Search Deals onCanaan Vacation Packages
Canaan Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Deerfield Valley Inn
Price was $789, price is now $681 per person
$681
per person
Oct 9 - Oct 12
found 7 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Springfield (VSF)
Stay at this B&B in West Dover. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Mount Snow and Mount Snow Golf Course are located nearby.
Good price, really quite, clean, person on site very friendly helpful with places we can go & things to do I recommend the place
Reviewed on Jul 25, 2026
The Shire Woodstock
Price was $2,260, price is now $1,758 per person
$1,758
per person
Sep 12 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) 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.
It would be great to have a coffee maker in the room
Reviewed on Jul 31, 2026
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Price was $1,074, price is now $904 per person
$904
per person
Oct 7 - Oct 10
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Lebanon (LEB)
Stay at this resort in Brownsville. Enjoy a business center, a fireplace in the lobby, and laundry facilities. Our guests praise the helpful staff in our reviews. Popular attractions Mount Ascutney and Mt Ascutney State Park are located nearby.
My Place Hotel-Randolph VT
Price was $1,367, price is now $1,152 per person
$1,152
per person
Oct 10 - Oct 15
found 1 day ago
Roundtrip flight included
Houston (IAH) to Lebanon (LEB)
Book a stay at this business-friendly hotel in Randolph Center. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Whale Dance Sculpture and Montague Golf Club are located nearby.
Winterplace at Okemo, A Vail Resorts Property
Price was $1,526, price is now $1,292 per person
$1,292
per person
Sep 20 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Springfield (VSF)
Book a stay at this ski aparthotel in Ludlow. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Okemo Mountain Resort and Skywalker Carpet are located nearby.
Enjoyable and beautiful place. Ann
Reviewed on Jul 20, 2026
Jackson Gore Village, A Vail Resorts Property
Price was $1,239, price is now $1,058 per person
$1,058
per person
Sep 12 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) 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.
Solitude Village at Okemo by Vail Resorts
Price was $1,348, price is now $1,167 per person
$1,167
per person
Sep 12 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Springfield (VSF)
Book a stay at this ski aparthotel in Ludlow. Enjoy free WiFi, free parking, and 2 hot tubs. Popular attractions Okemo Mountain Resort and Skywalker Carpet are located nearby.
Follansbee Inn
Price was $1,482, price is now $1,285 per person
$1,285
per person
Sep 12 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Lebanon (LEB)
Book a stay at this beach B&B in Sutton. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Lake Sunapee and Country Club Of New Hampshire are located nearby.
This In is the best. I no longer look for anywhere else when I'm in the area. Including a perfect lake, complete with canoes, kayaks, as well as bikes. Breakfast is spectacular.
Reviewed on Jul 28, 2026
Canaan Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Canaan 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.
Wed, Oct 14 - Tue, Oct 20
IAD
Washington Dulles Intl.
LEB
Lebanon Municipal
$364 Roundtrip, found 8 hours ago
$364
Roundtrip
found 8 hours ago
Wed, Oct 14 - Tue, Oct 20
IAD
Washington Dulles Intl.
LEB
Lebanon Municipal
$369 Roundtrip, found 8 hours ago
$369
Roundtrip
found 8 hours ago
Wed, Oct 14 - Tue, Oct 20
IAD
Washington Dulles Intl.
LEB
Lebanon Municipal
$373 Roundtrip, found 8 hours ago
$373
Roundtrip
found 8 hours ago
Wed, Oct 14 - Tue, Oct 20
IAD
Washington Dulles Intl.
LEB
Lebanon Municipal
$379 Roundtrip, found 8 hours ago
$379
Roundtrip
found 8 hours ago
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