Search Deals on
Bolton Landing Vacation Packages

Build your package with 2 more options

Leaving from

Going to

Departing

Returning

Travelers

Room 1

Adults

ChildrenAges 2 to 17

InfantsYounger than 2

Add specific hotel dates

An aerial view of a small island with dense forests, a large white mansion, and a dock with boats.

Bolton Landing
New York
United States of America
North America
Hotwire.com

Bolton Landing Flight + Hotel Packages

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

The Putney Inn

2.5 out of 5

Price was $1,234, price is now $1,160 per person

$1,160

per person

Sep 24 - Sep 28

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) 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.

Clean room, staff, breakfast, and parking were great!

Reviewed on Aug 16, 2026

The Mountain Inn at Killington

2.5 out of 5

Price was $1,567, price is now $1,416 per person

$1,416

per person

Sep 24 - Sep 28

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) 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.

there are some hidden charges

Reviewed on Aug 16, 2026

Greenbrier Inn

2 out of 5

Price was $1,352, price is now $1,221 per person

$1,221

per person

Sep 24 - Sep 28

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) 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

North Star Lodge and Resort

2 out of 5

Price was $1,471, price is now $1,401 per person

$1,401

per person

Sep 24 - Sep 28

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) 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.

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3 out of 5

Price was $1,470, price is now $1,407 per person

$1,407

per person

Sep 24 - Sep 28

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) 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

Emrose Luxury Cabins

2 out of 5

Price was $1,334, price is now $1,279 per person

$1,279

per person

Sep 24 - Sep 28

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Rutland (RUT)

Book a stay at this family-friendly hotel in Brandon. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Otter Valley Winery and Stephen A Douglas Birthplace are located nearby.

Fall Line Condos by Killington VR - 3 Bedrooms

3.5 out of 5

Price was $2,725, price is now $2,693 per person

$2,693

per person

Sep 24 - Sep 28

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Rutland (RUT)

Stay at this condo in Killington. Enjoy free WiFi, a sauna, and cable/satellite TV service. Popular attractions Killington Resort and Killington Golf Course are located nearby.

Forest Mountain Escape: Beautiful Mountaintop Escape In Mendon, Vt. 20 Min To Killington/14 To Pico. 4 Bedroom Home

3 out of 5

Price was $2,790, price is now $2,757 per person

$2,757

per person

Sep 24 - Sep 28

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Rutland (RUT)

Book a stay at this golf vacation home in Rutland. Enjoy free WiFi, a garden, and cable/satellite TV service. Popular attractions McLaughlin Falls and Green Mountain Rock Climbing Center are located nearby.