Title: Chesterwood in South Lee | Expedia.co.uk [Chesterwood Hotels](https://expedia.co.uk/Chesterwood-Hotels.0-l6091841-0.Travel-Guide-Filter-Hotels)[Flights to South Lee](https://expedia.co.uk/Cheap-Flights-To-South-Lee.d183343.Travel-Guide-Flights)[Chesterwood Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Chesterwood.d6091841.Car-Hire-Guide)[South Lee Holidays](https://expedia.co.uk/South-Lee.d183343.Holidays-City-Breaks) # Chesterwood ## Visit Chesterwood Activities [South Lee travel guide](https://expedia.co.uk/South-Lee.dx183343) --- --- ### Popular places to visit ![Norman Rockwell Museum](https://images.trvl-media.com/place/162575/c9de4f96-7bf3-4163-b4b9-feb67c2d801a.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Norman Rockwell Museum 5/5(1 review) You can spend time browsing the exhibits at Norman Rockwell Museum during your trip to Stockbridge. Wander the lakeside in this quaint area. [](https://expedia.co.uk/Norman-Rockwell-Museum-Stockbridge.d6091839.Attraction) ![Monument Mountain Reservation](https://images.trvl-media.com/place/110336/0c19841e-0721-43a5-9e62-24d1eb025fa9.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Monument Mountain Reservation You can take time to visit Monument Mountain Reservation during your travels to Great Barrington. While you're here, you can savour the top-notch restaurants. [](https://expedia.co.uk/Monument-Mountain-Reservation-Great-Barrington.d974580971445694464.Attraction) ![The mount and historic gardens in lenox massachusetts](https://images.trvl-media.com/place/553248621532665265/8e0a1dfc-df59-49e8-82eb-70a273e3ab05.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### The Mount 3/5(1 review) You can spend an afternoon studying the exhibits at The Mount in Lenox. While you're in the area, stroll along the lakeside. [](https://expedia.co.uk/The-Mount-Lenox.d553248621532665265.Attraction) ![Tanglewood Music Center](https://images.trvl-media.com/place/8587/1d179a1d-9e13-488f-a60c-fca476ac4122.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Tanglewood Music Center 4/5(1 review) You can make plans for a show at Tanglewood Music Center during your stay in Lenox. While you're in the area, stroll along the lakeside. [](https://expedia.co.uk/Tanglewood-Music-Center-Lenox.d503292.Attraction) #### Berkshire Botanical Garden Explore the great outdoors at Berkshire Botanical Garden, a lovely green space in Stockbridge. While you're in the area, stroll along the lakeside. [](https://expedia.co.uk/Berkshire-Botanical-Garden-West-Stockbridge.d553248621532665247.Attraction) #### Mission House You can spend time studying the exhibits at Mission House in Stockbridge. Wander the lakeside in this quaint area. [](https://expedia.co.uk/Mission-House-Stockbridge.d553248621560941222.Attraction) --- ## Top Hotel Deals ## Check availability on hotels close to Chesterwood [Tonight ](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6091841&startDate=2026-03-28&endDate=2026-03-29)[28 Mar - 29 Mar](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6091841&startDate=2026-03-28&endDate=2026-03-29) [Tomorrow night ](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6091841&startDate=2026-03-29&endDate=2026-03-30)[29 Mar - 30 Mar](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6091841&startDate=2026-03-29&endDate=2026-03-30) [Next weekend ](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6091841&startDate=03%2F04%2F2026&endDate=05%2F04%2F2026)[3 Apr - 5 Apr](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6091841&startDate=03%2F04%2F2026&endDate=05%2F04%2F2026) ![The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759009/a6ceeb05_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood 26 Glendale Road, RR 183 Stockbridge MA [](https://expedia.co.uk/Stockbridge-Hotels-Stockbridge-Country-Inn.h2759009.Hotel-Information) ![Classic Stockbridge Cottage](https://images.trvl-media.com/lodging/93000000/92790000/92783800/92783792/3e585a3a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Classic Stockbridge Cottage Stockbridge MA [](https://expedia.co.uk/Stockbridge-Hotels-Berkshire-Cottage-Escape.h92783792.Hotel-Information) ![The Red Lion Inn](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/6897a130_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Red Lion Inn 30 Main Street Stockbridge MA [](https://expedia.co.uk/Stockbridge-Hotels-The-Red-Lion-Inn.h5780784.Hotel-Information) ![Secluded Family Home in Serene Stockbridge Woods](https://images.trvl-media.com/lodging/34000000/33670000/33660100/33660074/cc82c0f5_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Secluded Family Home in Serene Stockbridge Woods Stockbridge MA [](https://expedia.co.uk/West-Stockbridge-Hotels-Tranquil-Getaway-In-The-Stockbridge-Woods-Warm.h33660074.Hotel-Information) ![Taggart River House: Modern Luxury Meets Nature: Stunning river views, sleeps 10](https://images.trvl-media.com/lodging/93000000/92110000/92100700/92100621/7d7eb623_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Taggart River House: Modern Luxury Meets Nature: Stunning river views, sleeps 10 Stockbridge MA [](https://expedia.co.uk/Stockbridge-Hotels-New-4500-Sq-Ft-Modern-5-Bed-55-Bath-On-Housatonic-River-And-Walk-To-Stockbridge.h92100621.Hotel-Information) ![Forest Views, Enclosed Patio in Secluded Modern Home | Woodland Zen by AvantStay](https://images.trvl-media.com/lodging/106000000/105020000/105019600/105019545/73e267de_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Forest Views, Enclosed Patio in Secluded Modern Home | Woodland Zen by AvantStay Stockbridge MA [](https://expedia.co.uk/Housatonic-Hotels-Woodland-Zen-By-AvantStay-Modern-Design-Patio.h105019545.Hotel-Information) ![Beautifully Restored 1860's Stockbridge Farmhouse- short walk to downtown!](https://images.trvl-media.com/lodging/124000000/123300000/123297500/123297437/b3f98b0d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Beautifully Restored 1860's Stockbridge Farmhouse- short walk to downtown! Stockbridge MA [](https://expedia.co.uk/Glendale-Hotels-Beautifully-Restored-1860s-Stockbridge-Farmhouse-Short-Walk-To-Downtown.h123297437.Hotel-Information) ![Canary Lodge - Berkshires Mountaintop Retreat - 8 Guests](https://images.trvl-media.com/lodging/73000000/72370000/72363800/72363795/190a1526_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Canary Lodge - Berkshires Mountaintop Retreat - 8 Guests West Stockbridge MA [](https://expedia.co.uk/West-Stockbridge-Hotels-Secluded-Mountaintop-Retreat-In-The-Heart-Of-The-Berkshires.h72363795.Hotel-Information) ![Hearth House | Prime Location!](https://images.trvl-media.com/lodging/125000000/125000000/124999000/124998945/6aa264d8_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hearth House | Prime Location! Stockbridge MA [](https://expedia.co.uk/Stockbridge-Hotels-Hearth-House-Private-Sauna.h124998945.Hotel-Information) [See all 778 properties in Chesterwood](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=6091841) 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.