Search Deals onWestmoreland Vacation Packages
Westmoreland Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Hampton Inn Brattleboro
Price was $912, price is now $810 per person
$810
per person
Dec 27 - Jan 3
found 9 hours ago
Roundtrip flight included
Tampa (TPA) to Springfield (VSF)
Book a stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free parking, and a fitness center. 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.
Nice property. Room was nice and clean and Robert at the front desk was great.
Reviewed on Oct 10, 2026
Vikings Villages Resort
Save 100% on your flight
Price was $1,542, price is now $1,162 per person
$1,162
per person
Dec 27 - Jan 3
found 9 hours ago
Roundtrip flight included
Tampa (TPA) 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 Shattuck Brook Wildlife Management Area are located nearby.
1846 Inn and Tavern
Price was $1,461, price is now $1,139 per person
$1,139
per person
Dec 27 - Jan 3
found 9 hours ago
Roundtrip flight included
Tampa (TPA) to Springfield (VSF)
Stay at this inn in West Dover. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Mount Snow and Mount Snow Golf Course are located nearby.
Phil the Inn Keeper was a great host! Megan the waitress at the Tavern was exceptional and the food was delicious !
Reviewed on Oct 10, 2026
Latchis Hotel
Price was $1,036, price is now $812 per person
$812
per person
Dec 27 - Jan 3
found 9 hours ago
Roundtrip flight included
Tampa (TPA) 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.
For being a historic hotel this place was nice. Sound machines in the rooms to make up for being on a busy street. Fan in the room to help with circulation. Historic charm in great walkable downtown location. Parking lot was small but there is additional parking in a city lot and on the street.
Reviewed on Oct 10, 2026
Farm Road Estate
Save 100% on your flight
Price was $2,176, price is now $1,790 per person
$1,790
per person
Dec 27 - Jan 3
found 9 hours ago
Roundtrip flight included
Tampa (TPA) to Springfield (VSF)
Book a stay at this golf hotel in West Dover. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Mount Snow and Mount Snow Golf Course are located nearby.
The Shire Woodstock
Price was $1,136, price is now $965 per person
$965
per person
Dec 30 - Jan 2
found 8 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Springfield (VSF)
Stay at this 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.
Colonel Williams Inn
Price was $1,009, price is now $866 per person
$866
per person
Dec 27 - Jan 3
found 9 hours ago
Roundtrip flight included
Tampa (TPA) 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.
Very unique B&B. Please note all rooms are upstairs, a steep, narrow case. We did not take in suitcases. Our room #8 had bathroom across a hall although we were told it was only ours. So a few unexpected twists. Bed was comfortable. Only one chair in room. Breakfast was tasty with numerous items available. Remote location with beautiful fall colors surrounding.
Reviewed on Oct 9, 2026
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Price was $1,115, price is now $965 per person
$965
per person
Dec 27 - Jan 3
found 9 hours ago
Roundtrip flight included
Tampa (TPA) 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 Brattleboro Bowl and New England Center for Circus Arts are located nearby.
Westmoreland Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Westmoreland Vacation Packages 5-7 Night Stays
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