Search Deals onWalpole Vacation Packages
Walpole Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Sinclair Inn Bed and Breakfast
Price was $607, price is now $532 per person
$532
per person
Jan 20 - Jan 23
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Springfield (VSF)
Stay at this 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 Hartness House
Price was $852, price is now $720 per person
$720
per person
Dec 31 - Jan 3
found 14 hours ago
Roundtrip flight included
Atlanta (ATL) to Springfield (VSF)
Stay at this hotel in Springfield. Enjoy free WiFi, free parking, and housekeeping. Popular attractions Muckross State Park and Eureka Schoolhouse are located nearby.

Latchis Hotel
Price was $751, price is now $659 per person
$659
per person
Dec 31 - Jan 3
found 14 hours 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.

Solitude Village at Okemo by Vail Resorts
Price was $8,402, price is now $7,377 per person
$7,377
per person
Jan 6 - Jan 10
found 1 day 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.

Colonel Williams Inn
Price was $778, price is now $711 per person
$711
per person
Dec 31 - Jan 3
found 14 hours ago
Roundtrip flight included
Atlanta (ATL) to Springfield (VSF)
Stay at this B&B in Brattleboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Southern Vermont Natural History Museum and Hogback Mountain Conservation Area are located nearby.
Excellent and comfortable place to stay in beautiful location. Welcoming owners. Delicious home cooked breakfast. Recommended
Reviewed on Oct 23, 2026

Mountain Lodge at Okemo, A Vail Resorts Property
Price was $1,135, price is now $1,041 per person
$1,041
per person
Jan 6 - Jan 10
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Springfield (VSF)
Book a stay at this ski hotel in Ludlow. Enjoy free WiFi, free parking, and a free area shuttle. Popular attractions Okemo Mountain Resort and Skywalker Carpet are located nearby.

The Covered Bridge Inn
Price was $662, price is now $608 per person
$608
per person
Dec 31 - Jan 3
found 14 hours 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.

Jackson Gore Village, A Vail Resorts Property
Price was $1,339, price is now $1,245 per person
$1,245
per person
Jan 6 - Jan 10
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Springfield (VSF)
Book a stay at this ski hotel in Ludlow. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Okemo Mountain Resort and Timber Ripper Mountain Coaster are located nearby.
Walpole Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Walpole Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.



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