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A wooden covered bridge with a wooden roof, surrounded by autumn-colored trees and a rocky stream.

Shrewsbury
Vermont
United States of America
North America
Hotwire.com

Shrewsbury Flight + Hotel Packages

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

Latchis Hotel

2.5 out of 5

Price was $545, price is now $441 per person

$441

per person

Jan 6 - Jan 10

found 23 hours ago

Roundtrip flight included

Orlando (MCO) to Springfield (VSF)

Stay at this hotel in Brattleboro. Enjoy free WiFi, free parking, and conference space. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Latchis Theatre and Brattleboro Museum & Art Center are located nearby.

Mountain Green Resort

4 out of 5

Price was $1,686, price is now $1,342 per person

$1,342

per person

Jan 6 - Jan 10

found 23 hours ago

Roundtrip non-stop flight included

Orlando (MCO) to Rutland (RUT)

Book a stay at this business-friendly apartment in Killington. Enjoy free WiFi, free parking, and in-room washers/dryers. Popular attractions Killington Resort and Black Dog Sports are located nearby.

I can show pictures of the unit that was very different than described. I paid extra for a Mountain View for 3 nights - and it was not Mountain View. We were in a different building at the bottom of the hill a 8 min freeezing cold and icy walk to the pool area.

Reviewed on Jan 28, 2026

The Suites at Killington Center

3.5 out of 5

Price was $1,563, price is now $1,254 per person

$1,254

per person

Jan 6 - Jan 10

found 23 hours ago

Roundtrip non-stop flight included

Orlando (MCO) to Rutland (RUT)

Stay at this condo in Killington. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Killington Resort and Killington School for Tennis are located nearby.

Grand Summit Resort, A Vail Resorts Property

3 out of 5

Price was $2,228, price is now $1,905 per person

$1,905

per person

Dec 24 - Jan 1

found 5 hours ago

Roundtrip non-stop flight included

Miami (MIA) to Springfield (VSF)

Book a stay at this spa resort in West Dover. Enjoy free WiFi, a full-service spa, and a free area shuttle. Popular attractions Mount Snow and Tumbleweed Ski Lift are located nearby.

Bentley House Bed and Breakfast

2 out of 5

Price was $587, price is now $510 per person

$510

per person

Jan 6 - Jan 10

found 23 hours 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.

Clean, comfortable, convenient. We couldn't stay for breakfast.

Reviewed on Nov 8, 2026

Lake Bomoseen Lodge

3.5 out of 5

Price was $749, price is now $654 per person

$654

per person

Jan 6 - Jan 10

found 23 hours ago

Roundtrip non-stop flight included

Orlando (MCO) 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.

Beautiful and comfortable lodge with a wonderful lake view and stunning scenery, staff was very helpfull !

Reviewed on Nov 12, 2026

Solitude Village at Okemo by Vail Resorts

4 out of 5

Price was $8,402, price is now $7,377 per person

$7,377

per person

Jan 6 - Jan 10

found 17 hours ago

Roundtrip non-stop flight included

Orlando (MCO) to Springfield (VSF)

Book a stay at this ski aparthotel in Ludlow. Enjoy free WiFi, free parking, and 2 hot tubs. Popular attractions Okemo Mountain Resort and Galaxy Bowl are located nearby.

Days Inn by Wyndham Rutland/Killington Area

2.5 out of 5

Price was $835, price is now $740 per person

$740

per person

Jan 6 - Jan 10

found 17 hours ago

Roundtrip non-stop flight included

Orlando (MCO) 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.

Spacious updated rooms. LOVE the vinyl vs. carpeted floors in the rooms, much cleaner. Breakfast needs more healthy options... low fat or fat free yogurts/milk, lower sugar options, eggs. Overall, a great overnight stay.

Reviewed on Nov 7, 2026