Chester Hotels from S$107
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27 Aug - 28 AugTomorrow
28 Aug - 29 AugThis weekend
28 Aug - 30 AugNext weekend
4 Sept - 6 SeptOur top choices for Chester hotels
1. Fullerton Inn
Fullerton InnChester Depot
Kirsty
S$193
includes taxes & fees
6 Sept - 7 Sept
2. Stone Hearth Inn and Eatery
Stone Hearth Inn and EateryChester
Olena
S$281
includes taxes & fees
8 Sept - 9 Sept
3. Best Western Springfield Hotel
Best Western Springfield HotelSpringfield
Gerry
S$225
includes taxes & fees
3 Sept - 4 Sept
4. Pointe at Castle Hill Resort
Pointe at Castle Hill ResortCavendish
David
S$136
includes taxes & fees
2 Sept - 3 Sept
5. Bromley View Inn
Bromley View InnBondville
William
S$107
includes taxes & fees
30 Aug - 31 Aug
6. The Upper Pass Lodge at Magic Mountain
The Upper Pass Lodge at Magic MountainLondonderry
Terry
S$118
includes taxes & fees
2 Sept - 3 Sept
7. The Hartness House
The Hartness HouseSpringfield
Dan
S$248
includes taxes & fees
30 Aug - 31 Aug
8. Harvest Barn Inn
Harvest Barn InnBellows Falls
Michael
S$224
includes taxes & fees
31 Aug - 1 Sept
9. Claremont Motor Lodge
Claremont Motor LodgeClaremont
Sergio
S$149
includes taxes & fees
1 Sept - 2 Sept
10. The Inn at Weathersfield
The Inn at WeathersfieldPerkinsville
Rula
S$300
includes taxes & fees
30 Aug - 31 Aug
11. The Common Man Inn & Restaurant
The Common Man Inn & RestaurantClaremont
Denis
S$185
includes taxes & fees
7 Sept - 8 Sept
12. Blue Gentian Lodge at Magic Mountain
Blue Gentian Lodge at Magic MountainLondonderry
Abigail
S$208
includes taxes & fees
31 Aug - 1 Sept
13. The Black Bear Lodge at Stratton Mountain Resort
The Black Bear Lodge at Stratton Mountain ResortStratton
Roberta
S$181
includes taxes & fees
2 Sept - 3 Sept
14. Main and Mountain Bar & Motel
Main and Mountain Bar & MotelLudlow
Kristina
S$238
includes taxes & fees
3 Sept - 4 Sept
15. Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Holiday Inn Club Vacations Mount Ascutney Resort by IHGBrownsville
Gene
S$214
includes taxes & fees
30 Aug - 31 Aug
16. Sun Lodge near Manchester VT, Ascend Collection Hotel
Sun Lodge near Manchester VT, Ascend Collection HotelBromley Mountain
Charlene
S$178
includes taxes & fees
17 Sept - 18 Sept
17. Royal Inn Claremont
Royal Inn ClaremontClaremont
Eva
S$149
includes taxes & fees
30 Aug - 31 Aug
18. The Putney Inn
The Putney InnPutney
JANE
S$152
includes taxes & fees
28 Sept - 29 Sept
19. Hampton Inn Brattleboro
Hampton Inn BrattleboroBrattleboro
Timothy
S$157
includes taxes & fees
8 Sept - 9 Sept
20. The Manchester View
The Manchester ViewManchester Center
Edward
S$138
includes taxes & fees
31 Aug - 1 Sept
Where to stay in Chester
Find the best Chester areas for the activities you enjoy most.
Chester Depot
If you're spending some time in Chester Depot, DaVallia Art & Accents and Bonnie's Bundles Dolls are top sights worth seeing.
Stay near popular Chester attractions
Bonnie's Bundles Dolls
7.6/10 (4 reviews)
This historic Vermont studio showcased handcrafted cloth dolls with embroidered faces and calico clothing. Visitors treasured personal interactions with artist Bonnie Watters and stories behind her creations.
DaVallia Art & Accents
10.0/10 (2 reviews)
This Vermont art haven showcases fine local art and handcrafted furniture in thoughtfully designed spaces. Browse both the Art Boutique and 39 North Gallery to experience indoor exhibits and outdoor sculpture gardens.
Learn more about Chester
Nestled in a relaxing small-town setting, Chester invites visitors to explore DaVallia Art & Accents and browse handcrafted treasures at Bonnie's Bundles Dolls. Outdoor enthusiasts can enjoy nearby Stoughton Pond Recreation Area or take a scenic drive to Lowell Lake State Park and the charming Vermont Country Store.
See all hotels in Chester
Top Chester Hotel Reviews
The Shire Woodstock
8/10 Good
"We enjoyed our stay very much. We found our stay to very quiet. The back of the property was so peaceful and relaxing sitting by the river, listening to the birds and the gurgling of the river as it moves along. The room was comfortable with a fridge and freezer for snacks/fruit etc. I'd like to see another chair in the room so that 2 people can sit by the window and experience the view although this wasn't a game changer."
Hampton Inn and Suites Manchester
10/10 Excellent
"Very good breakfast, clean and spacious room, friendly staff."
Kimpton Taconic Hotel by IHG
10/10 Excellent
"Rooms were clean and comfortable ,staff was pleasant. Love the Manchester such a beautiful town."
Hampton Inn Brattleboro
8/10 Good
"Very clean. Good full breakfast."
Best Western Plus Keene Hotel
8/10 Good
"Clean room breakfast was good"
Keene Elm City Hotel, an Ascend Collection Hotel
10/10 Excellent
"It was good!"
The Palmer House Resort, an Ascend Collection Hotel
10/10 Excellent
"๐"
Colonial Motel
8/10 Good
"X"
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
8/10 Good
"The place was clean and well maintained. Ample room and comfortable as well. Having a kitchen and having it properly equipped was a big plus."
More cheap stays in Chester
Days Inn by Wyndham Keene NH
3 Ash Brook Road Keene NH
S$134
9 Sept - 10 Sept
includes taxes & fees
Hampton Inn Brattleboro
1378 Putney Road Brattleboro VT
S$157
8 Sept - 9 Sept
includes taxes & fees
8.2/10 Very good! (1,001 reviews)
Comfort Inn & Suites Brattleboro I-91
1186 Putney Road Brattleboro VT
S$165
6 Sept - 7 Sept
includes taxes & fees
8.6/10 Excellent! (849 reviews)
Keene Elm City Hotel, an Ascend Collection Hotel
175 Key Rd Keene NH
S$185
10 Sept - 11 Sept
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
Hampton Inn and Suites Manchester
4519 Main St Manchester Center VT
S$217
8 Sept - 9 Sept
includes taxes & fees
9.6/10 Exceptional! (1,005 reviews)
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