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Marlboro Vacation Packages

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Marlboro Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Jackson Gore Village, A Vail Resorts Property

Jackson Gore Village, A Vail Resorts Property

3 out of 5
Price was $623, price is now $550 per person
$550
per person
Oct 30 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
San Diego (SAN) 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

The Shire Woodstock

The Shire Woodstock

3 out of 5
Price was $1,062, price is now $786 per person
$786
per person
Oct 30 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
San Diego (SAN) 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.
Giid hotel with several fire pits to sit by the river

Reviewed on Aug 6, 2026

Inn At Mount Snow

Inn At Mount Snow

2 out of 5
Price was $896, price is now $788 per person
$788
per person
Oct 23 - Oct 25
found 15 hours ago
Roundtrip non-stop flight included
San Diego (SAN) 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.
This was a beautiful boutique hotel and the innkeepers were wonderful. All of our needs were met and we loved our view!

Reviewed on Aug 4, 2026

Deer Brook Inn

Deer Brook Inn

3 out of 5
Price was $900, price is now $791 per person
$791
per person
Oct 30 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
San Diego (SAN) to Springfield (VSF)
Stay at this B&B in Woodstock. Enjoy free WiFi, free parking, and climate control. Popular attractions Ottaquechee River and Union Arena Community Center are located nearby.

Lincoln Inn & Gallery

Lincoln Inn & Gallery

3 out of 5
Price was $880, price is now $775 per person
$775
per person
Oct 30 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
San Diego (SAN) to Springfield (VSF)
Stay at this guesthouse in Woodstock. Enjoy free WiFi, free parking, and a fireplace in the lobby. Popular attractions Union Arena Community Center and Ottaquechee River are located nearby.
Building is of historical interest, clean, comfortable, simple rooms, friendly staff.

Reviewed on Jul 31, 2026

Okemo Mountain Lodging by Vail Resorts

Okemo Mountain Lodging by Vail Resorts

3.5 out of 5
Price was $745, price is now $666 per person
$666
per person
Oct 30 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
San Diego (SAN) 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

Stay At Jimmy's

Stay At Jimmy's

3 out of 5
Price was $759, price is now $680 per person
$680
per person
Oct 30 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
San Diego (SAN) to Springfield (VSF)
Stay at this B&B in Woodstock. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Quechee Gorge Bridge and Billings Park and Trail are located nearby.
The room and amenities exceeded our expectations. It was the best B & B we ever stayed in. The location was near shopping, restaurants and hiking trails. I highly recommend. You will not be disappointed.

Reviewed on Jul 29, 2026

Winterplace at Okemo, A Vail Resorts Property

Winterplace at Okemo, A Vail Resorts Property

4 out of 5
Price was $710, price is now $639 per person
$639
per person
Oct 30 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
San Diego (SAN) 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

Marlboro Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Jackson Gore Village, A Vail Resorts Property

Jackson Gore Village, A Vail Resorts Property

3 out of 5
Jackson Gore Base Area
Price was $731, price is now $625 per person
$625
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
San Diego (SAN) to Springfield (VSF)
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Price was $1,471, price is now $1,210 per person
$1,210
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
San Diego (SAN) to Springfield (VSF)
Winterplace at Okemo, A Vail Resorts Property

Winterplace at Okemo, A Vail Resorts Property

4 out of 5
Clock Tower Base Area
Price was $859, price is now $734 per person
$734
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
San Diego (SAN) to Springfield (VSF)
Deer Brook Inn

Deer Brook Inn

3 out of 5
Price was $1,161, price is now $994 per person
$994
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
San Diego (SAN) to Springfield (VSF)