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Brattleboro Vacation Packages

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A river with a bridge, a town, and surrounding hills.

Brattleboro
Vermont
United States of America
North America
Hotwire.com

Brattleboro Flight + Hotel Packages

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

The Covered Bridge Inn

2.5 out of 5

Price was $690, price is now $591 per person

$591

per person

Dec 26 - Dec 29

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Springfield (VSF)

Book a stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions United States Navy Seabee Bridge and Brattleboro Bowl are located nearby.

Vikings Villages Resort

2 out of 5

Price was $1,038, price is now $812 per person

$812

per person

Dec 26 - Dec 29

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Springfield (VSF)

Stay at this hotel in Brattleboro. Enjoy free WiFi, free parking, and a rooftop terrace. Our guests praise the helpful staff in our reviews. Popular attractions Sweet Pond State Park and Keets Brook Road Conservation Area are located nearby.

Deerfield Valley Inn

2 out of 5

Price was $917, price is now $747 per person

$747

per person

Dec 25 - Jan 1

found 2 hours ago

Roundtrip non-stop flight included

Orlando (MCO) to Springfield (VSF)

Stay at this B&B in West Dover. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Mount Snow and Mount Snow Golf Course are located nearby.

Grand Summit Resort, A Vail Resorts Property

3 out of 5

Price was $1,997, price is now $1,714 per person

$1,714

per person

Dec 25 - Jan 1

found 2 hours ago

Roundtrip non-stop flight included

Orlando (MCO) 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.

Mount Snow Lodging by Vail Resorts

3 out of 5

Price was $3,366, price is now $2,902 per person

$2,902

per person

Dec 25 - Jan 1

found 2 hours ago

Roundtrip non-stop flight included

Orlando (MCO) to Springfield (VSF)

Book a stay at this ski hotel in West Dover. Enjoy free WiFi, free parking, and ski-in/ski-out access. Popular attractions Mount Snow and Ego Alley Ski Lift are located nearby.

Latchis Hotel

2.5 out of 5

Price was $744, price is now $659 per person

$659

per person

Dec 26 - Dec 29

found 1 day ago

Roundtrip flight included

Atlanta (ATL) 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.

Lincoln Inn & Gallery

3 out of 5

Price was $1,625, price is now $1,460 per person

$1,460

per person

Dec 24 - Dec 31

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Springfield (VSF)

Stay at this guesthouse in Woodstock. Enjoy free WiFi, free parking, and a fireplace in the lobby. Popular attractions Union Arena Community Center and Ottaquechee River are located nearby.

The Vesper

3 out of 5

Price was $1,113, price is now $1,000 per person

$1,000

per person

Dec 17 - Dec 21

found 13 hours ago

Roundtrip non-stop flight included

Orlando (MCO) to Springfield (VSF)

Stay at this B&B in Woodstock. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Quechee Gorge Bridge and Billings Park and Trail are located nearby.

Very cute spot, good location and staff is super nice:)

Reviewed on Nov 2, 2026