Chester Depot Vacations from $867
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Your Chester Depot Vacation
Make planning your travels easy by creating a vacation package to Chester Depot. We'll handle the specifics, so you can concentrate on discovering everything this neighborhood has to offer. If you're in the mood to sightsee, no trip to Chester Depot is complete without a visit to nearby DaVallia Art & Accents. Don't just wish for it — take action! Lock in your perfect Chester Depot vacation with Expedia and enjoy traveling your way.
The Latest Chester Depot Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Mount Snow Lodging by Vail Resorts
$867
per person
Oct 10 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Springfield (VSF)
7.8/10 Good! (23 reviews)
The bar tender in the lounge on Saturday 10/18 was not friendly. Seemed like he didn’t like his job. He was the only one working and there were not many customers at the bar. Dining room had no one in it. He just was not attentive to me party of 3 who just wanted to order a drink. Fitness center at the Season was very nice but hours were not very accommodating
Reviewed on Oct 20, 2025
Woodstock Inn & Resort
$1,582
per person
Nov 26 - Nov 29
found 5 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Springfield (VSF)
9.4/10 Exceptional! (599 reviews)
Our room was beautiful, clean, and quiet. The bed was comfortable, and the amenities in the bathroom were a real indulgence.
Reviewed on Sep 1, 2026
Chester Depot Hotel Deals
Fullerton Inn
40 The Common Chester VT
Fully refundableReserve now, pay when you stay
$152 total
per night
Sep 3 - Sep 4
8.2/10 Very Good! (451 reviews)
"No elevator. I’m too old to drag my luggage up 3 flights of stairs. And it was hot up there. There isn’t much in this small town to eat, and they all open late & close early. Dinner at the hotel was pricey, but I had the best cheeseburger I’ve had in quite some time."
Reviewed on Sep 1, 2026
Historic 150-year-old farmhouse, Jacuzzi included
Chester VT
$428 total
per night
Sep 8 - Sep 9
9.6/10 Exceptional! (20 reviews)
"Great place for a large group hot tub and fire pit were fun."
Reviewed on Aug 29, 2026
Claremont Motor Lodge
16 Beauregard St Claremont NH
Fully refundableReserve now, pay when you stay
$119 total
per night
Sep 3 - Sep 4
Lowest 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.
Stay near popular Chester Depot attractions
DaVallia Art & Accents
10.0/10 (2 reviews)
Enjoy an outing to DaVallia Art & Accents during your stay in Chester. You can seek out the ski slopes while in the area.
Bonnie's Bundles Dolls
7.6/10 (4 reviews)
Enjoy an outing to Bonnie's Bundles Dolls during your stay in Chester. Discover the area's mountain views, or seek out its ski slopes.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.