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Whitingham Vacation Packages

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A rural landscape with rolling hills, a winding road, and autumn-colored trees.

Whitingham
Vermont
United States of America
North America
Hotwire.com

Whitingham Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.

Deerfield Valley Inn

2 out of 5

Price was $789, price is now $681 per person

$681

per person

Oct 9 - Oct 12

found 20 hours ago

Roundtrip non-stop flight included

Houston (IAH) 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.

Good price, really quite, clean, person on site very friendly helpful with places we can go & things to do I recommend the place

Reviewed on Jul 25, 2026

The Shire Woodstock

3 out of 5

Price was $2,260, price is now $1,758 per person

$1,758

per person

Sep 12 - Sep 18

found 1 day ago

Roundtrip non-stop flight included

Houston (IAH) 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.

It would be great to have a coffee maker in the room

Reviewed on Jul 31, 2026

Okemo Mountain Lodging by Vail Resorts

3.5 out of 5

Price was $1,491, price is now $1,249 per person

$1,249

per person

Oct 10 - Oct 15

found 1 day ago

Roundtrip flight included

Houston (IAH) to Springfield (VSF)

Stay at this vacation home in Ludlow. Enjoy free parking, laundry facilities, and cable TV channels. Popular attractions Okemo Mountain Resort and Skywalker Carpet are located nearby.

Stayed at this resort for 4 nights while biking in the Vermont area. At check I had reserved a condo without ac but it was in the 90’s and the person checking me in offered to move me to the Inn which had same room set up with Kitchen etc and AC - That was Great!!! After morning riding my husband spent a few hours working while I enjoyed the fitness center as well as indoor and outdoor pools. Very few people here during June.

Reviewed on Jun 26, 2025

Jackson Gore Village, A Vail Resorts Property

3 out of 5

Price was $1,192, price is now $1,009 per person

$1,009

per person

Oct 10 - Oct 15

found 1 day ago

Roundtrip flight included

Houston (IAH) 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.

Beautiful resort. I love it!

Reviewed on Aug 4, 2026

Solitude Village at Okemo by Vail Resorts

4 out of 5

Price was $1,281, price is now $1,097 per person

$1,097

per person

Oct 10 - Oct 15

found 1 day ago

Roundtrip flight included

Houston (IAH) 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 Skywalker Carpet are located nearby.

Chalet 239

2 out of 5

Price was $858, price is now $745 per person

$745

per person

Oct 9 - Oct 12

found 20 hours ago

Roundtrip non-stop flight included

Houston (IAH) to Springfield (VSF)

Stay at this motel in West Dover. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Mount Snow and Mount Snow Golf Course are located nearby.

The room was small. But very new, modern and clean. I’d stay again.

Reviewed on Aug 1, 2026

Mountain Lodge at Okemo, A Vail Resorts Property

3 out of 5

Price was $1,162, price is now $1,010 per person

$1,010

per person

Oct 10 - Oct 15

found 1 day ago

Roundtrip flight included

Houston (IAH) to Springfield (VSF)

Book a stay at this ski hotel in Ludlow. Enjoy free WiFi, free parking, and a free area shuttle. Popular attractions Okemo Mountain Resort and Skywalker Carpet are located nearby.

Staff was very helpful, the property is very clean, the room was clean with lots of space. The kitchen had a full size refrigerator and microwave. I was very happy overall

Reviewed on Jul 19, 2026

Castle Hill Resort And Spa

3.5 out of 5

Price was $1,686, price is now $1,498 per person

$1,498

per person

Sep 12 - Sep 18

found 1 day ago

Roundtrip non-stop flight included

Houston (IAH) to Rutland (RUT)

Book a stay at this luxury hotel in Cavendish. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Okemo Mountain Resort and Phineas Gage Memorial are located nearby.