Search Deals onBolton Landing Vacation Packages
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Bolton Landing Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Lake Bomoseen Lodge
Price was $383, price is now $336 per person
$336
per person
Nov 7 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Rutland (RUT)
Stay at this 3.5-star beach lodge in Bomoseen. Enjoy free parking, an outdoor pool, and a private beach. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Prospect Bay Country Club and Lake Bomoseen are located nearby.

Killington Mountain Lodge, Tapestry Collection by Hilton
Price was $436, price is now $366 per person
$366
per person
Nov 7 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Rutland (RUT)
Stay at this 3.5-star ski hotel in Killington. Enjoy free WiFi, a free ski shuttle, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Killington Resort and Black Dog Sports are located nearby.

Pointe at Castle Hill Resort
Price was $654, price is now $571 per person
$571
per person
Nov 7 - Nov 10
found 17 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Rutland (RUT)
Stay at this 3.5-star spa hotel in Cavendish. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Okemo Mountain Resort and Phineas Gage Memorial are located nearby.

North Star Lodge and Resort
Price was $596, price is now $523 per person
$523
per person
Nov 7 - Nov 10
found 17 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Rutland (RUT)
Book a stay at this family-friendly hotel in Killington. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Killington Resort and Fire Tower are located nearby.

Emrose Luxury Cabins
Price was $762, price is now $669 per person
$669
per person
Nov 7 - Nov 10
found 17 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Rutland (RUT)
Stay at this hotel in Brandon. Enjoy free WiFi, free parking, and 8 hot tubs. Popular attractions Otter Valley Winery and Stephen A Douglas Birthplace are located nearby.

Rent An Inn! Takeover The Birch Ridge W/ Your Group. Mountain Lodge: 11 Rooms, Bar, Fireplace. 28ppl 11 Bedroom Home
Save 100% on your flight
Price was $5,513, price is now $4,876 per person
$4,876
per person
Nov 7 - Nov 10
found 22 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Rutland (RUT)
Stay at this lodge in Killington. Enjoy free WiFi. Popular attractions Killington Resort and Black Dog Sports are located nearby.

Greenbrier Inn
Price was $714, price is now $634 per person
$634
per person
Nov 7 - Nov 10
found 17 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Rutland (RUT)
Stay at this hotel in Killington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Killington Resort and Fire Tower are located nearby.

The Mountain Inn at Killington
Price was $638, price is now $568 per person
$568
per person
Nov 7 - Nov 10
found 17 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Rutland (RUT)
Book a stay at this ski hotel in Killington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Killington Resort and Black Dog Sports are located nearby.
Bolton Landing Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Bolton Landing Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.



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