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Whitingham Vacation Packages

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Whitingham Flight + Hotel Packages

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Bentley House Bed and Breakfast

Bentley House Bed and Breakfast

2 out of 5
Price was $497, price is now $444 per person
$444
per person
Oct 30 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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.
Such a cute house and lovely couple.

Reviewed on Sep 13, 2026

Castle Hill Resort And Spa

Castle Hill Resort And Spa

3.5 out of 5
Price was $649, price is now $509 per person
$509
per person
Oct 30 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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.

Lake Bomoseen Lodge

Lake Bomoseen Lodge

3.5 out of 5
Price was $567, price is now $463 per person
$463
per person
Oct 30 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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.
Beautiful lake, lodge was in great location, great restaurant, will definitely be back.

Reviewed on Sep 12, 2026

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

3.5 out of 5
Price was $576, price is now $485 per person
$485
per person
Oct 30 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Rutland (RUT)
Book a stay at this spa hotel in Cavendish. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Okemo Mountain Resort and Phineas Gage Memorial are located nearby.

1846 Inn and Tavern

1846 Inn and Tavern

3 out of 5
Price was $611, price is now $531 per person
$531
per person
Oct 30 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Springfield (VSF)
Stay at this inn in West Dover. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Mount Snow and Mount Snow Golf Course are located nearby.

Latchis Hotel

Latchis Hotel

2.5 out of 5
Price was $585, price is now $512 per person
$512
per person
Oct 30 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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.
What a unique hotel! If you love vintage everything and downtown living, this is your spot. There have been thoughtful updates to the property for functionality and comfort, but many details of the property were kept intact for period charm. Some features are older (plumbing, bath fixtures, door hardware), but furniture was stylish and comfortable. Loved the records! A nice change to listen to music instead of TV.

Reviewed on Sep 13, 2026

Jackson Gore Village, A Vail Resorts Property

Jackson Gore Village, A Vail Resorts Property

3 out of 5
Price was $553, price is now $494 per person
$494
per person
Oct 30 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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.
Fun trip spa

Reviewed on Sep 15, 2026