
Southern Vermont Vacation Packages
Book a Stay + Flight or Car to save on your trip
Top Southern Vermont vacation package deals
Price found within the past 48 hours. Click for updated prices.


2.0-star property
Vikings Villages Resort
10/10 Exceptional! (250 reviews)
Dec 30 - Jan 3
4 night stay
Orlando (MCO) to Springfield (VSF)
JetBlue Airways • Roundtrip • Coach
Price was $1,020, price is now $763 per person
$763
per person
found 14 hours ago
Viking Village is perfect in every way! If you're looking for a relaxed retreat, trails, nature, and delightfully detailed cabins and buildings, this is your dream stay. As you drive up toward the gates a sense of anticipation builds until the stockade fence and gate comes into view. It truly looks like you've traveled back in time once you arrive. Every cabin is slightly different. A raised walkway was thoughtfully built along the fronts of the cabins so you can avoid any snow or dirt as you come and go. Check-in is quick and Christina also gave us recommendations of nearby places to see or dine. The kitchenette does have what you'd need to cook and eat with for 4 people. Cabins are immaculate. Beds were comfortable. We made it a point to go out for the morning and evening feeding of the sheep. They may have been my favorite part of the stay! especially the lambs! We stayed 2 nights and enjoyed chatting with other guests around the firepit in the evening. (Their kids absolutely LOVED this place.) My husband and I are in our sixties and found the trails a little challenging! Quite hilly, but well marked. A heartfelt thank you to the folks running the Village. You were gracious hosts and made this someplace that we want to return to again! (Easier to get to than Iceland!)
Reviewed on Nov 7, 2026


3.0-star property
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
9/10 Wonderful! (890 reviews)
Dec 29 - Jan 3
5 night stay
Memphis (MEM) to Rutland (RUT)
Delta • Non-stop • Coach
Rutland (RUT) to Memphis (MEM)
American Airlines • Non-stop • Coach
Price was $1,224, price is now $1,021 per person
$1,021
per person
found 1 day ago
We were so happy with everything
Clean linens
Well stocked kitchen
Great grounds
Helpful staff
One minor issue--heat in halls too high, like uncomfortably warm
We had windows open at times in November
Reviewed on Nov 9, 2026
Top rated hotels for your Southern Vermont vacation package

Grand Summit Resort, A Vail Resorts Property
89 Grand Summit Way West Dover VT
Free Cancellation
3.38 mi from city center
$173 nightly
The price is $190 total per night
$190 total
Nov 10 - Nov 11
Total with taxes and fees
Guests of Grand Summit Resort, A Vail Resorts Property have access to ski-in/ski-out access, a full-service spa, and a gym. If you drive, self parking is USD 5.00 per night, and there's also a free area shuttle. Front-desk staff can answer questions 24/7, and assist with luggage storage, tours or tickets, and securing valuables. Other amenities at this ski resort include a sauna, free WiFi in public areas, and meeting rooms.
Spa
Free WiFi

Colonial Motel
889 Putney Rd Brattleboro VT
Free Cancellation
Reserve now, pay when you stay
18.14 mi from city center
$95 nightly
The price is $105 total per night
$105 total
Nov 10 - Nov 11
Total with taxes and fees
Colonial Motel features free WiFi in public areas and a garden. You can put free parking to good use if you drive. Front-desk staff are standing by 24/7 to assist with any requests. Additional amenities include a fireplace in the lobby, a convenience store, and a vending machine.
Breakfast included
Pet friendly

Latchis Hotel
50 Main Street Brattleboro VT
Free Cancellation
Reserve now, pay when you stay
19.23 mi from city center
$126 nightly
The price is $139 total per night
$139 total
Dec 9 - Dec 10
Total with taxes and fees
At Latchis Hotel, guests have access to karaoke, free WiFi in public areas, and conference space. You can take advantage of free parking if you drive. Front-desk staff can help with luggage storage, and provide local restaurant recommendations. Additional amenities include coffee/tea in a common area, local meal delivery service, and wedding services.
Pet friendly
Parking included
Don't see what you're looking for?
See all available properties in Southern Vermont
View all propertiesLowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Explore More Ways to Travel with Travelocity
- Farmstay in Stratton
- Apartments in Stratton
- Cabin Rentals in Stratton
- Capsule Hotels in Stratton
- Castles in Stratton
- Condo Rentals in Stratton
- Holiday Park Resorts in Stratton
- Hostels in Stratton
- Adventure Hotels in Stratton
- All Inclusive Resorts & in Stratton
- Casino Resorts & in Stratton
- Cheap Hotels in Stratton
- Business Hotels in Stratton
- Kid Friendly Hotels in Stratton
- Fishing Resorts & in Stratton
- Green Hotels in Stratton
- Hotels with Suites in Stratton
- Hotels with Airport Transfers in Stratton
- Hotels with Pool in Stratton
- Hotels with a Lazy River in Stratton
- Hotels with Air Conditioning in Stratton
- Hotels with Balconies in Stratton
- Hotels with Bar in Stratton
- Hotels with Childcare in Stratton
- Hotels with Free Breakfast in Stratton
- Hotels with Free Airport Shuttle in Stratton
- Hotels with Free Parking in Stratton
- Hotels with Hot Tubs in Stratton
- Hotels with an Indoor Pool in Stratton
- Hotels with Room Service in Stratton
- Hotels on the Lake in Stratton
- Luxury Hotels in Stratton
- Oceanfront Hotels in Stratton
- Pet Friendly Hotels in Stratton
- Hotels with Shopping in Stratton
- Ski Resorts & in Stratton
- Spa Resorts & in Stratton
- Waterpark Hotels & Resorts in Stratton
- Hotels with a Wedding Venue in Stratton
- Stratton Hotels
- Motels in Stratton
- Pousadas in Stratton
- Vacation Homes in Stratton
- Residences in Stratton
- Resorts in Stratton
- Safari Camps in Stratton
- Town Houses in Stratton
- Hotels near Shooting Star Ski Lift
- 5 Star Hotels in West Wardsboro
- Farmstay in West Wardsboro
- Hotels near Stratton Golf School
- B&B in Somerset
- Cabin Rentals in Somerset
- Somerset Hotels
- Resorts in Somerset
- Hotels near Mount Snow
- Stratton Vacations
- Magic Mountain Ski Resort
- Grafton Ponds Outdoor Center
- Andover Vacations
- Readsboro Vacations
- Brattleboro Country Club
- East Dorset Vacations
- Manchester Vacations
- Weston Vacations
- Tamarack Ski Lift
- American Museum of Fly Fishing
- American Express Ski Lift
- Bromley Mountain Ski Resort
- Brattleboro Bowl
- West Dover Vacations
- Wardsboro Vacations
- Putney Vacations
- Prospect Mountain Cross-Country Ski Center
- Wilmington Vacations
- Dorset Vacations
- Stratton Golf School
- Whitingham Vacations
- Brookline Vacations
- Ursa Express Ski Lift
- Southern Vermont Natural History Museum
- Hildene
- Jud Hartmann Gallery
- Bennington Battle Monument
- Jamaica Vacations
- Bennington College









