Search Deals on
Gaysville 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

Gaysville
Stockbridge
Vermont
United States of America
North America
Hotwire.com

Gaysville Flight + Hotel Packages

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

Bentley House Bed and Breakfast

2 out of 5

Price was $562, price is now $491 per person

$491

per person

Aug 1 - Aug 4

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.

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

3 out of 5

Price was $709, price is now $598 per person

$598

per person

Aug 1 - Aug 4

found 1 day ago

Roundtrip flight included

Orlando (MCO) to Lebanon (LEB)

Stay at this resort in Brownsville. Enjoy a business center, a fireplace in the lobby, and laundry facilities. Our guests praise the helpful staff in our reviews. Popular attractions Mount Ascutney and Mt Ascutney State Park are located nearby.

The Mountain Inn at Killington

2.5 out of 5

Price was $627, price is now $544 per person

$544

per person

Aug 1 - Aug 4

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

2 out of 5

Price was $984, price is now $862 per person

$862

per person

Jul 1 - Jul 6

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.

My Place Hotel-Randolph VT

2 out of 5

Price was $574, price is now $510 per person

$510

per person

Aug 1 - Aug 4

found 1 day ago

Roundtrip flight included

Orlando (MCO) to Lebanon (LEB)

Book a stay at this business-friendly hotel in Randolph Center. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Whale Dance Sculpture and Montague Golf Club are located nearby.

Emrose Luxury Cabins

2 out of 5

Price was $738, price is now $663 per person

$663

per person

Aug 1 - Aug 4

found 1 day ago

Roundtrip flight included

Orlando (MCO) to Rutland (RUT)

Stay at this hotel in Brandon. Enjoy free WiFi, free parking, and 8 hot tubs. Popular attractions Otter Valley Winery and Stephen A Douglas Birthplace are located nearby.

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3 out of 5

Price was $730, price is now $670 per person

$670

per person

Aug 1 - Aug 4

found 1 day ago

Roundtrip flight included

Orlando (MCO) 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.

Lake Bomoseen Lodge

3.5 out of 5

Price was $827, price is now $761 per person

$761

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.