Search Deals on
Brandon Vacation Packages

Build your package with 2 more options

Brandon Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

3 out of 5
Price was $950, price is now $817 per person
$817
per person
Nov 11 - Nov 18
found 17 hours ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
Stay at this resort in Brownsville. Enjoy a business center, a fireplace in the lobby, and laundry facilities. Our guests praise the helpful staff in our reviews. Popular attractions Mount Ascutney and Mt Ascutney State Park are located nearby.

The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
Price was $1,071, price is now $868 per person
$868
per person
Nov 11 - Nov 18
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) 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.

Greenbrier Inn

Greenbrier Inn

2 out of 5
Price was $1,267, price is now $1,032 per person
$1,032
per person
Nov 11 - Nov 18
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) 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 Gifford Woods State Park are located nearby.
Nice place. Rooms are large, and there is ample space in the common areas. Breakfast was simple but sufficient. My room had a small balcony.

Reviewed on Aug 3, 2026

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3 out of 5
Price was $1,129, price is now $921 per person
$921
per person
Nov 11 - Nov 18
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
Book a stay at this ski cabin in Killington. Enjoy free WiFi, free parking, and a sauna. Popular attractions Killington Resort and Skyeship Express Gondola Stage I are located nearby.
Nice area, clean and kitchen was well equipped. We used the air fryer for dinner one night.

Reviewed on Aug 15, 2026

Bentley House Bed and Breakfast

Bentley House Bed and Breakfast

2 out of 5
Price was $1,069, price is now $883 per person
$883
per person
Nov 11 - Nov 18
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
Book a stay at this golf B&B in Poultney. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Poultney Public Library and Slate Quarry Park are located nearby.

My Place Hotel-Randolph VT

My Place Hotel-Randolph VT

2 out of 5
Price was $1,394, price is now $1,157 per person
$1,157
per person
Oct 8 - Oct 12
just found
Roundtrip flight included
Atlanta (ATL) to Rutland (RUT)
Book a stay at this business-friendly hotel in Randolph Center. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Whale Dance Sculpture and Montague Golf Club are located nearby.
Very nice hotel. We would stay there again.

Reviewed on Sep 1, 2026

Castle Hill Resort And Spa

Castle Hill Resort And Spa

3.5 out of 5
Price was $1,320, price is now $1,100 per person
$1,100
per person
Nov 11 - Nov 18
found 17 hours ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
Book a stay at this luxury hotel in Cavendish. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Okemo Mountain Resort and Phineas Gage Memorial are located nearby.

Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

2.5 out of 5
Price was $1,030, price is now $895 per person
$895
per person
Oct 8 - Oct 11
found 13 hours ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
Book a stay at this business-friendly hotel in Rutland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Green Mountain Shopping Plaza and Spartan Arena are located nearby.
Very quiet, great ac. Pool was great

Reviewed on Sep 2, 2026

Brandon Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

3.5 out of 5
Price was $985, price is now $870 per person
$870
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Rutland (RUT)
My Place Hotel-Randolph VT

My Place Hotel-Randolph VT

2 out of 5
Price was $1,394, price is now $1,157 per person
$1,157
per person
Oct 8 - Oct 12
just found
Roundtrip flight included
Atlanta (ATL) to Rutland (RUT)
Castle Hill Resort And Spa

Castle Hill Resort And Spa

3.5 out of 5
Price was $1,253, price is now $1,049 per person
$1,049
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Rutland (RUT)
Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

2.5 out of 5
Price was $1,030, price is now $895 per person
$895
per person
Oct 8 - Oct 11
found 13 hours ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)

Brandon Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
Price was $1,071, price is now $868 per person
$868
per person
Nov 11 - Nov 18
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
Greenbrier Inn

Greenbrier Inn

2 out of 5
Price was $1,267, price is now $1,032 per person
$1,032
per person
Nov 11 - Nov 18
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
Ski in & out Spruce Glen Townhomes on Great Eastern Trail

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3 out of 5
Price was $1,129, price is now $921 per person
$921
per person
Nov 11 - Nov 18
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
Bentley House Bed and Breakfast

Bentley House Bed and Breakfast

2 out of 5
Price was $1,069, price is now $883 per person
$883
per person
Nov 11 - Nov 18
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)