Search Deals onSharon Vacation Packages
Sharon Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Price was $741, price is now $595 per person
$595
per person
Nov 11 - Nov 18
found 1 day ago
Roundtrip flight included
New York (NYC) to Rutland (RUT)
Stay at this resort in Brownsville. Enjoy a business center, a fireplace in the lobby, and laundry facilities. Our guests praise the helpful staff in our reviews. Popular attractions Mount Ascutney and Mt Ascutney State Park are located nearby.
The place was clean and well maintained. Ample room and comfortable as well. Having a kitchen and having it properly equipped was a big plus.
Reviewed on Aug 22, 2026
Jackson Gore Village, A Vail Resorts Property
Save 100% on your flight
Price was $993, price is now $727 per person
$727
per person
Nov 11 - Nov 18
found 1 day ago
Roundtrip flight included
New York (NYC) 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.
Greenbrier Inn
Price was $1,207, price is now $957 per person
$957
per person
Sep 27 - Oct 2
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Rutland (RUT)
Stay at this hotel in Killington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Killington Resort and Gifford Woods State Park are located nearby.
Nice place. Rooms are large, and there is ample space in the common areas. Breakfast was simple but sufficient. My room had a small balcony.
Reviewed on Aug 3, 2026
The Vesper
Price was $1,274, price is now $1,035 per person
$1,035
per person
Nov 11 - Nov 18
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Springfield (VSF)
Stay at this B&B in Woodstock. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Billings Park and Trail and Dana House Museum are located nearby.
The Mountain Inn at Killington
Price was $1,091, price is now $888 per person
$888
per person
Nov 11 - Nov 18
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
Book a stay at this ski hotel in Killington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Killington Resort and Black Dog Sports are located nearby.
It was a cute hotel with a great distillery/restaurant. The food was amazing as well as the drinks!
The room was a nice size. It was very comfortable.
Reviewed on Aug 28, 2026
Latchis Hotel
Price was $820, price is now $672 per person
$672
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip flight included
New York (NYC) 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 red carpet was stained in the room, the bathroom ceiling was peeling with brown dots along the ceiling, dark, dull hallways. The down town did not have much to offer, Staff where very friendly and helpful.
Reviewed on Aug 28, 2026
Sinclair Inn Bed and Breakfast
Price was $1,154, price is now $952 per person
$952
per person
Nov 1 - Nov 8
just found
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.
Had an amazing time here, everyone was so friendly and welcoming and the property itself was beautiful! Breakfast was delicious and we were a huge fan of the late night snacks too! We’re looking forward to staying again the next time we visit the area!
Reviewed on Aug 27, 2026
Winterplace at Okemo, A Vail Resorts Property
Price was $1,371, price is now $1,155 per person
$1,155
per person
Nov 11 - Nov 18
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Springfield (VSF)
Book a stay at this ski aparthotel in Ludlow. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Okemo Mountain Resort and Skywalker Carpet are located nearby.
Enjoyable and beautiful place. Ann
Reviewed on Jul 20, 2026
Sharon Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Sharon Vacation Packages 5-7 Night Stays
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