Book Bed and Breakfast in Chatham

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Featured B&B in Chatham

The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

3.5 out of 5
203 Main St, Lenox, MA
Free Cancellation
Reserve now, pay when you stay
$163 nightly
The price is $182 total per night
$182 total
Oct 28 - Oct 29
Total with taxes and fees
The Cornell Inn, Lenox & The Berkshires features free WiFi in public areas, coffee in a common area, and microwave in a common area. If you drive, put free parking to good use. The 24-hour front desk has staff standing by to help with concierge services and luggage storage. Additional amenities include a refrigerator in a common area, a computer station, and a library.
Breakfast included
Parking included
Whistler's Inn Bed & Breakfast

Whistler's Inn Bed & Breakfast

3.5 out of 5
5 Greenwood Street, Lenox, MA
$158 nightly
The price is $177 total per night
$177 total
Nov 2 - Nov 3
Total with taxes and fees
Whistler's Inn Bed & Breakfast features free WiFi in public areas, coffee in a common area, and a meeting room. Free parking is included with your stay. The front desk has multilingual staff that can help with luggage storage, and offer advice about sights and eateries nearby. Additional amenities include a library, a terrace, and a TV in a common area.
Breakfast included
Pet friendly
Wilder House Berkshires

Wilder House Berkshires

2 out of 5
48 S Main Street, Sheffield, MA
$173 nightly
The price is $193 total per night
$193 total
Oct 30 - Oct 31
Total with taxes and fees
At Wilder House Berkshires, guests have access to microwave in a common area, a communal living room, and a garden. You can put free parking to good use if you drive. This bed & breakfast also has a picnic area.
Breakfast included
Parking included
Inn at Silver Maple Farm

Inn at Silver Maple Farm

3 out of 5
1871 State Route 295, East Chatham, NY
$189 nightly
The price is $212 total per night
$212 total
Nov 2 - Nov 3
Total with taxes and fees
Inn at Silver Maple Farm features free WiFi in public areas, microwave in a common area, and refrigerator in a common area. If you drive, take advantage of free parking. Additional amenities include a library, express check-in, and express check-out.
Breakfast included
Parking included
Shaker Mill Inn

Shaker Mill Inn

2.5 out of 5
2 Oak Street, West Stockbridge, MA
$125 nightly
The price is $137 total per night
$137 total
Nov 3 - Nov 4
Total with taxes and fees
Shaker Mill Inn features free WiFi in public areas and a library. There's free parking if you drive.
Breakfast included
Parking included
Tanglewood Suites

Tanglewood Suites

2.5 out of 5
MA-102, Stockbridge, MA
Tanglewood Suites features a steam room and barbecue grills. You can take advantage of free parking if you drive. Additional amenities include a picnic area and a garden.
Breakfast included
Parking included
Changing Times Boutique Country Lodging

Changing Times Boutique Country Lodging

3.5 out of 5
880 NY State Route 82, Hudson Valley, Craryville, NY
$175 nightly
The price is $196 total per night
$196 total
Oct 6 - Oct 7
Total with taxes and fees
Guests of Changing Times Boutique Country Lodging enjoy access to free WiFi in public areas, coffee in a common area, and microwave in a common area. You can put free parking to good use if you drive. Staff members are on hand to provide concierge services and luggage storage. Additional amenities include a library, express check-in, and express check-out.
Pet friendly
Parking included
Chambery Inn

Chambery Inn

3 out of 5
199 Main St, Lee, MA
$250 nightly
The price is $279 total per night
$279 total
Oct 6 - Oct 7
Total with taxes and fees
Guests of Chambery Inn enjoy free WiFi in public areas, a hot tub, and spa services. A stay here includes free parking. Front-desk staff can assist with luggage storage and securing valuables. Additional amenities include express check-in, express check-out, and free newspapers.
Hot Tub
Spa
Brook Farm Inn

Brook Farm Inn

3.5 out of 5
15 Hawthorne Street, Lenox, MA
$157 nightly
The price is $175 total per night
$175 total
Oct 5 - Oct 6
Total with taxes and fees
Guests of Brook Farm Inn enjoy an outdoor pool, free WiFi in public areas, and conference space. A stay here includes free parking. Front-desk staff can help with tours or tickets, and provide local restaurant recommendations. Other amenities at this adults-only bed & breakfast include a seasonal outdoor pool, a library, and express check-in.
Pool
Breakfast 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 Chatham

    Vacation Village in the Berkshires

    Vacation Village in the Berkshires

    276 Brodie Mountain Rd, Williamstown, MA
    $98 nightly
    The price is $110 total per night from Oct 5 to Oct 6
    $110 total
    Oct 5 - Oct 6
    Total with taxes and fees
    8.6/10 Excellent! (2,028 reviews)
    Berkshire Mountain Lodge

    Berkshire Mountain Lodge

    8 Dan Fox Dr, Pittsfield, MA
    $113 nightly
    The price is $126 total per night from Nov 2 to Nov 3
    $126 total
    Nov 2 - Nov 3
    Total with taxes and fees
    8.8/10 Excellent! (668 reviews)
    Comfort Inn Glenmont - Albany South

    Comfort Inn Glenmont - Albany South

    37 Route 9W, Glenmont, NY
    $93 nightly
    The price is $106 total per night from Nov 2 to Nov 3
    $106 total
    Nov 2 - Nov 3
    Total with taxes and fees
    7.8/10 Good! (1,006 reviews)

Bed and Breakfast

Book a bed and breakfast in Chatham
A romantic getaway awaits when you book a bed and breakfast in Chatham. The beauty of renting a B&B is that each one is unique. A farm B&B is cozy and rustic, while a luxury B&B provides top-of-the-line luxuries, including in-room jet tubs and thousand thread-count sheets. And let’s not forget the most important part of its name…breakfast! Bed & breakfasts are famous for putting out a great spread each morning. Fill your plate with fluffy pancakes with maple syrup, hot eggs right from the pan, and a cup of hot coffee to help get you ready for the rest of your day.

All are welcome at Chatham bed n breakfasts
Some cheap accommodations are designed to simply give travelers a roof overhead and a comfortable bed to sleep on between adventures or business meetings. This definitely isn’t the case with a bed and breakfast (also known as a breakfast inn). The right B&B doesn’t just host your vacation to Chatham, it becomes part of it. In many cases, travelers get to know the manager of the B&B, as well as mingle with other guests. Many B&Bs also arrange activities for guests, such as hikes in the area, bird watching outings, or fun game nights. 

B&B hotels have a reputation as a romantic retreat for couples. However, B&Bs are actually for all sorts of travelers. Book one with a parent, child, or your favorite travel buddy. Want to take your fur child on your adventure to Chatham? A quick search through Orbitz will bring up pet-friendly B&B options so your best friend can come along.

Chatham B&B essential information

Accommodation
39 B&B
Lowest Price
$106
Highest Price
$279
Popular accommodation
The Cornell Inn, Lenox & The Berkshires, Whistler's Inn Bed & Breakfast, Wilder House Berkshires, Inn at Silver Maple Farm, Shaker Mill Inn, Tanglewood Suites, Changing Times Boutique Country Lodging , Chambery Inn, Brook Farm Inn

More to Explore

More to Explore