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Canaan Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

The Covered Bridge Inn
Price was $469, price is now $433 per person
$433
per person
Dec 11 - Dec 13
found 23 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Springfield (VSF)
Book a stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free WiFi, and free parking. 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.

Vikings Villages Resort
Price was $1,020, price is now $763 per person
$763
per person
Dec 30 - Jan 3
found 17 hours ago
Roundtrip flight included
Orlando (MCO) to Springfield (VSF)
Stay at this hotel in Brattleboro. Enjoy free WiFi, free parking, and a rooftop terrace. Our guests praise the helpful staff in our reviews. Popular attractions Sweet Pond State Park and Keets Brook Road Conservation Area are located nearby.
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

Latchis Hotel
Price was $716, price is now $604 per person
$604
per person
Dec 30 - Jan 3
found 17 hours ago
Roundtrip flight included
Orlando (MCO) 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.

Sinclair Inn Bed and Breakfast
Price was $1,103, price is now $951 per person
$951
per person
Jan 10 - Jan 17
found 15 hours ago
Roundtrip non-stop flight included
Orlando (MCO) 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 Veterans' Park and Mills Riverside Park are located nearby.

Black Mountain Inn
Price was $524, price is now $474 per person
$474
per person
Dec 11 - Dec 13
found 23 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Springfield (VSF)
Stay at this hotel in Brattleboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Brattleboro Bowl and United States Navy Seabee Bridge are located nearby.

Farm Road Estate
Price was $662, price is now $608 per person
$608
per person
Dec 11 - Dec 13
found 23 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Springfield (VSF)
Book a stay at this golf hotel in West Dover. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Mount Snow and Mount Snow Golf Course are located nearby.
Missed having breakfast available, it was always a favorite part of our stay. Our room was beautiful, as always. See you next year!
Reviewed on Oct 12, 2026

Green Trails Inn
Price was $552, price is now $510 per person
$510
per person
Dec 11 - Dec 13
found 23 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Lebanon (LEB)
Stay at this inn in Brookfield. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Brookfield Free Public Library and Allis State Park are located nearby.
Beautiful bed & breakfast! Located not far from Norwich University! Super clean & welcoming! Cute pub with absolutely amazing food! We enjoyed all our breakfasts & LOVED the dinner that we ordered! Small but quaint town! Would stay again!
Reviewed on Oct 27, 2026

Jackson Gore Village, A Vail Resorts Property
Price was $698, price is now $645 per person
$645
per person
Dec 11 - Dec 13
found 23 hours ago
Roundtrip non-stop flight included
Miami (MIA) 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.
Canaan Vacation Packages 3-4 Night Stays
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Canaan Vacation Packages 5-7 Night Stays
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