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

Latchis Hotel
Price was $595, price is now $511 per person
$511
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip flight included
Charlotte (CLT) 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.

Inn At Mount Snow
Price was $2,937, price is now $2,256 per person
$2,256
per person
Dec 25 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Springfield (VSF)
Book a stay at this ski hotel in West Dover. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Mount Snow and Snow Lake are located nearby.

Vikings Villages Resort
Price was $1,348, price is now $1,039 per person
$1,039
per person
Dec 21 - Dec 26
found 10 hours ago
Roundtrip non-stop flight included
Orlando (MCO) 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.
Had the pleasure of meeting Christina (the owner). She was incredibly hospitable and kind. She gave us a little history of the sheep on the property.
The cottage and village are beautiful. The attention to details of the decor was amazing. Quiet place, beautiful scenery, wonderful staff, clean, comfy cottage. I hope to return in the near future.
Reviewed on Nov 6, 2026

Deerfield Valley Inn
Price was $917, price is now $747 per person
$747
per person
Dec 25 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Springfield (VSF)
Stay at this B&B in West Dover. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Mount Snow and Mount Snow Golf Course are located nearby.

Hideaway Inn Mt. Snow
Price was $1,644, price is now $1,343 per person
$1,343
per person
Dec 25 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Springfield (VSF)
Book a stay at this ski hotel in West Dover. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Mount Snow and Heavy Metal Ski Lift are located nearby.
The room was small and simple, but nicely decorated, including a record player with a vinyl album (cover, at least; didn't check for actual vinyl). The room was warm and the place was quiet when I stayed, which was off-season. I've been pulling into the parking lot of this place for five years now (MOOver), so staying there was interesting for me. I stayed there during a HAZMAT spill that closed Woodford Mtn for a couple days.
Of special note, this is the ONLY hotel I've ever stayed at that had a sleep/sound machine in the room. I ALWAYS take one with me when traveling, but this was a last minute decision, so I would've had to pull up something on my phone, but there was a nice sound machine on the nightstand and I used it. Those are so helpful when staying in hotels/inns.
Reviewed on Nov 5, 2026

The Shire Woodstock
Price was $1,696, price is now $1,403 per person
$1,403
per person
Dec 17 - Dec 21
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) 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.

Grand Summit Resort, A Vail Resorts Property
Price was $1,997, price is now $1,714 per person
$1,714
per person
Dec 25 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Springfield (VSF)
Book a stay at this spa resort in West Dover. Enjoy free WiFi, a full-service spa, and a free area shuttle. Popular attractions Mount Snow and Tumbleweed Ski Lift are located nearby.

Mount Snow Lodging by Vail Resorts
Price was $3,366, price is now $2,902 per person
$2,902
per person
Dec 25 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Springfield (VSF)
Book a stay at this ski hotel in West Dover. Enjoy free WiFi, free parking, and ski-in/ski-out access. Popular attractions Mount Snow and Ego Alley Ski Lift are located nearby.
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.

Thu, Nov 19 - Sat, Dec 5
FLL
Fort Lauderdale - Hollywood Intl.
LEB
Lebanon Municipal
$565 Roundtrip, found 1 day ago
$565
Roundtrip
found 1 day ago

Thu, Nov 19 - Sat, Dec 5
FLL
Fort Lauderdale - Hollywood Intl.
LEB
Lebanon Municipal
$570 Roundtrip, found 1 day ago
$570
Roundtrip
found 1 day ago

Thu, Nov 19 - Tue, Dec 1
FLL
Fort Lauderdale - Hollywood Intl.
LEB
Lebanon Municipal
$594 Roundtrip, found 2 days ago
$594
Roundtrip
found 2 days ago

Tue, Nov 24 - Tue, Dec 1
FLL
Fort Lauderdale - Hollywood Intl.
LEB
Lebanon Municipal
$602 Roundtrip, found 9 hours ago
$602
Roundtrip
found 9 hours ago
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