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Orwell 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 $602, price is now $495 per person
$495
per person
May 21 - May 25
found 1 day ago
Roundtrip 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.
Lake Bomoseen Lodge

Lake Bomoseen Lodge

3.5 out of 5
Price was $783, price is now $629 per person
$629
per person
May 21 - May 25
found 1 day ago
Roundtrip 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.
Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

2.5 out of 5
Price was $643, price is now $519 per person
$519
per person
May 21 - May 25
found 1 day ago
Roundtrip 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 breakfast and the helpful staff in our reviews. Popular attractions Vermont State Fairgrounds and Green Mountain Shopping Plaza are located nearby.
Align Inn Vermont

Align Inn Vermont

2.5 out of 5
Price was $620, price is now $513 per person
$513
per person
May 21 - May 25
found 1 day ago
Roundtrip flight included
New York (NYC) to Rutland (RUT)
Book a stay at this business-friendly hotel in Quechee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Quechee Gorge Bridge and Quechee Gorge Village are located nearby.
North Star Lodge and Resort

North Star Lodge and Resort

2 out of 5
Price was $632, price is now $523 per person
$523
per person
May 21 - May 25
found 1 day ago
Roundtrip 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.
Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

2.5 out of 5
Price was $618, price is now $513 per person
$513
per person
May 21 - May 25
found 1 day ago
Roundtrip 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.
The Vermont Inn

The Vermont Inn

3 out of 5
Price was $637, price is now $533 per person
$533
per person
May 21 - May 25
found 1 day ago
Roundtrip 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.
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 $731, price is now $642 per person
$642
per person
May 21 - May 25
found 1 day ago
Roundtrip 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.

Orwell Vacation Packages 3-4 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 $602, price is now $495 per person
$495
per person
May 21 - May 25
found 1 day ago
Roundtrip flight included
New York (NYC) to Rutland (RUT)
Lake Bomoseen Lodge

Lake Bomoseen Lodge

3.5 out of 5
Price was $783, price is now $629 per person
$629
per person
May 21 - May 25
found 1 day ago
Roundtrip flight included
New York (NYC) to Rutland (RUT)
Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

2.5 out of 5
Price was $643, price is now $519 per person
$519
per person
May 21 - May 25
found 1 day ago
Roundtrip flight included
New York (NYC) to Rutland (RUT)
Align Inn Vermont

Align Inn Vermont

2.5 out of 5
Price was $620, price is now $513 per person
$513
per person
May 21 - May 25
found 1 day ago
Roundtrip flight included
New York (NYC) to Rutland (RUT)

Orwell Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Cortina Inn

Cortina Inn

3 out of 5
Price was $1,253, price is now $1,221 per person
$1,221
per person
Jun 13 - Jun 20
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 $6,285, price is now $5,779 per person
$5,779
per person
Jun 13 - Jun 20
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Rutland (RUT)
The Vermont Inn

The Vermont Inn

3 out of 5
Price was $1,485, price is now $1,398 per person
$1,398
per person
Jun 13 - Jun 20
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Rutland (RUT)
Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

2.5 out of 5
Price was $1,399, price is now $1,382 per person
$1,382
per person
Jun 13 - Jun 20
found 1 day ago
Roundtrip 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, Apr 18 - Mon, Apr 27
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$183 Roundtrip, found 1 day ago
$183
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sat, Apr 18 from Logan Intl. to Rutland Southern Vermont Regional, returning Mon, Apr 27, priced at $183 found 1 day ago
JetBlue Airways
Sat, Apr 25 - Thu, Apr 30
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$183 Roundtrip, found 2 days ago
$183
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Sat, Apr 25 from Logan Intl. to Rutland Southern Vermont Regional, returning Thu, Apr 30, priced at $183 found 2 days ago
JetBlue Airways
Sat, Apr 18 - Mon, Apr 27
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$189 Roundtrip, found 1 day ago
$189
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sat, Apr 18 from Logan Intl. to Rutland Southern Vermont Regional, returning Mon, Apr 27, priced at $189 found 1 day ago
Cape Air
Mon, May 4 - Mon, May 18
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$200 Roundtrip, found 5 hours ago
$200
Roundtrip
found 5 hours ago
Select Cape Air flight, departing Mon, May 4 from Logan Intl. to Rutland Southern Vermont Regional, returning Mon, May 18, priced at $200 found 5 hours ago