Chester Family Hotel
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8 Aug - 9 AugTomorrow
9 Aug - 10 AugNext weekend
14 Aug - 16 AugIn two weeks
21 Aug - 23 AugOur top choices for Chester family-friendly hotels
HK$1,429
HK$1,571 total
includes taxes & fees
9 Aug - 10 Aug
2. Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Charming Fully Renovated One-Room Schoolhouse on 22+ acresGrafton
- Renovated schoolhouse cabin offers tranquil family time with hiking trails and children's books.
HK$1,334
HK$2,873 total
includes taxes & fees
17 Aug - 18 Aug
3. The Black Bear Lodge at Stratton Mountain Resort
The Black Bear Lodge at Stratton Mountain ResortStratton
- Family escapes to Black Bear Lodge offer mountain adventure with convenient ski shuttles and a game room for kids.
HK$1,024
HK$1,239 total
includes taxes & fees
1 Sept - 2 Sept
HK$1,228
HK$1,339 total
includes taxes & fees
9 Aug - 10 Aug
5. Sun Lodge, an Ascend Collection Hotel
Sun Lodge, an Ascend Collection HotelBromley Mountain
- Family fun at this ski-in/ski-out lodge offers game room adventures, mountain access, and recently renovated spaces.
HK$998
HK$1,098 total
includes taxes & fees
30 Aug - 31 Aug
6. Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Holiday Inn Club Vacations Mount Ascutney Resort by IHGBrownsville
HK$1,090
HK$1,317 total
includes taxes & fees
9 Aug - 10 Aug
7. Aerie Inn of Vermont
Aerie Inn of VermontEast Dorset
- Family fun awaits in the mountains with easy lake access, outdoor playground, and cosy firepit for evening entertainment.
HK$1,035
HK$1,129 total
includes taxes & fees
10 Aug - 11 Aug
8. Seesaw's Lodge
Seesaw's LodgePeru
- Family adventures await with rustic elegance at this mountain lodge featuring playrooms, babysitting, and outdoor fun for all ages.
HK$1,593
HK$1,737 total
includes taxes & fees
16 Aug - 17 Aug
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Top Chester Hotel Reviews
Keene Elm City Hotel, an Ascend Collection Hotel
10/10 Excellent
"Breakfast offered a lot of good choices from eggs to cereal to fresh fruit. The room was clean throughout and the AC quiet and efficient. The staff was excellent in providing information and Dillan's recommendation for dinner was "spot on". The room price was very reasonable, and the indoor heated pool provide a relaxing afternoon."
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
10/10 Excellent
"Perfect"
Hampton Inn Brattleboro
10/10 Excellent
"Amazing service! Perfect"
Woodstock Inn & Resort
10/10 Excellent
"Amazing! Will visit again."
The Shire Woodstock
10/10 Excellent
"Giid hotel with several fire pits to sit by the river"
The Equinox Golf Resort & Spa
8/10 Good
"Good place to stay, but not great."
Kimpton Taconic Hotel by IHG
10/10 Excellent
"Excellent amenities and perfect if you're traveling with a dog to VT. Rooms are very nice albeit a bit small and very low water pressure in the shower."
Grand Summit Resort, A Vail Resorts Property
10/10 Excellent
"Very nice resort, on a beautiful landscaping"