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Rutland Vacation Packages

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Rutland Flight + Hotel Packages

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 $659, price is now $590 per person
$590
per person
Jun 15 - Jun 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.
The Quechee Inn at Marshland Farm

The Quechee Inn at Marshland Farm

3 out of 5
Price was $793, price is now $669 per person
$669
per person
Jun 15 - Jun 18
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
Book a stay at this golf hotel in Quechee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Quechee Gorge Bridge and Wilderness Trails are located nearby.
Lake Bomoseen Lodge

Lake Bomoseen Lodge

3.5 out of 5
Price was $809, price is now $687 per person
$687
per person
Jun 15 - Jun 18
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
Book a stay at this 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.
Chateau Rooms

Chateau Rooms

4.5 out of 5
Price was $917, price is now $782 per person
$782
per person
Jun 19 - Jun 22
found 1 day ago
Roundtrip flight included
New York (NYC) to Rutland (RUT)
Book a stay at this luxury guesthouse in Bolton Landing. Enjoy free WiFi, a full-service spa, and room service. Popular attractions Lake George and Adirondack Extreme Adventure Course are located nearby.
Bentley House Bed and Breakfast

Bentley House Bed and Breakfast

2 out of 5
Price was $689, price is now $597 per person
$597
per person
Jun 15 - Jun 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.
North Star Lodge and Resort

North Star Lodge and Resort

2 out of 5
Price was $694, price is now $621 per person
$621
per person
Jun 15 - Jun 18
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) 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 Killington School for Tennis are located nearby.
HIGHLANDS CASTLE overlooking Lake George.. plus 2 other Castles!

HIGHLANDS CASTLE overlooking Lake George.. plus 2 other Castles!

3 out of 5
Price was $2,509, price is now $2,267 per person
$2,267
per person
Jun 19 - Jun 22
found 1 day ago
Roundtrip flight included
New York (NYC) to Rutland (RUT)
Book a stay at this golf castle in Bolton Landing. Enjoy free WiFi, free parking, and furnished balconies or patios. Popular attractions Veterans Memorial Park Beach and Adirondack Extreme Adventure Course are located nearby.
The Vermont Inn

The Vermont Inn

3 out of 5
Price was $683, price is now $624 per person
$624
per person
Jun 15 - Jun 18
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
Book a stay at this family-friendly B&B in Rutland. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Killington Resort and Golden Express Quad are located nearby.

Rutland Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Bentley House Bed and Breakfast

Bentley House Bed and Breakfast

2 out of 5
Price was $689, price is now $597 per person
$597
per person
Jun 15 - Jun 18
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
The Quechee Inn at Marshland Farm

The Quechee Inn at Marshland Farm

3 out of 5
Price was $793, price is now $669 per person
$669
per person
Jun 15 - Jun 18
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
Lake Bomoseen Lodge

Lake Bomoseen Lodge

3.5 out of 5
Price was $809, price is now $687 per person
$687
per person
Jun 15 - Jun 18
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
Chateau Rooms

Chateau Rooms

4.5 out of 5
Price was $917, price is now $782 per person
$782
per person
Jun 19 - Jun 22
found 1 day ago
Roundtrip flight included
New York (NYC) to Rutland (RUT)

Rutland Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
North Star Lodge and Resort

North Star Lodge and Resort

2 out of 5
Price was $994, price is now $872 per person
$872
per person
Jul 1 - Jul 6
found 22 hours ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
Emrose Luxury Cabins

Emrose Luxury Cabins

2 out of 5
Price was $1,039, price is now $961 per person
$961
per person
Jul 1 - Jul 6
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 $1,097, price is now $1,019 per person
$1,019
per person
Jul 19 - Jul 25
found 18 hours ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
HIGHLANDS CASTLE overlooking Lake George.. plus 2 other Castles!

HIGHLANDS CASTLE overlooking Lake George.. plus 2 other Castles!

3 out of 5
Price was $6,464, price is now $6,072 per person
$6,072
per person
Jun 13 - Jun 20
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Rutland (RUT)

Top Flight Deals

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

JetBlue Airways
Sat, May 30 - Tue, Jun 16
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$163 Roundtrip, found 22 hours ago
$163
Roundtrip
found 22 hours ago
Select JetBlue Airways flight, departing Sat, May 30 from Logan Intl. to Rutland Southern Vermont Regional, returning Tue, Jun 16, priced at $163 found 22 hours ago
JetBlue Airways
Sun, May 24 - Tue, Jun 16
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$167 Roundtrip, found 22 hours ago
$167
Roundtrip
found 22 hours ago
Select JetBlue Airways flight, departing Sun, May 24 from Logan Intl. to Rutland Southern Vermont Regional, returning Tue, Jun 16, priced at $167 found 22 hours ago
JetBlue Airways
Fri, May 29 - Tue, Jun 16
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$178 Roundtrip, found 22 hours ago
$178
Roundtrip
found 22 hours ago
Select JetBlue Airways flight, departing Fri, May 29 from Logan Intl. to Rutland Southern Vermont Regional, returning Tue, Jun 16, priced at $178 found 22 hours ago
Cape Air
Tue, May 12 - Tue, Jun 2
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$184 Roundtrip, found 11 hours ago
$184
Roundtrip
found 11 hours ago
Select Cape Air flight, departing Tue, May 12 from Logan Intl. to Rutland Southern Vermont Regional, returning Tue, Jun 2, priced at $184 found 11 hours ago