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

Sinclair Inn Bed and Breakfast
Price was $611, price is now $526 per person
$526
per person
Feb 3 - Feb 6
found 24 hours 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.

Vikings Villages Resort
Price was $1,054, price is now $844 per person
$844
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) 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.

The Hartness House
Price was $852, price is now $720 per person
$720
per person
Dec 31 - Jan 3
found 1 day 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.

The Shire Woodstock
Price was $938, price is now $792 per person
$792
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) 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 Quechee Gorge Bridge and Billings Park and Trail are located nearby.

Latchis Hotel
Price was $751, price is now $659 per person
$659
per person
Dec 31 - Jan 3
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.
The property was a restored authentic theatre that also had a hotel attached to it. While I can appreciate the fact that it was a historical building, I cannot get past the old, stained, grungy carpet, and the dark, creepy bathroom with exposed plumbing. The hot water took forever to come and our radiator was broken so we had no heat. Finally, the noise level outside of our room was ridiculous. Delivery trucks started at about 4:30am and the traffic was so loud! The train came through at least twice a night and the bus station was down the street. I feel that the hotel was located in a bad part of town as there was a large population of homeless people that walked around the parking lot in the back of the hotel. I felt unsafe walking to my car. If you want a restful stay somewhere, this is definitely NOT the place for you.
Reviewed on Nov 14, 2026

Solitude Village at Okemo by Vail Resorts
Save 100% on your flight
Price was $8,412, price is now $7,387 per person
$7,387
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.

Woodstock Inn & Resort
Price was $1,737, price is now $1,529 per person
$1,529
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) 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 Quechee Gorge Bridge and Middle Covered Bridge are located nearby.

Farm Road Estate
Price was $1,061, price is now $966 per person
$966
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) 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.
Missed having breakfast available, it was always a favorite part of our stay. Our room was beautiful, as always. See you next year!
Reviewed on Oct 12, 2026
Weston Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



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



Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Tue, Nov 24 - Tue, Dec 1
FLL
Fort Lauderdale - Hollywood Intl.
LEB
Lebanon Municipal
$594 Roundtrip, found 4 days ago
$594
Roundtrip
found 4 days ago

Tue, Nov 24 - Tue, Dec 1
FLL
Fort Lauderdale - Hollywood Intl.
LEB
Lebanon Municipal
$605 Roundtrip, found 4 days ago
$605
Roundtrip
found 4 days ago

Thu, Nov 19 - Sat, Dec 5
FLL
Fort Lauderdale - Hollywood Intl.
LEB
Lebanon Municipal
$624 Roundtrip, found 6 days ago
$624
Roundtrip
found 6 days ago

Tue, Nov 24 - Tue, Dec 1
FLL
Fort Lauderdale - Hollywood Intl.
LEB
Lebanon Municipal
$625 Roundtrip, found 4 days ago
$625
Roundtrip
found 4 days ago
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