packages

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Canaan Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Hotel Vienna

Hotel Vienna

3 out of 5
Price was $813, price is now $652 per person
$652
per person
Oct 9 - Oct 12
found 1 hour ago
Roundtrip flight included
Buffalo (BUF) to Hudson (HCC)
Book a stay at this golf hotel in Windham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Windham Mountain Resort and Windham Country Club are located nearby.
We vacationed and traveled for 11 days and stayed at 10 different hotels in upstate NY. This hotel was the BEST. It was spacious, very clean, with an excellent breakfast. The host was polite, professional, and a lot of fun to visit with. We found an excellent place to wrap up with our sightseeing adventure. You will not be disappointed!!

Reviewed on Sep 7, 2026

Mountainview - Guest House by Avantstay Heated Pool + Hot Tub + Games Lake + Cannoe Near Hunter Mountain

Mountainview - Guest House by Avantstay Heated Pool + Hot Tub + Games Lake + Cannoe Near Hunter Mountain

3 out of 5
Save 100% on your flight
Price was $5,728, price is now $4,169 per person
$4,169
per person
Oct 9 - Oct 12
found 1 hour ago
Roundtrip flight included
Buffalo (BUF) to Hudson (HCC)
Stay at this cottage in Hensonville. Enjoy free parking and air conditioning. Popular attractions Windham Mountain Resort and Hunter Mountain are located nearby.

Secluded Retreat w/ Pool, Hot Tub, Fire Pit, Views Windham Mountain House

Secluded Retreat w/ Pool, Hot Tub, Fire Pit, Views Windham Mountain House

3 out of 5
Save 100% on your flight
Price was $2,350, price is now $1,725 per person
$1,725
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Hudson (HCC)
Book a stay at this business-friendly cottage in Windham. Enjoy free parking, balconies, and in-room washers/dryers. Popular attractions Windham Mountain Resort and Windham Country Club are located nearby.

Mountainview Estate - Main House by Avantstay Pool + Hot Tub + Canoe + Outdoor Dining + Game Room Near Windham Mountain

Mountainview Estate - Main House by Avantstay Pool + Hot Tub + Canoe + Outdoor Dining + Game Room Near Windham Mountain

3 out of 5
Save 100% on your flight
Price was $5,914, price is now $4,424 per person
$4,424
per person
Oct 9 - Oct 12
found 1 hour ago
Roundtrip flight included
Buffalo (BUF) to Hudson (HCC)
Stay at this cottage in Hensonville. Enjoy free parking, volleyball on site, and a pool table. Popular attractions Windham Mountain Resort and Hunter Mountain are located nearby.

Wylder Hotel Windham

Wylder Hotel Windham

3.5 out of 5
Save 100% on your flight
Price was $1,304, price is now $998 per person
$998
per person
Oct 9 - Oct 12
found 1 hour ago
Roundtrip flight included
Buffalo (BUF) to Hudson (HCC)
Stay at this hotel in Windham. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Windham Mountain Resort and Windham Country Club are located nearby.

Luxury Chalet, Firepit, Sauna, Pet Friendly, 5 mins to Windham Mtn resort

Luxury Chalet, Firepit, Sauna, Pet Friendly, 5 mins to Windham Mtn resort

3 out of 5
Save 100% on your flight
Price was $3,443, price is now $2,859 per person
$2,859
per person
Oct 9 - Oct 12
found 1 hour ago
Roundtrip flight included
Buffalo (BUF) to Hudson (HCC)
Stay at this chalet in Windham. Enjoy free WiFi, free parking, and a sauna. Popular attractions Windham Mountain Resort and Windham Country Club are located nearby.

Windham NY Escape

Windham NY Escape

3 out of 5
Price was $932, price is now $795 per person
$795
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Hudson (HCC)
Stay at this cabin in Hensonville. Enjoy free WiFi, free parking, and an in-room coffeemaker. Popular attractions Windham Mountain Resort and Windham Country Club are located nearby.
The best

Reviewed on Oct 6, 2025

The Haüs Windham

The Haüs Windham

2 out of 5
Price was $1,167, price is now $1,039 per person
$1,039
per person
Oct 9 - Oct 12
found 1 hour ago
Roundtrip flight included
Buffalo (BUF) to Hudson (HCC)
Stay at this hotel in Windham. Enjoy free WiFi, free parking, and a 24-hour fitness center. Popular attractions Windham Country Club and Windham Mountain Resort are located nearby.
Firstly I would like to say communication with the staff is extremely difficult. Constantly having to call multiple times to get to someone. For example, the code given for room wasn’t correct and communication took forever. There was no toiletries whatsoever and since communication was so hard it forced us to buy our own paper towels, towels, rags, etc. The property was nice but it was clear no housekeeping had been in there before we came. The nature was probably the only thing that made up for all the inconveniences.

Reviewed on Aug 13, 2026

Canaan Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Wylder Hotel Windham

Wylder Hotel Windham

3.5 out of 5
Save 100% on your flight
Price was $1,304, price is now $998 per person
$998
per person
Oct 9 - Oct 12
found 1 hour ago
Roundtrip flight included
Buffalo (BUF) to Hudson (HCC)
Mountainview - Guest House by Avantstay Heated Pool + Hot Tub + Games Lake + Cannoe Near Hunter Mountain

Mountainview - Guest House by Avantstay Heated Pool + Hot Tub + Games Lake + Cannoe Near Hunter Mountain

3 out of 5
Save 100% on your flight
Price was $5,728, price is now $4,169 per person
$4,169
per person
Oct 9 - Oct 12
found 1 hour ago
Roundtrip flight included
Buffalo (BUF) to Hudson (HCC)
Secluded Retreat w/ Pool, Hot Tub, Fire Pit, Views Windham Mountain House

Secluded Retreat w/ Pool, Hot Tub, Fire Pit, Views Windham Mountain House

3 out of 5
Save 100% on your flight
Price was $2,350, price is now $1,725 per person
$1,725
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Hudson (HCC)
Mountainview Estate - Main House by Avantstay Pool + Hot Tub + Canoe + Outdoor Dining + Game Room Near Windham Mountain

Mountainview Estate - Main House by Avantstay Pool + Hot Tub + Canoe + Outdoor Dining + Game Room Near Windham Mountain

3 out of 5
Save 100% on your flight
Price was $5,914, price is now $4,424 per person
$4,424
per person
Oct 9 - Oct 12
found 1 hour ago
Roundtrip flight included
Buffalo (BUF) to Hudson (HCC)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Thu, Dec 3 - Sat, Dec 12
MCO
Orlando Intl.
BDL
Bradley Intl.
$82 Roundtrip, found 1 day ago
$82
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Dec 3 from Orlando Intl. to Bradley Intl., returning Sat, Dec 12, priced at $82 found 1 day ago
Frontier Airlines
Wed, Oct 14 - Fri, Oct 23
SJU
Luis Munoz Marin Intl.
BDL
Bradley Intl.
$161 Roundtrip, found 2 days ago
$161
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Wed, Oct 14 from Luis Munoz Marin Intl. to Bradley Intl., returning Fri, Oct 23, priced at $161 found 2 days ago
Breeze Airways
Thu, Nov 12 - Mon, Nov 16
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$179 Roundtrip, found 2 days ago
$179
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Thu, Nov 12 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Mon, Nov 16, priced at $179 found 2 days ago
American Airlines
Tue, Oct 6 - Wed, Oct 14
DCA
Ronald Reagan Washington National
BDL
Bradley Intl.
$180 Roundtrip, found 11 hours ago
$180
Roundtrip
found 11 hours ago
Select American Airlines flight, departing Tue, Oct 6 from Ronald Reagan Washington National to Bradley Intl., returning Wed, Oct 14, priced at $180 found 11 hours ago