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Brattleboro Vacation Packages

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Brattleboro Flight + Hotel Packages

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Mountain Lodge at Okemo

Mountain Lodge at Okemo

3 out of 5
Save 100% on your flight
per person
Apr 12 - Apr 19
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
Jackson Gore Village

Jackson Gore Village

3 out of 5
Save 100% on your flight
per person
Apr 2 - Apr 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.
The Shire Woodstock

The Shire Woodstock

3 out of 5
Save 100% on your flight
per person
Apr 2 - Apr 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.
Mount Snow Grand Summit Resort

Mount Snow Grand Summit Resort

3 out of 5
Save 100% on your flight
per person
Apr 2 - Apr 9
found 8 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Springfield (VSF)
Stay at this 3-star spa resort in West Dover. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Mount Snow and Ego Alley Ski Lift are located nearby.
Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery

3 out of 5
Save 100% on your flight
per person
Apr 12 - Apr 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Springfield (VSF)
Stay at this 3-star B&B in Chester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Bonnie's Bundles Dolls and DaVallia Art & Accents are located nearby.
Winterplace at Okemo

Winterplace at Okemo

4 out of 5
Save 100% on your flight
per person
Apr 12 - Apr 19
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
Okemo Mountain Lodging

Okemo Mountain Lodging

3.5 out of 5
Save 100% on your flight
per person
Apr 12 - Apr 19
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
per person
Apr 2 - Apr 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Springfield (VSF)
Book a stay at this 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 Woodstock Town Hall Theatre and Red Wagon Toy Company are located nearby.