Search Deals onCharlestown Vacation Packages
Charlestown Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Killington Haus
Price was $642, price is now $618 per person
$618
per person
Nov 1 - Nov 4
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Rutland (RUT)
Stay at this guesthouse in Killington. Enjoy free WiFi, free parking, and a restaurant. Popular attractions Killington Resort and Black Dog Sports are located nearby.
Lake Bomoseen Lodge
Price was $700, price is now $621 per person
$621
per person
Nov 1 - Nov 4
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) 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.
☀️
Reviewed on Aug 18, 2026
The Mountain Inn at Killington
Price was $1,354, price is now $1,230 per person
$1,230
per person
Oct 1 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Rutland (RUT)
Book a stay at this ski hotel in Killington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Killington Resort and Black Dog Sports are located nearby.
Only suggestion is to provide a coffee maker.
Reviewed on Aug 18, 2026
Bentley House Bed and Breakfast
Price was $724, price is now $659 per person
$659
per person
Nov 1 - Nov 4
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) 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.
Owners are very nice and friendly. Property /room is clean. Breakfast is ok. Will recommend to stay here.
Reviewed on Aug 18, 2026
Sinclair Inn Bed and Breakfast
Price was $833, price is now $766 per person
$766
per person
Nov 1 - Nov 4
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Springfield (VSF)
Stay at this B&B in Jericho. Enjoy free breakfast, free WiFi, and in-room massages. Our guests praise the breakfast in our reviews. Popular attractions Mills Riverside Park and Waters Memorial Library are located nearby.
Everything about Sinclair Inn Bed and Breakfast was exceptional. Holly and Kyle were welcoming hosts the property is very well maintained and the gardens are beautiful with areas to sit and relax. Breakfast was delicious with a variety of options with fresh berries, yogurt and granola to build your own parfait, delicious quiche, fresh baked goods. And delicious cookies for Night time snack.
I would highly recommend this establishment for your next trip to the area.
Reviewed on Aug 10, 2026
Emrose Luxury Cabins
Price was $796, price is now $741 per person
$741
per person
Nov 1 - Nov 4
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Rutland (RUT)
Book a stay at this family-friendly hotel in Brandon. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Otter Valley Winery and Stephen A Douglas Birthplace are located nearby.
Hampton Inn Brattleboro
Price was $650, price is now $641 per person
$641
per person
Nov 1 - Nov 4
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Springfield (VSF)
Book a stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions United States Navy Seabee Bridge and Brattleboro Bowl are located nearby.
Room type was changed from 2 beds to one without notifying me. We went somewhere else
Reviewed on Aug 17, 2026
The Shire Woodstock
Price was $668, price is now $668 per person
$668
per person
Nov 1 - Nov 4
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) 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.
Charlestown Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
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