Search Deals onCharlestown Vacation Packages
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Charlestown Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Pointe at Castle Hill Resort
Price was $644, price is now $550 per person
$550
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Rutland (RUT)
Stay at this 3.5-star 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.
The Shire Woodstock
Price was $1,801, price is now $1,424 per person
$1,424
per person
Oct 17 - Oct 20
found 3 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Springfield (VSF)
Stay at this 3-star 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.
The Vesper
Price was $689, price is now $579 per person
$579
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Springfield (VSF)
Stay at this 3-star 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.
Killington Mountain Lodge, Tapestry Collection by Hilton
Price was $685, price is now $576 per person
$576
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Rutland (RUT)
Stay at this 3.5-star ski hotel in Killington. Enjoy free WiFi, a free ski shuttle, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Killington Resort and Black Dog Sports are located nearby.
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Price was $989, price is now $841 per person
$841
per person
Oct 17 - Oct 20
found 3 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Lebanon (LEB)
Stay at this 3-star resort in Brownsville. Enjoy an outdoor pool, a business center, and a fireplace in the lobby. Our guests praise the helpful staff in our reviews. Popular attractions Mount Ascutney and Mt Ascutney State Park are located nearby.
Winterplace at Okemo
Price was $715, price is now $609 per person
$609
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Springfield (VSF)
Stay at this 4-star ski aparthotel in Ludlow. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Okemo Mountain Resort and Snow Stars Carpet are located nearby.
Emrose Luxury Cabins
Price was $754, price is now $647 per person
$647
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Rutland (RUT)
Stay at this hotel in Brandon. Enjoy free WiFi, free parking, and 8 hot tubs. Popular attractions Otter Valley Winery and Stephen A Douglas Birthplace are located nearby.
Solitude Village at Okemo
Price was $657, price is now $567 per person
$567
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Springfield (VSF)
Stay at this 4-star ski aparthotel in Ludlow. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Okemo Mountain Resort and Snow Stars Carpet are located nearby.
Charlestown Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Charlestown Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Sat, Oct 4 - Wed, Oct 15
BWI
Baltimore Washington Intl. Thurgood Marshall
LEB
Lebanon Municipal
$388 Roundtrip, found 3 days ago
$388
Roundtrip
found 3 days ago
Tue, Oct 7 - Wed, Oct 15
BWI
Baltimore Washington Intl. Thurgood Marshall
LEB
Lebanon Municipal
$388 Roundtrip, found 3 days ago
$388
Roundtrip
found 3 days ago
Sat, Oct 4 - Thu, Oct 16
BWI
Baltimore Washington Intl. Thurgood Marshall
LEB
Lebanon Municipal
$395 Roundtrip, found 3 days ago
$395
Roundtrip
found 3 days ago
Thu, Sep 11 - Mon, Sep 15
DCA
Ronald Reagan Washington National
LEB
Lebanon Municipal
$405 Roundtrip, found 4 days ago
$405
Roundtrip
found 4 days ago
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