Search Deals on
Brattleboro 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

We were pretty impressed with this. Never seen a frozen body of water strong enough for all of this activity!

Photo by Shirley Rhodes

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 Shire Woodstock

3 out of 5

Price was $697, price is now $603 per person

$603

per person

Dec 8 - Dec 11

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Springfield (VSF)

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 our reviews. Popular attractions Billings Park and Trail and Red Wagon Toy Company are located nearby.

Sinclair Inn Bed and Breakfast

4 out of 5

Price was $741, price is now $667 per person

$667

per person

Dec 12 - Dec 16

found 10 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Springfield (VSF)

Stay at this 4-star B&B in Jericho. Enjoy free breakfast, free WiFi, and in-room massages. Our guests praise the breakfast in our reviews. Popular attractions Veterans' Park and Mills Riverside Park are located nearby.

The Vesper

3 out of 5

Price was $729, price is now $662 per person

$662

per person

Dec 8 - Dec 11

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Springfield (VSF)

Stay at this 3-star B&B in Woodstock. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Billings Park and Trail and Dana House Museum are located nearby.

Winterplace at Okemo

4 out of 5

Price was $1,014, price is now $945 per person

$945

per person

Dec 8 - Dec 11

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Springfield (VSF)

Stay at this 4-star ski aparthotel in Ludlow. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Okemo Mountain Resort and Snow Stars Carpet are located nearby.

Woodstock Inn & Resort

4.5 out of 5

Price was $970, price is now $906 per person

$906

per person

Dec 8 - Dec 11

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Springfield (VSF)

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. Popular attractions Middle Covered Bridge and Woodstock Town Hall Theatre are located nearby.

Okemo Mountain Lodging

3.5 out of 5

Price was $854, price is now $803 per person

$803

per person

Dec 8 - Dec 11

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Springfield (VSF)

Stay at this 3.5-star vacation home in Ludlow. Enjoy free parking, daily housekeeping, and laundry facilities. Popular attractions Okemo Mountain Resort and Skywalker Carpet are located nearby.

Jackson Gore Village

3 out of 5

Price was $881, price is now $829 per person

$829

per person

Dec 8 - Dec 11

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Springfield (VSF)

Stay at this 3-star spa hotel in Ludlow. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Okemo Mountain Resort and Jackson Gore Parking are located nearby.

Mountain Lodge at Okemo

3 out of 5

Price was $810, price is now $764 per person

$764

per person

Dec 8 - Dec 11

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Springfield (VSF)

Stay at this 3-star ski hotel in Ludlow. Enjoy free WiFi, free parking, and a free area shuttle. Popular attractions Okemo Mountain Resort and Snow Stars Carpet are located nearby.