Search Deals onWhitingham Vacation Packages
Whitingham Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Latchis Hotel
Price was $616, price is now $508 per person
$508
per person
Sep 29 - Oct 2
found 5 hours 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 hotel was very clean and the bed quite comfy. The only downside was insufficient parking. We had to use the adjacent lot but then had to leave there by 9:00 am. We ended up having to buy time to park which wasn’t a lot of money but was a bit of an irritant. Would def stay there again!
Reviewed on Aug 29, 2026
My Place Hotel-Randolph VT
Price was $1,418, price is now $1,122 per person
$1,122
per person
Oct 3 - Oct 9
found 11 hours ago
Roundtrip non-stop flight included
Dallas (DFW) 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.
The Shire Woodstock
Price was $1,322, price is now $1,048 per person
$1,048
per person
Nov 5 - Nov 8
found 7 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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.
Lake Bomoseen Lodge
Price was $717, price is now $570 per person
$570
per person
Sep 29 - Oct 2
found 5 hours ago
Roundtrip flight included
New York (NYC) to Rutland (RUT)
Book a stay at this beach lodge in Bomoseen. Enjoy free parking, an outdoor pool, and a private beach. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Prospect Bay Country Club and Lake Bomoseen are located nearby.
Mountain Green Resort
Price was $1,154, price is now $983 per person
$983
per person
Nov 5 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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
Bentley House Bed and Breakfast
Price was $651, price is now $556 per person
$556
per person
Sep 29 - Oct 2
found 5 hours ago
Roundtrip flight included
New York (NYC) to Rutland (RUT)
Book a stay at this golf B&B in Poultney. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Poultney Public Library and Slate Quarry Park are located nearby.
very clean, very friendly, good breakfast, very nice Victorian style house
Reviewed on Aug 25, 2026
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Price was $1,579, price is now $1,374 per person
$1,374
per person
Sep 30 - Oct 4
found 23 hours ago
Roundtrip non-stop flight included
Dallas (DFW) 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
Farm Road Estate
Price was $864, price is now $756 per person
$756
per person
Sep 29 - Oct 2
found 5 hours ago
Roundtrip flight included
New York (NYC) 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.
Whitingham Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Whitingham Vacation Packages 5-7 Night Stays
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