Search Deals onShrewsbury Vacation Packages
Shrewsbury 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.

Mountain Green Resort
Price was $5,218, price is now $4,063 per person
$4,063
per person
Dec 25 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Rutland (RUT)
Book a stay at this business-friendly apartment in Killington. Enjoy free WiFi, free parking, and in-room washers/dryers. Popular attractions Killington Resort and Black Dog Sports are located nearby.
I can show pictures of the unit that was very different than described. I paid extra for a Mountain View for 3 nights - and it was not Mountain View. We were in a different building at the bottom of the hill a 8 min freeezing cold and icy walk to the pool area.
Reviewed on Jan 28, 2026

The Suites at Killington Center
Price was $4,770, price is now $3,719 per person
$3,719
per person
Dec 25 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Rutland (RUT)
Stay at this condo in Killington. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Killington Resort and Killington School for Tennis 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.

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.

Days Inn by Wyndham Rutland/Killington Area
Price was $845, price is now $750 per person
$750
per person
Jan 6 - Jan 10
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Rutland (RUT)
Book a stay at this business-friendly hotel in Rutland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Green Mountain Shopping Plaza and Spartan Arena are located nearby.

My Place Hotel-Randolph VT
Price was $682, price is now $607 per person
$607
per person
Dec 31 - Jan 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Rutland (RUT)
Book a stay at this business-friendly hotel in Randolph Center. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Whale Dance Sculpture and Montague Golf Club are located nearby.
Shrewsbury Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Shrewsbury 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.

Sat, Nov 21 - Tue, Dec 8
FLL
Fort Lauderdale - Hollywood Intl.
LEB
Lebanon Municipal
$594 Roundtrip, found 6 days ago
$594
Roundtrip
found 6 days ago

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

Sat, Nov 21 - Tue, Dec 8
FLL
Fort Lauderdale - Hollywood Intl.
LEB
Lebanon Municipal
$614 Roundtrip, found 6 days ago
$614
Roundtrip
found 6 days ago
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