Search Guest Houses in Chesterfield

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Check prices for these dates

Next weekend
Feb 21 - Feb 23
In two weeks
Feb 28 - Mar 2
In one month
Mar 14 - Mar 16
In two months
Apr 11 - Apr 13

Browse Select Chesterfield Guest Houses

Mountaineer Inn
Fireplace

Mountaineer Inn

2.0 star property
9.0 out of 10, Wonderful, (407)
"Food choice limited for continental breakfast. staff friendly. pool table had torn felt and 2 sets of balls."
The price is CA $277
CA $336 total
includes taxes & fees
Feb 25 - Feb 26
Mountaineer Inn
The Black Bear Lodge at Stratton Mountain Resort
Indoor spa tub

The Black Bear Lodge at Stratton Mountain Resort

3.0 star property
7.6 out of 10, Good, (891)
"The place was very nice but a little dated"
The price is CA $256
CA $309 total
includes taxes & fees
Mar 12 - Mar 13
The Black Bear Lodge at Stratton Mountain Resort
Mount Snow Grand Summit Resort
Exterior

Mount Snow Grand Summit Resort

3.0 star property
8.8 out of 10, Excellent, (179)
"Older, air drying in the locker rooms odd . Moisture. "
The price is CA $400
CA $479 total
includes taxes & fees
Mar 11 - Mar 12
Mount Snow Grand Summit Resort
Colonial Motel And Spa
Exterior

Colonial Motel And Spa

3.0 star property
6.8 out of 10, (1003)
"Great stop-over for northern Vermont skiing. Nice pool, friendly staff, and tasty breakfast :)"
The price is CA $156
CA $171 total
includes taxes & fees
Feb 20 - Feb 21
Colonial Motel And Spa
Big Bears Lodge
Outdoor spa tub

Big Bears Lodge

3.0 star property
9.0 out of 10, Wonderful, (169)
"very friendly"
The price is CA $238
CA $262 total
includes taxes & fees
Feb 27 - Feb 28
Big Bears Lodge
The Putney Inn
Exterior

The Putney Inn

2.5 star property
8.4 out of 10, Very good, (1001)
"Great hotel for the price. Nice and quiet. "
The price is CA $121
CA $131 total
includes taxes & fees
Mar 9 - Mar 10
The Putney Inn
Comfort Inn & Suites Brattleboro I-91
Lobby

Comfort Inn & Suites Brattleboro I-91

2.5 star property
8.6 out of 10, Excellent, (580)
"We stayed here twice this snow season, and both times, breakfast was delayed. The first time (Saturday), the cook was late, causing a 20-minute delay. The second time (also Saturday), the cook disappeared, and there was no hot food at all. We frequently stay at different Comfort Inns during our ski trips, and this is the ONLY one where we've encountered such issues with breakfast service. If you rely on a timely breakfast, especially for a busy morning, you may want to consider other options."
The price is CA $148
CA $163 total
includes taxes & fees
Mar 11 - Mar 12
Comfort Inn & Suites Brattleboro I-91
Hampton Inn Brattleboro
Lobby

Hampton Inn Brattleboro

2.5 star property
8.2 out of 10, Very good, (1000)
"Check in staff were super helpful. We did not know the hot tub and pool were not open, which bummed us out. We loved that all the rooms were animal friendly. The cookies were also Faboo!"
The price is CA $149
CA $164 total
includes taxes & fees
Mar 10 - Mar 11
Hampton Inn Brattleboro
Chalet 239
Family Room | Living area

Chalet 239

2.0 star property
9.6 out of 10, Exceptional, (57)
"Place is very new. House keeper should give little details to the inside refrigerator. Little filthy "
The price is CA $265
CA $291 total
includes taxes & fees
Feb 26 - Feb 27
Chalet 239
Best Western Springfield Hotel
Suite, 1 King Bed, Accessible, Refrigerator & Microwave (with Sofabed)

Best Western Springfield Hotel

2.5 star property
8.8 out of 10, Excellent, (741)
"Very nice hotel, close to okemo. Nice breakfast! "
The price is CA $230
CA $251 total
includes taxes & fees
Mar 10 - Mar 11
Best Western Springfield Hotel
Fullerton Inn
Standard Room, 2 Double Beds

Fullerton Inn

2.5 star property
8.0 out of 10, Very good, (326)
"Nice place to stay. Very drivable to other areas. Only negative was our bed room 6 needs a new mattress. "
The price is CA $184
CA $201 total
includes taxes & fees
Mar 2 - Mar 3
Fullerton Inn
COHO Inn & Motor Lodge
30-inch flat-screen TV with digital channels, Netflix, Hulu

COHO Inn & Motor Lodge

10.0 out of 10, Exceptional, (18)
"Lane was very friendly and provided good guidance to go around. Diane was very sweet and attentive during breakfast."
The price is CA $168
CA $275 total
includes taxes & fees
Feb 13 - Feb 14
COHO Inn & Motor Lodge
Austrian Haus Lodge
Indoor pool

Austrian Haus Lodge

2.5 star property
8.6 out of 10, Excellent, (48)
"Great stay weather caused slippery driveway "
Austrian Haus Lodge
Latchis Hotel
Interior

Latchis Hotel

2.5 star property
8.4 out of 10, Very good, (705)
"Loved the record player in the rooms and the theater just downstairs!"
The price is CA $173
CA $191 total
includes taxes & fees
Feb 24 - Feb 25
Latchis Hotel
Unique Luxurious Gothic Castle, gorgeous views of lake/mountain 500 acre estate!
Interior

Unique Luxurious Gothic Castle, gorgeous views of lake/mountain 500 acre estate!

10.0 out of 10, Exceptional, (144)
"I can unequivocally say we had a wonderful time from the moment we drove up until we were driving away. We had booked this as a surprise for our adult children (and their partners) to stay with us. They were absolutely wowed by the amazing castle, the amazing views and just how cool it was. The caretaker Mike was incredibly helpful and helped get us set up perfectly. We would 100% stay again - if we could find an opening :-) "
Unique Luxurious Gothic Castle, gorgeous views of lake/mountain 500 acre estate!
Black Walnut Inn
Deluxe Studio Suite

Black Walnut Inn

2.0 star property
9.8 out of 10, Exceptional, (49)
"The historic charm, combined with the updated bathrooms, made this property unique. Homemade baked goods and freshly made to order breakfast makes this a much better option than any area hotel. "
The price is CA $219
CA $245 total
includes taxes & fees
Feb 18 - Feb 19
Black Walnut Inn
Red Roof Inn PLUS+ South Deerfield – Amherst
Desk, laptop workspace, blackout drapes, iron/ironing board

Red Roof Inn PLUS+ South Deerfield – Amherst

2.5 star property
7.2 out of 10, Good, (1002)
"Icy parking lot was left untreated."
The price is CA $141
CA $158 total
includes taxes & fees
Feb 19 - Feb 20
Red Roof Inn PLUS+ South Deerfield – Amherst
The Nutmeg
TV

The Nutmeg

3.5 star property
9.4 out of 10, Exceptional, (368)
"Everyone was very friendly and the accommodations were perfect. We were able to access the VAST trail right from the property. Unfortunately, we slept through breakfast but I can tell you that the entire Inn smelled fabulous!"
The price is CA $230
CA $254 total
includes taxes & fees
Feb 19 - Feb 20
The Nutmeg
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Exterior

Holiday Inn Express Hotel & Suites Brattleboro by IHG

2.5 star property
8.8 out of 10, Excellent, (962)
"Good"
The price is CA $205
CA $226 total
includes taxes & fees
Mar 13 - Mar 14
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Bromley View Inn
Lounge

Bromley View Inn

3.5 star property
9.2 out of 10, Wonderful, (332)
"The stay was homely and relaxing. The staff were so accommodating and friendly. "
The price is CA $219
CA $241 total
includes taxes & fees
Feb 25 - Feb 26
Bromley View Inn
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.
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Other property types in Chesterfield

This is it! Fabulous Vermont Cabin w/ 25 Acres to Explore! Spectacular Views!
TV, fireplace, DVD player, books

This is it! Fabulous Vermont Cabin w/ 25 Acres to Explore! Spectacular Views!

9.8 out of 10, Exceptional, (113)
"Great place to stay with friends and family. Will be visiting again!"
This is it! Fabulous Vermont Cabin w/ 25 Acres to Explore! Spectacular Views!
Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns
Fridge, microwave, oven, stovetop

Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns

10.0 out of 10, Exceptional, (51)
"This place was just about perfect with excellent hosts that were easy to communicate to. My only ask would be to get shades to block the sun in the morning in the bedroom to the left of the upstairs bathroom. We did not use that bedroom because of this reason. That being said, we loved this place so much that we already booked again for next year. "
Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns
Stunning dog-friendly home with board games, sauna, balcony, gas grill, & deck
Fridge, microwave, oven, stovetop

Stunning dog-friendly home with board games, sauna, balcony, gas grill, & deck

7.0 out of 10, Good, (14)
"Great place. Clean and comfortable. Nicely stocked kitchen with newer appliances. Sauna was amazing. Had 10 inches of snow one morning and it was fully plowed by 7am!"
Stunning dog-friendly home with board games, sauna, balcony, gas grill, & deck
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.