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Top hotels in Chester Depot

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

3 out of 5
485 Hotel Road Brownsville VT
Fully refundable
$154 nightly
The price is $168 total per night from Nov 1 to Nov 2
$168 total
Nov 1 - Nov 2
Total with taxes and fees
This resort features a restaurant, an outdoor tennis court, and a bar/lounge. A business center, a lobby fireplace, and a picnic area are also on offer.
"The mattress sunk in the middle so bad that we were crushed together and my wife couldn’t even sleep in the bed. I’m still upset with the fact they didn’t mention there was no elevator in our unit. 24 steps up for two 70 year old people is not something I would recommend to anyone."

Reviewed on Sep 29, 2026

Opens in a new windowHoliday Inn Club Vacations Mount Ascutney Resort by IHG
Bromley View Inn

Bromley View Inn

3.5 out of 5
522 VT Route 30 Bondville VT
Fully refundableReserve now, pay when you stay
$91 nightly
The price is $100 total per night from Nov 1 to Nov 2
$100 total
Nov 1 - Nov 2
Total with taxes and fees
A bar/lounge and a terrace are featured at this bed & breakfast, along with free self parking. Guests will appreciate free perks like continental breakfast and ...
"The hotel was spotlessly clean, the beds were very comfortable, and the large community room was lovely. The inn is a bit old with quirky slanted floors and doors that stick, but overall a nice experience"

Reviewed on Oct 7, 2026

Opens in a new windowBromley View Inn
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

3.5 out of 5
2940 State Route 103 Cavendish VT
$160 nightly
The price is $174 total per night from Oct 28 to Oct 29
$174 total
Oct 28 - Oct 29
Total with taxes and fees
A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center ...
"Very nice place, quiet and easily accessible. Room was large with separate large bedroom with door. Large LR with fireplace, sofa & recliner and fully stocked kitchen."

Reviewed on Oct 2, 2026

Opens in a new windowPointe at Castle Hill Resort
Claremont Motor Lodge

Claremont Motor Lodge

2.5 out of 5
16 Beauregard St Claremont NH
Fully refundableReserve now, pay when you stay
$106 nightly
The price is $115 total per night from Oct 19 to Oct 20
$115 total
Oct 19 - Oct 20
Total with taxes and fees
Free WiFi in public areas is available at this motel. Take advantage of the free self parking.
"Everyone was"

Reviewed on Oct 7, 2026

Opens in a new windowClaremont Motor Lodge
Sun Lodge near Manchester VT, Ascend Collection Hotel

Sun Lodge near Manchester VT, Ascend Collection Hotel

3.5 out of 5
4216 Route 11 Peru VT
Fully refundable
$129 nightly
The price is $142 total per night from Nov 5 to Nov 6
$142 total
Nov 5 - Nov 6
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. There's ski-in/ski-out access, and ski passes and ski storage are available ...
"Staff was wonderful. Nice place to stay."

Reviewed on Oct 4, 2026

Opens in a new windowSun Lodge near Manchester VT, Ascend Collection Hotel
Jackson Gore Village, A Vail Resorts Property

Jackson Gore Village, A Vail Resorts Property

3 out of 5
111 Jackson Gore Road Ludlow VT
Fully refundableReserve now, pay when you stay
$199 nightly
The price is $219 total per night from Oct 26 to Oct 27
$219 total
Oct 26 - Oct 27
Total with taxes and fees
Ski-in/ski-out access, 2 restaurants, and 3 hot tubs are all featured at this smoke-free hotel. There's a free ski shuttle, and ski lessons, ski passes and ski ...
"Non descript room. No style"

Reviewed on Oct 8, 2026

Opens in a new windowJackson Gore Village, A Vail Resorts Property
Fullerton Inn

Fullerton Inn

2.5 out of 5
40 The Common Chester VT
Fully refundableReserve now, pay when you stay
$149 nightly
The price is $162 total per night from Nov 1 to Nov 2
$162 total
Nov 1 - Nov 2
Total with taxes and fees
A restaurant and a bar/lounge are featured at this inn. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self ...
"Room was small but clean. Staff very helpful and welcoming. Parking available right outside the hotel. There was a fridge close to reception for guest use. Lovely location in a typical New England town with lots of interesting shops. Bar offered a good selection of draft beers. Continental breakfast ..."

Reviewed on Oct 8, 2026

Opens in a new windowFullerton Inn
The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort

3 out of 5
5 Village Lodge Road Stratton VT
$144 nightly
The price is $159 total per night from Oct 15 to Oct 16
$159 total
Oct 15 - Oct 16
Total with taxes and fees
This smoke-free resort's 10 restaurants, 2 bars/lounges, and hot tub are some of the featured amenities. There's a free ski shuttle, and ski passes and ski storage ...
"Nice hotel. Dated, but nice. Internet speed and connectivity is terrible. Good launching point for the Stowe area attractions to allow access off of back routes to avoid traffic. No breakfast."

Reviewed on Oct 8, 2026

Opens in a new windowThe Black Bear Lodge at Stratton Mountain Resort
The Upper Pass Lodge at Magic Mountain

The Upper Pass Lodge at Magic Mountain

2.5 out of 5
420 Magic Mountain Access Road Londonderry VT
$99 nightly
The price is $108 total per night from Nov 8 to Nov 9
$108 total
Nov 8 - Nov 9
Total with taxes and fees
This motel features a restaurant, an outdoor pool, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, ...
Opens in a new windowThe Upper Pass Lodge at Magic Mountain
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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.

Chester Depot Hotel Guide

Don’t keep your travel plans on repeat year after year. The same city with the same hotel every season will bore you and give you an itch to go looking for something new. Expand your geographical horizons to more than just those five blocks around your usual haunt.

Nowhere else can you find better deals on Chester Depot area hotels. You’ll find the best prices on the quirky, the haunted, the old, the new, and the legendary. If you’re wondering what side of the pricing scale some of these hotels fall on, you need not to worry. Compare cheap hotels near Chester Depot to find the perfect one to will fit your budget.

Leave the ordinary routine you’re set on behind and go. Go anywhere you want. Anywhere that makes you think, “I wonder what that’s like?” Part of Travelocity’s mission is to get you off-the-beaten path and the hotels near Chester Depot are perfect for that. Find your new favorite watering hole on a quiet street. Discover a place to escape for the weekend with tasty local fare and unique sights. We want you to consider the places outside your normal comfort zone. Browse our selection and find the ideal hotel, in a place you’d like to explore.

Recent Chester Depot hotel reviews by fellow wanderers

Fullerton Inn

Fullerton Inn

5 out of 5
Posted 1 hour ago
Travelocity Verified Review
"Room was small but clean. Staff very helpful and welcoming. Parking available right outside the hotel. There was a fridge close to reception for guest use. Lovely location in a typical New England town with lots of interesting shops. Bar offered a good selection of draft beers. Continental breakfast had very little left at 9.00am - probably our own fault for leaving it so late. Would definitely return."
A verified traveler stayed at Fullerton Inn
Fullerton Inn

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