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Check prices for these dates

In two weeks
17 Oct - 19 Oct
In one month
31 Oct - 2 Nov
In two months
28 Nov - 30 Nov
In three months
26 Dec - 28 Dec

Apartments in Chesterfield

Lake Whitingham & Mount Snow Area Village Apartment
Property grounds

Lake Whitingham & Mount Snow Area Village Apartment

2.0 star property
10.0 out of 10, Exceptional, (1)
"This place was cozy and romantic, making it the perfect escape from the hustle and bustle of city life. The location is ideal, with charming New England towns to explore in every direction. Amy and Connor were exceptional hosts, checking in with us throughout our stay to ensure we felt right at home."
The price is SAR 525
SAR 1,117 total
includes taxes & fees
28 Oct - 29 Oct
Lake Whitingham & Mount Snow Area Village Apartment
Charming 1-bedroom apartment with WiFi, AC in delightful Brattleboro
Fridge, microwave, oven, stovetop

Charming 1-bedroom apartment with WiFi, AC in delightful Brattleboro

Charming 1-bedroom apartment with WiFi, AC in delightful Brattleboro
Walk to Trails: Artsy Mtn-view Getaway in Vernon!
Apartment (1 Bedroom) | Interior

Walk to Trails: Artsy Mtn-view Getaway in Vernon!

3.0 star property
Walk to Trails: Artsy Mtn-view Getaway in Vernon!
HeART Barn, 35-60 m. to skiing @ Mt. Snow, Stratton, Okemo, Magic & Bromley
Exterior detail

HeART Barn, 35-60 m. to skiing @ Mt. Snow, Stratton, Okemo, Magic & Bromley

10.0 out of 10, Exceptional, (6)
"This was my second time staying in the barn and I enjoyed it. The property is in a good location and very quiet."
HeART Barn, 35-60 m. to skiing @ Mt. Snow, Stratton, Okemo, Magic & Bromley
Cozy apt in beautiful secluded spot 15 mins from Mt Snow
Property grounds

Cozy apt in beautiful secluded spot 15 mins from Mt Snow

10.0 out of 10, Exceptional, (3)
"There was a little problem with the lockbox, but Catherine was available to help solve it. We were staying in the house instead of the “cozy apartment.” Except for a somewhat difficult staircase and a couple of doors to the deck that did not have screens, we have no complaints. They location was beautiful, but a bit of a distance from places we wanted to go to. The price was very fair, and I would recommend this location to others."
The price is SAR 319
SAR 767 total
includes taxes & fees
31 Oct - 1 Nov
Cozy apt in beautiful secluded spot 15 mins from Mt Snow
Deck, Mountain Views: Colorful Retreat in Vernon!
Apartment (2 Bedrooms) | Interior

Deck, Mountain Views: Colorful Retreat in Vernon!

3.0 star property
10.0 out of 10, Exceptional, (1)
"The property was exquisite, affordable and amazing, me and the family enjoyed everything. Thank you to our host for you professional demeanor and hospitality."
Deck, Mountain Views: Colorful Retreat in Vernon!
Lakefront Orange Vacation Rental - Pet Friendly!
Apartment (1 Bedroom) | Interior

Lakefront Orange Vacation Rental - Pet Friendly!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Lovely, very clean, and well appointed. Host was amazing, 2 rocking chairs on front stoop overlooking the water was beautiful, peaceful.The interiorand decor was beautiful and very comfortable. We used our kayaks, which was great. It is an in̈cline downhill to carry your kayak. "
Lakefront Orange Vacation Rental - Pet Friendly!
Beautiful Townhouse In Turners Falls!
Property grounds

Beautiful Townhouse In Turners Falls!

9.8 out of 10, Exceptional, (140)
"Beautiful home, wonderfully decorated and clean! Quiet neighborhood. I would definitely stay again. "
Beautiful Townhouse In Turners Falls!
The Pines Cabin | New Tiny Home Near Mt Snow!
Property grounds

The Pines Cabin | New Tiny Home Near Mt Snow!

10.0 out of 10, Exceptional, (1)
The Pines Cabin | New Tiny Home Near Mt Snow!
Studio w/ Trail Access ~ 10 Mi to Brattleboro!
Apartment (0 Bedroom) | Interior

Studio w/ Trail Access ~ 10 Mi to Brattleboro!

3.0 star property
Studio w/ Trail Access ~ 10 Mi to Brattleboro!
Cozy 1-bedroom apartment in delightful Brattleboro
Fridge, microwave, oven, stovetop

Cozy 1-bedroom apartment in delightful Brattleboro

Cozy 1-bedroom apartment in delightful Brattleboro
'red Sweetheart Barn Studio' w/ Mtn & River Views!
Apartment (0 Bedroom) | Front of property

'red Sweetheart Barn Studio' w/ Mtn & River Views!

3.0 star property
'red Sweetheart Barn Studio' w/ Mtn & River Views!
Updated Vintage Apartment < 1/2 Mi to Main St
Apartment (2 Bedrooms) | Interior

Updated Vintage Apartment < 1/2 Mi to Main St

3.5 star property
Updated Vintage Apartment < 1/2 Mi to Main St
Dover Condo w/ Grill & Balcony: 3 Mi to Mt Snow!
Apartment (2 Bedrooms) | Interior

Dover Condo w/ Grill & Balcony: 3 Mi to Mt Snow!

3.5 star property
Dover Condo w/ Grill & Balcony: 3 Mi to Mt Snow!
Spacious 2BR w/ large loft, Deck, great location
Exterior

Spacious 2BR w/ large loft, Deck, great location

10.0 out of 10, Exceptional, (2)
"Rich and Nicky are premier host in my book. They were so responsive with any inquiry and so helpful with area advice. Loved being able to walk to The Tavern and Sawmill for dinner. The house is one of the best equipped I’ve ever stayed in, high end appliances and comfortable furniture and beds. We will return."
Spacious 2BR w/ large loft, Deck, great location
Entire private apartment suite in home with own entrance, views and private gym.
Interior

Entire private apartment suite in home with own entrance, views and private gym.

Entire private apartment suite in home with own entrance, views and private gym.
Relaxing Mountain Refuge: 4 Miles to Mt Snow!
Apartment (3 Bedrooms) | Interior

Relaxing Mountain Refuge: 4 Miles to Mt Snow!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Amazing stay, great hosts, will be back here next time in the area"
Relaxing Mountain Refuge: 4 Miles to Mt Snow!
Foxglove Tiny House - a modern tiny getaway
Outdoor dining

Foxglove Tiny House - a modern tiny getaway

Foxglove Tiny House - a modern tiny getaway
Large Elegant Historic 2BR, Walk to restaurants!
Exterior

Large Elegant Historic 2BR, Walk to restaurants!

The price is SAR 1,119
SAR 1,421 total
includes taxes & fees
3 Oct - 4 Oct
Large Elegant Historic 2BR, Walk to restaurants!
Charming 1-bedroom apartment with WiFi, & kitchen in fabulous Town of Rockingham
Exterior

Charming 1-bedroom apartment with WiFi, & kitchen in fabulous Town of Rockingham

Charming 1-bedroom apartment with WiFi, & kitchen in fabulous Town of Rockingham
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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Top Chesterfield Hotel Reviews

Best Western Plus Keene Hotel

Best Western Plus Keene Hotel

10/10 Excellent
"Would definitely stay again. Very convenient location "
Stephanie 2-night trip
Posted 23 hours ago
Best Western Plus Keene Hotel

Frequently asked questions

What's it like to stay at an apartment in Chesterfield?
You might not have many choices centrally in Chesterfield, but Expedia can help you locate lodging options in the area with similar amenities to an apartment. When you search for a place to stay on Expedia, you can filter by amenities you might find in an apartment like a kitchen. You can also filter by similar properties such as vacation homes, condos, or guest houses.
How do you know if an apartment is the best choice for your stay?
An apartment features a kitchen for convenient meals, and is often more spacious than a traditional hotel room. Apartments are a good option for couples who want a more local feel, and also for families wanting the conveniences of home.
What's a favorite apartment for a stay in Chesterfield?
Here is a popular apartment in the area to consider: Walk to Trails: Artsy Mtn-view Getaway in Vernon!: Located in Vernon, 11.1 mi/17.9 km away. Includes private patios. Access to free parking is available on site.
What will the weather be like during my trip to Chesterfield?
Weather is only one factor, but it can really affect your travel plans, especially when you're planning an extended stay in Chesterfield. 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 should I see and do in Chesterfield?
While exploring the area, visit family-friendly sights like Brattleboro Bowl, or get outside and enjoy nature at Spofford Lake. Asbury United Methodist Church and Pisgah State Park are other places to visit while you're in town.
What's the best way to get to and around Chesterfield?
Knowing a bit about the transportation options can make your trip smoother when you get to your destination. Fly into Springfield, VT (VSF-Hartness State), which is located 31.6 mi (50.9 km) away from the city center. Otherwise, look 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, consider renting a car to take in more sights.