Compare Chesterfield Guest House Rentals

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Featured Guest Houses in Chesterfield

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

4 out of 5
20 W Housatonic St., Pittsfield, MA
$104 nightly
The price is $116 total per night
$116 total
Oct 31 - Nov 1
Total with taxes and fees
Guests of The Central Downtown Inn & Suites enjoy free WiFi in public areas, express check-in, and express check-out. If you drive, put free parking to good use. Staff members can help with accommodation requests, and provide luggage storage. Additional amenities include a terrace and laundry facilities.
Pet friendly
Parking included
Blooming Inn

Blooming Inn

3 out of 5
22 Mechanic St, Shelburne Falls, MA
$139 nightly
The price is $150 total per night
$150 total
Oct 26 - Oct 27
Total with taxes and fees
Blooming Inn features free WiFi in public areas, coffee in a common area, and refrigerator in a common area. You can put free offsite parking to good use if you drive.
Free WiFi
Air conditioning
The Revival House

The Revival House

3 out of 5
17 Commercial St, Adams, MA
Free Cancellation
Reserve now, pay when you stay
$168 nightly
The price is $188 total per night
$188 total
Oct 13 - Oct 14
Total with taxes and fees
The Revival House features free WiFi in public areas and a communal living room. There's free parking if you drive.
Breakfast included
Parking included
Berkshire Village Carriage House - Super Private!!

Berkshire Village Carriage House - Super Private!!

$205 nightly
The price is $229 total per night
$229 total
Oct 28 - Oct 29
Total with taxes and fees
Guests staying at this guesthouse have access to a garden and barbecue grills.
Kitchen
Free WiFi
In town, newly remodeled studio with private balcony

In town, newly remodeled studio with private balcony

$140 nightly
The price is $156 total per night
$156 total
Oct 26 - Oct 27
Total with taxes and fees
This guesthouse features free WiFi in public areas and a garden.
Free WiFi
Air conditioning
Chestnut Lodge

Chestnut Lodge

3.5 out of 5
75 Chestnut Street, Lee, MA
At Chestnut Lodge, guests have access to free WiFi in public areas, a hot tub, and a terrace. A stay here includes free parking. This smoke-free guesthouse also has a picnic area.
Hot Tub
Parking included
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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.

Hotel Options in Chesterfield

    Red Roof Inn PLUS+ West Springfield

    Red Roof Inn PLUS+ West Springfield

    1254 Riverdale Street, West Springfield, MA
    $98 nightly
    The price is $112 total per night from Nov 2 to Nov 3
    $112 total
    Nov 2 - Nov 3
    Total with taxes and fees
    6.8/10 (1,007 reviews)
    Berkshire Mountain Lodge

    Berkshire Mountain Lodge

    8 Dan Fox Dr, Pittsfield, MA
    $97 nightly
    The price is $108 total per night from Nov 2 to Nov 3
    $108 total
    Nov 2 - Nov 3
    Total with taxes and fees
    8.8/10 Excellent! (678 reviews)
    Quality Inn West Springfield

    Quality Inn West Springfield

    1150 Riverdale St, West Springfield, MA
    $84 nightly
    The price is $96 total per night from Oct 22 to Oct 23
    $96 total
    Oct 22 - Oct 23
    Total with taxes and fees
    7/10 Good! (1,000 reviews)

Chesterfield Guest Houses essential information

Accommodation
6 Guest Houses
Lowest Price
$96
Highest Price
$229
Popular accommodation
The Central Downtown Inn & Suites, Blooming Inn, The Revival House, Berkshire Village Carriage House - Super Private!!, In town, newly remodeled studio with private balcony , Chestnut Lodge