West Stockbridge Holidays
- Plan, book, travel with confidence
- Better togetherSave up to S$134 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top hotels in West Stockbridge
Pleasant Valley Motel West Stockbridge
42 Stockbridge Rd West Stockbridge MA
Fully refundableReserve now, pay when you stay
The price is S$82 per night from 26 Mar to 27 Mar
S$82
26 Mar - 27 Mar
includes taxes & fees
Shaker Mill Inn
2 Oak Street West Stockbridge MA
The price is S$141 per night from 30 Mar to 31 Mar
S$141
30 Mar - 31 Mar
includes taxes & fees
9.6/10 Exceptional! (446 reviews)
Spacious, clean, nice breakfast
Reviewed on 15 Feb, 2026
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is S$162 per night from 29 Mar to 30 Mar
S$162
29 Mar - 30 Mar
includes taxes & fees
9/10 Wonderful! (886 reviews)
very clean and friendly staff
Reviewed on 24 Mar, 2026
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.
Popular places to visit
Charles H. Baldwin & Sons
Enjoy an outing to Charles H. Baldwin & Sons during your stay in West Stockbridge. Wander the lakeside in this quaint area.
Explore a world of travel with Expedia
- Adams Hotels
- Agawam Hotels
- Amherst Hotels
- Becket Hotels
- Gay friendly Hotels in Cheshire
- Cheshire Hotels
- Chester Hotels
- Chesterfield Hotels
- Budget Hotels in Chicopee
- Cummington Hotels
- Dalton Hotels
- Resorts in Dalton
- Hotels near Deerfield Academy
- Deerfield Hotels
- Condo Rentals in Drury
- Drury Hotels
- Florida Hotels
- Goshen Hotels
- Great Barrington Hotels
- Marriott Hotels & Resorts in Greenfield
- Hadley Hotels
- Hancock Hotels
- Hatfield Hotels
- Holyoke Hotels
- Huntington Hotels
- Lanesborough Hotels
- Lee Hotels
- Lenox Hotels
- Hotels near MGM Springfield
- Monterey Hotels
- Hotels near Mount Greylock State Reservation Visitor Center
- Cottages in New Ashford
- Hotels with Hot Tubs in North Adams
- North Adams Hotels
- Hotels with Swimming Pools in Northampton
- Hotels with smoking rooms in Northampton
- Luxury Hotels in Northampton
- Otis Hotels
- Savoy Hotels
- Sheffield Hotels
- Hotels with Air Conditioning in South Egremont
- Hotels with Restaurants in South Egremont
- Pet friendly Hotels in South Egremont
- South Egremont Hotels
- South Hadley Hotels
- Southampton Hotels
- Southwick Hotels
- Springfield Hotels
- Hotels with Swimming Pools in Stockbridge
- Stockbridge Hotels
- B&B in Sunderland
- Hotels near Tanglewood Music Center
- Apartments in The Berkshires
- Hotels with Waterparks in The Berkshires
- Pet friendly Hotels in The Berkshires
- Motels in The Berkshires
- Resorts in The Berkshires
- Hotels with kitchenette in West Springfield
- West Springfield Hotels
- Business Hotels in West Stockbridge
- Apartments in Western Massachusetts
- Condo Rentals in Western Massachusetts
- Hotels with Hot Tubs in Western Massachusetts
- Hotels with kitchenette in Western Massachusetts
- Hotels with Swimming Pools in Western Massachusetts
- Westfield Hotels
- Williamstown Hotels
- Windsor Hotels
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
