Search Deals onHobart Vacation Packages
Hobart Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Wylder Hotel Windham
Price was $1,039, price is now $866 per person
$866
per person
Oct 30 - Nov 3
found 12 hours ago
Roundtrip flight included
Grand Rapids (GRR) 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.
Mountainview - Guest House by Avantstay Heated Pool + Hot Tub + Games Lake + Cannoe Near Hunter Mountain
Save 100% on your flight
Price was $4,967, price is now $3,482 per person
$3,482
per person
Oct 23 - Oct 26
found 13 hours ago
Roundtrip non-stop flight included
San Juan (SJU) 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.
Mountainview Estate - Main House by Avantstay Pool + Hot Tub + Canoe + Outdoor Dining + Game Room Near Windham Mountain
Save 100% on your flight
Price was $5,133, price is now $3,680 per person
$3,680
per person
Oct 23 - Oct 26
found 13 hours ago
Roundtrip non-stop flight included
San Juan (SJU) 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.
Secluded Retreat w/ Pool, Hot Tub, Fire Pit, Views Windham Mountain House
Save 100% on your flight
Price was $2,256, price is now $1,671 per person
$1,671
per person
Oct 23 - Oct 26
found 13 hours ago
Roundtrip non-stop flight included
San Juan (SJU) 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 Country Club and Windham Vineyards and Winery are located nearby.
Eastwind Windham
Price was $1,104, price is now $991 per person
$991
per person
Oct 30 - Nov 3
found 12 hours ago
Roundtrip flight included
Grand Rapids (GRR) to Hudson (HCC)
Book a stay at this golf hotel in Windham. Enjoy free WiFi, free parking, and 2 bars/lounges. Popular attractions Windham Mountain Resort and Windham Country Club are located nearby.
The Haüs Windham
Price was $1,160, price is now $1,064 per person
$1,064
per person
Oct 30 - Nov 3
found 12 hours ago
Roundtrip flight included
Grand Rapids (GRR) 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
Windham NY Escape
Price was $928, price is now $872 per person
$872
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Miami (MIA) 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
Hobart Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Mountainview Estate - Main House by Avantstay Pool + Hot Tub + Canoe + Outdoor Dining + Game Room Near Windham Mountain
Save 100% on your flight
Price was $5,133, price is now $3,680 per person
$3,680
per person
Oct 23 - Oct 26
found 13 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Hudson (HCC)
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Thu, Oct 1 - Thu, Oct 15
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Fort Lauderdale - Hollywood Intl.
SWF
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$126 Roundtrip, found 2 days ago
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ALB
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$151 Roundtrip, found 14 hours ago
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$160 Roundtrip, found 4 days ago
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Sun, Nov 1 - Thu, Nov 5
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$193 Roundtrip, found 6 days ago
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