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Hotels near Chester Depot

Bromley View Inn

Bromley View Inn

3.5 out of 5
522 VT Route 30, Bondville, VT
Fully refundableReserve now, pay when you stay
Stay at this 3.5-star B&B in Bondville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Stratton Mountain Resort and Bromley Alpine Slide ...
Near spot
"It was not new, it was not perfect but it was really a neat and heart warming experience unlike many chain hotels. Try home made banana bread with tea outside of dining room."

Reviewed on Sep 16, 2025

Opens in a new windowBromley View Inn
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
The price is CA $281 per night from Oct 19 to Oct 20
CA $281
CA $326 total
Oct 19 - Oct 20
includes taxes & fees
Stay at this 3-star resort in Brownsville. Enjoy an outdoor pool, a business center, and a fireplace in the lobby. Our guests praise the helpful staff in our ...
"Strongly recommend and will go back again!"

Reviewed on Sep 10, 2025

Opens in a new windowHoliday Inn Club Vacations Mount Ascutney Resort by IHG
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

3.5 out of 5
2940 State Route 103, Cavendish, VT
The price is CA $178 per night from Oct 20 to Oct 21
CA $178
CA $203 total
Oct 20 - Oct 21
includes taxes & fees
Stay at this 3.5-star spa hotel in Cavendish. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms ...
"Definitely pleased with the location, cleanliness, positive staff. Highly recommend the spa. Mostly quiet stay. There was a wedding Saturday night so a little noisy. We did have a corner room near the lobby. Probably less noise farther away. Was able to get an early check in."

Reviewed on Sep 15, 2025

Opens in a new windowPointe at Castle Hill Resort
Jackson Gore Village

Jackson Gore Village

3 out of 5
111 Jackson Gore Road, Ludlow, VT
Fully refundableReserve now, pay when you stay
The price is CA $242 per night from Oct 19 to Oct 20
CA $242
CA $294 total
Oct 19 - Oct 20
includes taxes & fees
Stay at this 3-star spa hotel in Ludlow. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property condition ...
"The hotel was peaceful and clean, perfect for the weekend getaway."

Reviewed on Sep 15, 2025

Opens in a new windowJackson Gore Village
Claremont Motor Lodge

Claremont Motor Lodge

2.5 out of 5
16 Beauregard St, Claremont, NH
Fully refundableReserve now, pay when you stay
The price is CA $150 per night from Sep 21 to Sep 22
CA $150
CA $163 total
Sep 21 - Sep 22
includes taxes & fees
Stay at this motel in Claremont. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. ...
"We almost always stay here when traveling to Claremont and it’s affordable, clean and friendly staff."

Reviewed on Sep 14, 2025

Opens in a new windowClaremont Motor Lodge
Best Western Springfield Hotel

Best Western Springfield Hotel

2.5 out of 5
818 Charlestown Rd, Springfield, VT
Fully refundableReserve now, pay when you stay
The price is CA $247 per night from Oct 12 to Oct 13
CA $247
CA $271 total
Oct 12 - Oct 13
includes taxes & fees
Stay at this hotel in Springfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
"Convenient access off I-91. Friendly & helpful staff. Breakfast included - hot, great coffee! Well curated library. Yes books! Really good pizza & grinders just across the NH border - Charlston House of Pizza (CHOP). I would return."

Reviewed on Sep 17, 2025

Opens in a new windowBest Western Springfield Hotel
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
The price is CA $169 per night from Sep 29 to Sep 30
CA $169
CA $186 total
Sep 29 - Sep 30
includes taxes & fees
Stay at this motel in Londonderry. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the restaurant and the helpful staff in our reviews. ...
"The staff was amazing and were so kind to take such good care of us despite their own hardships when their well went dry. They went above and beyond for all their guests that weekend! A gem of a place."

Reviewed on Sep 3, 2025

Opens in a new windowThe Upper Pass Lodge at Magic Mountain
Fullerton Inn

Fullerton Inn

2.5 out of 5
40 The Common, Chester, VT
Fully refundableReserve now, pay when you stay
The price is CA $219 per night from Oct 19 to Oct 20
CA $219
CA $239 total
Oct 19 - Oct 20
includes taxes & fees
Stay at this inn in Chester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
Great Inn in a quaint town.
"A wonderful little Inn with such a pleasant owner and just a great vibe there. Would absolutely recommend for a summer or winter stay. Can imagine it is beautiful in the winter."

Reviewed on Aug 3, 2025

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
The price is CA $189 per night from Sep 22 to Sep 23
CA $189
CA $229 total
Sep 22 - Sep 23
includes taxes & fees
Stay at this 3-star ski resort in Stratton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our ...
"Convenient to"

Reviewed on Sep 14, 2025

Opens in a new windowThe Black Bear Lodge at Stratton Mountain Resort
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