Rutland Vacations

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Rutland Flight + Hotel packages

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

Cortina Inn

3 out of 5
per person
Sep 20 - Sep 27
found 17 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Rutland (RUT)
Stay at this 3-star business-friendly hotel in Rutland. Enjoy free WiFi, free parking, and a free airport shuttle. Popular attractions Green Mountain Shopping Plaza and Diamond Run Mall are located nearby.

Emrose Luxury Cabins

Emrose Luxury Cabins

2 out of 5
Save 100% on your flight
per person
Sep 20 - Sep 27
found 17 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Rutland (RUT)
Stay at this hotel in Brandon. Enjoy free WiFi, free parking, and a picnic area. Popular attractions Otter Valley Winery and Stephen A Douglas Birthplace are located nearby.

The Upper Pass Lodge at Magic Mountain

The Upper Pass Lodge at Magic Mountain

2.5 out of 5
Save 100% on your flight
per person
Sep 20 - Sep 27
found 17 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Rutland (RUT)
Stay at this motel in Londonderry. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Magic Mountain Ski Resort and Lowell Lake State Park are located nearby.

Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
Save 100% on your flight
per person
Sep 20 - Sep 27
found 17 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) 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.

North Star Lodge and Resort

North Star Lodge and Resort

2 out of 5
per person
Sep 20 - Sep 27
found 17 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) 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.

Golden Stage Inn B&B

Golden Stage Inn B&B

3.5 out of 5
Save 100% on your flight
per person
Sep 20 - Sep 27
found 17 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Rutland (RUT)
Stay at this 3.5-star B&B in Cavendish. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Okemo Mountain Resort and Phineas Gage Memorial are located nearby.

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Top Hotel Deals

Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

2.5 out of 5
19 Allen St, Rutland, VT
1.48 km from city center
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 ...
Cortina Inn

Cortina Inn

3 out of 5
476 Holiday Drive, Rutland, VT
2.74 km from city center
Stay at this 3-star business-friendly hotel in Rutland. Enjoy free WiFi, free parking, and a free airport shuttle. Popular attractions Green Mountain Shopping ...
Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

2.5 out of 5
401 US-7, Located At The Junction Of Us 4 And Us 7, Rutland, VT
2.68 km from city center
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 ...
Best Western Inn & Suites Rutland-Killington

Best Western Inn & Suites Rutland-Killington

2.5 out of 5
5 Best Western Place, Rutland, VT
4.68 km from city center
Stay at this hotel in Rutland. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Hampton Inn Rutland

Hampton Inn Rutland

2.5 out of 5
47 Farrell Rd, Rutland, VT
2.65 km from city center
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 ...
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green, Woodstock, VT
37.18 km from city center
Stay at this 4.5-star luxury resort in Woodstock. Enjoy free WiFi, free valet parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
2617 Killington Rd, Killington, VT
15.74 km from city center
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 ...
The Shire Woodstock

The Shire Woodstock

3 out of 5
46 Pleasant St., Woodstock, VT
37.82 km from city center
Stay at this 3-star hotel in Woodstock. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff and the clean rooms in ...
North Star Lodge and Resort

North Star Lodge and Resort

2 out of 5
78 Weathervane Dr, Killington, VT
16.44 km from city center
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 ...
On The River Inn

On The River Inn

4 out of 5
1653 West Woodstock Road, Woodstock, VT
34.6 km from city center
Stay at this 4-star family-friendly hotel in Woodstock. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the breakfast and the helpful ...
Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

3 out of 5
485 Hotel Road, Brownsville, VT
43.91 km from city center
Stay at this 3-star resort in Brownsville. Enjoy an outdoor pool, a business center, and a fireplace in the lobby. Our guests praise the helpful staff in our ...
Brandon Inn

Brandon Inn

3 out of 5
20 Park Street, Brandon, VT
23.02 km from city center
Stay at this 3-star hotel in Brandon. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
47 Old Mill Rd, Killington, VT
15.02 km from city center
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. ...
Mountain Sports Inn

Mountain Sports Inn

2 out of 5
813 Killington Road, Killington, VT
16.09 km from city center
Stay at this hotel in Killington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
Emrose Luxury Cabins

Emrose Luxury Cabins

2 out of 5
1246 Franklin Street, Brandon, VT
21.32 km from city center
Stay at this hotel in Brandon. Enjoy free WiFi, free parking, and a picnic area. Popular attractions Otter Valley Winery and Stephen A Douglas Birthplace are ...
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

JetBlue Airways
Sat, Aug 9 - Mon, Aug 11
BOS
Logan Intl.
LEB
Lebanon Municipal
$179 Roundtrip, found 14 hours ago
$179
Roundtrip
found 14 hours ago
Select JetBlue Airways flight, departing Sat, Aug 9 from Logan Intl. to Lebanon Municipal, returning Mon, Aug 11, priced at $179 found 14 hours ago
JetBlue Airways
Mon, Aug 4 - Sat, Aug 9
BOS
Logan Intl.
LEB
Lebanon Municipal
$189 Roundtrip, found 14 hours ago
$189
Roundtrip
found 14 hours ago
Select JetBlue Airways flight, departing Mon, Aug 4 from Logan Intl. to Lebanon Municipal, returning Sat, Aug 9, priced at $189 found 14 hours ago
Cape Air
Thu, Aug 7 - Sun, Aug 10
BOS
Logan Intl.
LEB
Lebanon Municipal
$196 Roundtrip, found 14 hours ago
$196
Roundtrip
found 14 hours ago
Select Cape Air flight, departing Thu, Aug 7 from Logan Intl. to Lebanon Municipal, returning Sun, Aug 10, priced at $196 found 14 hours ago
Cape Air
Tue, Aug 5 - Wed, Aug 13
BOS
Logan Intl.
LEB
Lebanon Municipal
$196 Roundtrip, found 14 hours ago
$196
Roundtrip
found 14 hours ago
Select Cape Air flight, departing Tue, Aug 5 from Logan Intl. to Lebanon Municipal, returning Wed, Aug 13, priced at $196 found 14 hours ago