Chester Depot Vacations from $791
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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.
Latchis Hotel
$894
per person
Sep 24 - Sep 28
found 15 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Springfield (VSF)
8.6/10 Excellent! (941 reviews)
Main Street Brattleboro so great, near Restaurants and entertainment. We saw a film downstairs, LPs and are Record player in Rooms!
Reviewed on Aug 3, 2026
Deerfield Valley Inn
$798
per person
Oct 9 - Oct 12
found 20 hours ago
Roundtrip flight included
New York (NYC) to Springfield (VSF)
9.4/10 Exceptional! (128 reviews)
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
Chester Depot Hotel Deals
Fullerton Inn
40 The Common Chester VT
Fully refundableReserve now, pay when you stay
$139 nightly
$152 total
Aug 31 - Sep 1
Total with taxes and fees
8.2/10 Very Good! (446 reviews)
"The rooms are very clean. I had no problem with any of that. We went downstairs and told the manager that the bathroom sink was not draining and he said he would take care of it and he did we got back from where we had gone for the day it was working. We had our breakfast between eight and 11 is ..."
Reviewed on Aug 3, 2026
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
485 Hotel Road Brownsville VT
Fully refundable
$154 nightly
$168 total
Aug 9 - Aug 10
Total with taxes and fees
Claremont Motor Lodge
16 Beauregard St Claremont NH
Fully refundableReserve now, pay when you stay
$101 nightly
$110 total
Aug 13 - Aug 14
Total with taxes and fees
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.