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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.
Bentley House Bed and Breakfast

Bentley House Bed and Breakfast

2 out of 5
Price was $703, price is now $589 per person
$589
per person
Jul 9 - Jul 13
found 1 day ago
Roundtrip flight included
Orlando (MCO) 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.
The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
Price was $784, price is now $662 per person
$662
per person
Jul 9 - Jul 13
found 1 day ago
Roundtrip flight included
Orlando (MCO) 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.
North Star Lodge and Resort

North Star Lodge and Resort

2 out of 5
Price was $801, price is now $679 per person
$679
per person
Jul 9 - Jul 13
found 1 day ago
Roundtrip flight included
Orlando (MCO) 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.
Align Inn Vermont

Align Inn Vermont

2.5 out of 5
Price was $851, price is now $731 per person
$731
per person
Jul 9 - Jul 13
found 1 day ago
Roundtrip flight included
Orlando (MCO) 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.
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

3.5 out of 5
Price was $790, price is now $686 per person
$686
per person
Jul 9 - Jul 13
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Rutland (RUT)
Book a stay at this 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.
The Vermont Inn

The Vermont Inn

3 out of 5
Price was $765, price is now $667 per person
$667
per person
Jul 9 - Jul 13
found 1 day ago
Roundtrip flight included
Orlando (MCO) 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.
Castle Hill Resort And Spa

Castle Hill Resort And Spa

3.5 out of 5
Price was $1,048, price is now $927 per person
$927
per person
Jul 9 - Jul 13
found 1 day ago
Roundtrip flight included
Orlando (MCO) 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.
The Putney Inn

The Putney Inn

2.5 out of 5
Price was $698, price is now $624 per person
$624
per person
Jul 9 - Jul 13
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Rutland (RUT)
Book a stay at this business-friendly motel in Putney. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Yellow Barn and Next Stage Arts 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 $703, price is now $589 per person
$589
per person
Jul 9 - Jul 13
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Rutland (RUT)
The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
Price was $784, price is now $662 per person
$662
per person
Jul 9 - Jul 13
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Rutland (RUT)
North Star Lodge and Resort

North Star Lodge and Resort

2 out of 5
Price was $801, price is now $679 per person
$679
per person
Jul 9 - Jul 13
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Rutland (RUT)
Align Inn Vermont

Align Inn Vermont

2.5 out of 5
Price was $851, price is now $731 per person
$731
per person
Jul 9 - Jul 13
found 1 day ago
Roundtrip flight included
Orlando (MCO) 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 - Sat, Jun 13
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$174 Roundtrip, found 2 days ago
$174
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Sat, May 30 from Logan Intl. to Rutland Southern Vermont Regional, returning Sat, Jun 13, priced at $174 found 2 days ago
Cape Air
Sat, May 30 - Mon, Jun 15
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$190 Roundtrip, found 2 days ago
$190
Roundtrip
found 2 days ago
Select Cape Air flight, departing Sat, May 30 from Logan Intl. to Rutland Southern Vermont Regional, returning Mon, Jun 15, priced at $190 found 2 days ago
Delta
Tue, Oct 13 - Tue, Oct 20
BWI
Baltimore Washington Intl. Thurgood Marshall
RUT
Rutland Southern Vermont Regional
$354 Roundtrip, found 3 days ago
$354
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, Oct 13 from Baltimore Washington Intl. Thurgood Marshall to Rutland Southern Vermont Regional, returning Tue, Oct 20, priced at $354 found 3 days ago
Delta
Wed, Jun 3 - Wed, Jun 3
DCA
Ronald Reagan Washington National
LEB
Lebanon Municipal
$547 Roundtrip, found 1 day ago
$547
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Jun 3 from Ronald Reagan Washington National to Lebanon Municipal, returning Wed, Jun 3, priced at $547 found 1 day ago