Book Cheap Hotels in Chatham
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Check hotel availability in Chatham
Most frequently booked Chatham hotels

Vacation Village in the Berkshires
276 Brodie Mountain Rd, Williamstown, MA
Free cancellation
Reserve now, pay when you stay
33.49 km from city centre
The price is CA $141 per night
CA $141
CA $169 total
includes taxes & fees
9 Mar - 10 Mar
Stay at this 3-star family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and in-room massages. Our guests praise the helpful staff in our reviews. Popular attractions Jiminy Peak Mountain Resort and Mountain Coaster are located nearby.
Pool
Kitchen

Comfort Inn Glenmont - Albany South
37 Route 9W, Glenmont, NY
Free cancellation
32.39 km from city centre
The price is CA $141 per night
CA $141
CA $161 total
includes taxes & fees
9 Mar - 10 Mar
Book a stay at this business-friendly hotel in Glenmont. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Historic Cherry Hill and Schuyler Mansion are located nearby.
Pool
Breakfast included

Life House Berkshires
194 Pittsfield Rd, Lenox, MA
Free cancellation
Reserve now, pay when you stay
26.52 km from city centre
The price is CA $140 per night
CA $140
CA $156 total
includes taxes & fees
16 Mar - 17 Mar
Stay at this 3.5-star lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Tanglewood Music Center and Kennedy Park are located nearby.
Pet-friendly
Parking included

The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd, Lenox, MA
Free cancellation
Reserve now, pay when you stay
27.24 km from city centre
The price is CA $116 per night
CA $116
CA $129 total
includes taxes & fees
10 Mar - 11 Mar
Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Guido's Marketplace and Bousquet Ski Area are located nearby.
Pool
Hot tub

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
One West Street, Pittsfield, MA
Free cancellation
29.4 km from city centre
The price is CA $150 per night
CA $150
CA $168 total
includes taxes & fees
8 Mar - 9 Mar
Stay at this 3-star business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Berkshire Museum and Colonial Theater are located nearby.
Pool
Pet-friendly

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
190 Meadow Street, South Lee, MA
Free cancellation
28.28 km from city centre
The price is CA $172 per night
CA $172
CA $212 total
includes taxes & fees
4 Mar - 5 Mar
Stay at this 3.5-star family-friendly hotel in South Lee. Enjoy 2 outdoor pools, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff in our reviews. Popular attractions Tanglewood Music Center and Berkshire Theatre Festival are located nearby.
Pool
Restaurant

The Red Lion Inn
30 Main Street, Stockbridge, MA
Free cancellation
Reserve now, pay when you stay
24.99 km from city centre
The price is CA $201 per night
CA $201
CA $289 total
includes taxes & fees
31 Mar - 1 Apr
Stay at this 3.5-star historic hotel in Stockbridge. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Schantz Galleries and Mission House are located nearby.
Pool
Spa

The Black Swan Lee - Lenox, Ascend Hotel Collection
435 Laurel St, Lee, MA
Free cancellation
Reserve now, pay when you stay
27.92 km from city centre
The price is CA $155 per night
CA $155
CA $173 total
includes taxes & fees
6 Mar - 7 Mar
Stay at this 3-star hotel in Lee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Tanglewood Music Center and Berkshire Mountain Country Store are located nearby.
Breakfast included
Pet-friendly

Berkshire Mountain Lodge
8 Dan Fox Dr, Pittsfield, MA
Free cancellation
27.73 km from city centre
The price is CA $172 per night
CA $172
CA $221 total
includes taxes & fees
16 Mar - 17 Mar
Stay at this 3-star golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Guido's Marketplace and Arrowhead Museum are located nearby.
Pool
Hot tub
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.
Top family friendly Chatham hotel deals

Chatham Travel Lodge
598 NY-295, Old Chatham, NY
The price is CA $139 per night from Mar. 4 to Mar. 5
CA $139
CA $150 total
includes taxes & fees
4 Mar - 5 Mar
7.4/10 Good! (158 reviews)
Top hotels in Chatham for Extended Stay

The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook
Hancock
10/10 Exceptional! (3 reviews)
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.
Chatham hotels essential information
Accommodation | 1,541 hotels |
---|---|
Lowest Price | CA $116 |
Highest Price | CA $215 |
Popular hotels | Vacation Village in the Berkshires, Comfort Inn Glenmont - Albany South, Life House Berkshires, The Yankee, Trademark Collection by Wyndham, Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel, Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel, The Red Lion Inn, The Black Swan Lee - Lenox, Ascend Hotel Collection, Berkshire Mountain Lodge |
Frequently asked questions
Recent Chatham hotel reviews by fellow wanderers

Hotel On North
5 out of 5
Posted 2 days ago
Travelocity Verified Review
"Loved the ambience and the bar was very nice as well. The hotel provides coffee in the room and in the lobby. Wonderful bed and plenty of room. We will be back"
A verified traveller stayed at Hotel On North
Types of hotels
Hotels near…
Areas of Chatham
Most popular
Hotels
Golf Resorts & Hotels in EllicottvilleWaterpark Hotels and Resorts in PlattsburghSpa Resorts & Hotels in PlattsburghHotels in ParksvilleAll Inclusive Resorts & Hotels in PlattsburghHotels in HiltonKid Friendly Hotels in PlattsburghHotels with Hot Tubs in SyracuseHotels in Lake PlacidHotels in PlattsburghSpa Resorts & Hotels in EllicottvilleHotels in WatertownHotels in Orchard ParkHotels in AlbanySki Resorts and Hotels in EllicottvilleRomantic Getaways & Hotels in SyracuseSpa Resorts & Hotels in SyracuseSki Resorts and Hotels in Lake PlacidHotels in Lake GeorgeHotels in Niagara FallsHotels in SyracuseSpa Resorts & Hotels in WatertownHotels with Hot Tubs in WatertownKid Friendly Hotels in Syracuse
Activities