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Check prices for these dates

Next weekend
21 Saf. - 23 Saf.
In two weeks
28 Saf. - 2 Rab. I
In one month
14 Rab. I - 16 Rab. I
In two months
11 Rab. II - 13 Rab. II

Compare Motels in Chesterfield with updated reviews, rates, and availability.

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 SAR 435
SAR 528 total
includes taxes & fees
10 Mar - 11 Mar
Mountaineer Inn
The Black Bear Lodge at Stratton Mountain Resort
Room

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 SAR 671
SAR 812 total
includes taxes & fees
13 Mar - 14 Mar
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 SAR 1,050
SAR 1,257 total
includes taxes & fees
13 Mar - 14 Mar
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 SAR 409
SAR 450 total
includes taxes & fees
16 Feb - 17 Feb
Colonial Motel And Spa
Big Bears Lodge
Front of property

Big Bears Lodge

3.0 star property
9.0 out of 10, Wonderful, (169)
"very friendly"
The price is SAR 625
SAR 688 total
includes taxes & fees
13 Mar - 14 Mar
Big Bears Lodge
The Putney Inn
Front of property

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 SAR 333
SAR 363 total
includes taxes & fees
13 Feb - 14 Feb
The Putney Inn
Comfort Inn & Suites Brattleboro I-91
Exterior

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 SAR 388
SAR 427 total
includes taxes & fees
9 Mar - 10 Mar
Comfort Inn & Suites Brattleboro I-91
Hampton Inn Brattleboro
Breakfast area

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 SAR 392
SAR 431 total
includes taxes & fees
4 Mar - 5 Mar
Hampton Inn Brattleboro
Chalet 239
Room

Chalet 239

2.0 star property
9.6 out of 10, Exceptional, (57)
"Great boutique hotel! Lots of carefully thought details for family stay! Would definitely rebook! "
The price is SAR 695
SAR 764 total
includes taxes & fees
12 Mar - 13 Mar
Chalet 239
Best Western Springfield Hotel
Exterior

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 SAR 604
SAR 659 total
includes taxes & fees
13 Mar - 14 Mar
Best Western Springfield Hotel
Fullerton Inn
Front of property - evening/night

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 SAR 484
SAR 527 total
includes taxes & fees
2 Mar - 3 Mar
Fullerton Inn
COHO Inn & Motor Lodge
Exterior

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 SAR 440
SAR 719 total
includes taxes & fees
24 Feb - 25 Feb
COHO Inn & Motor Lodge
Austrian Haus Lodge
Exterior

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
Exterior

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 SAR 446
SAR 491 total
includes taxes & fees
18 Feb - 19 Feb
Latchis Hotel
Unique Luxurious Gothic Castle, gorgeous views of lake/mountain 500 acre estate!
Castle in the Fall

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
Front of property

Black Walnut Inn

2.0 star property
9.8 out of 10, Exceptional, (49)
"A delightful place with a wonderful breakfast. Highly recommended. "
The price is SAR 606
SAR 677 total
includes taxes & fees
18 Feb - 19 Feb
Black Walnut Inn
Red Roof Inn PLUS+ South Deerfield – Amherst
Exterior

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 SAR 371
SAR 414 total
includes taxes & fees
18 Feb - 19 Feb
Red Roof Inn PLUS+ South Deerfield – Amherst
The Nutmeg
Exterior

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 SAR 567
SAR 624 total
includes taxes & fees
18 Feb - 19 Feb
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 SAR 536
SAR 590 total
includes taxes & fees
13 Mar - 14 Mar
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Bromley View Inn
Restaurant

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 SAR 575
SAR 633 total
includes taxes & fees
23 Feb - 24 Feb
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!
Winter wonderland!

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
Plenty of private open space to explore with the whole family!

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

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

7.0 out of 10, Good, (14)
"We enjoyed our stay. AWD is a must for the driveway. The number of security cameras around the property is uncomfortable."
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.

Frequently asked questions

What can I expect from a motel trip to Chesterfield?
If you’re having trouble locating a motel in Chesterfield, allow Expedia help you find a motel or similar property from more than 497 lodging options in the area. Just use our search tools to filter by price per night or money-saving amenities such as free breakfast and free airport transportation.
What is a motel?
Motels often have free parking, and many have outdoor pools. Often one or two stories tall, motel properties usually have exterior corridors overlooking the parking lot or an outdoor pool. Starting in the early 1950s, colorful neon signs were used as beacons for tired families on road trips, and examples today can still be seen along historic U.S. Route 66.
What are the best motels in Chesterfield?
Here are some of our customers’ favorite motels to book in the larger area. Colonial Motel And Spa is located 4.5 mi (7.3 km) from the heart of Chesterfield. Enjoy access to the 2 indoor pools, and freebies including WiFi and parking. The Putney Inn: A 24-hour front desk along with freebies like breakfast, WiFi, and parking are available during your stay. Central Chesterfield is 5.8 mi (9.4 km) away. Rodeway Inn: Enjoy access to the 24-hour front desk, and freebies including WiFi and parking. Located 19.4 mi (31.2 km) from the heart of Chesterfield. Econo Lodge Brattleboro: Central Chesterfield is 5.9 mi (9.5 km) away. A seasonal outdoor pool along with freebies like breakfast, WiFi, and parking are available during your stay. Travelodge by Wyndham Brattleboro VT: 4.3 mi (6.9 km) from the heart of Chesterfield. Enjoy access to the 24-hour front desk, and freebies including WiFi and parking.
What things can I to do in Chesterfield?
Some outdoorsy places nearby include Pisgah State Park, Spofford Lake, and Madame Sherri Forest. You’ll find these family-friendly sights in the area: Brattleboro Bowl, Scott Farm Orchard, and Cheshire Children’s Museum. While you’re checking out the area, consider visiting Asbury United Methodist Church, Madame Sherris Castle Ruins, and Brattleboro Common.
What's the weather like in Chesterfield?
Weather can make or break a roadtrip, so here’s some data about year-round temperatures in Chesterfield to help you plan yours: The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Chesterfield are January, March, November, and February, with each month seeing an average of 9 inches of snowfall.
What are my options for getting around Chesterfield when staying in a motel?
We’ve gathered some information about local transportation options in Chesterfield to help you navigate your stay: Fly into Springfield, VT (VSF-Hartness State), which is located 31.6 mi (50.9 km) away from the heart of the city. You can also search for flights into Manchester-Boston Regional Airport (MHT), which is 52.3 mi (84.2 km) away. If you’d like to venture out around the area, you may want a rental car for your journey.