Title: Chesterfield Travel Guide: Best of Chesterfield, Massachusetts Travel 2026 | Expedia.co.uk [Hotels in Chesterfield](https://expedia.co.uk/Chesterfield-Hotels.d89029.Travel-Guide-Hotels)[Holiday Rentals in Chesterfield](https://expedia.co.uk/Chesterfield-Holiday-Rentals.d89029.Travel-Guide-HolidayRentals)[Chesterfield Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Chesterfield.d89029.Car-Hire-Guide)[Chesterfield Holidays](https://expedia.co.uk/Chesterfield.d89029.Holidays-City-Breaks) # Chesterfield Travel Guide ## Tourist Guide ## Visit Chesterfield Things to do - Top hotels in Chesterfield - Top Holiday Rentals in Chesterfield ![D. Hotel Suites & Spa](https://images.trvl-media.com/lodging/1000000/850000/849400/849303/8974a65a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### D. Hotel Suites & Spa 1 Country Club Rd Holyoke MA £108 20 Apr - 21 Apr includes taxes & fees Stay at this spa hotel in Holyoke. Enjoy a full-service spa, 2 restaurants and room service. Our guests praise the breakfast and the pool in their reviews. Popular ... 9.4/10 Exceptional! (2,228 reviews) ❤️ Reviewed on 6 Apr 2026 [](https://expedia.co.uk/Hotel-Search?startDate=20%2F04%2F2026&endDate=21%2F04%2F2026&selected=849303&PinnedHotelID=849303&HadPinnedHotel=true®ionId=89029) ![Berkshire Mountain Lodge](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/5b83802a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Berkshire Mountain Lodge 8 Dan Fox Dr Pittsfield MA £90 6 May - 7 May includes taxes & fees Stay at this golf lodge in Pittsfield. Enjoy free Wi-Fi, free parking and a business centre. Our guests praise the helpful staff and the clean rooms in their ... 9/10 Wonderful! (895 reviews) Love that place. Does need a little sprucing up. Staff great and accomodating Reviewed on 5 Apr 2026 [](https://expedia.co.uk/Hotel-Search?startDate=06%2F05%2F2026&endDate=07%2F05%2F2026&selected=11449113&PinnedHotelID=11449113&HadPinnedHotel=true®ionId=89029) ![Comfort Inn & Suites Hadley - Amherst](https://images.trvl-media.com/lodging/1000000/560000/558100/558078/f0e51cc3_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Comfort Inn & Suites Hadley - Amherst 400 Russell St Hadley MA £112 13 Apr - 14 Apr includes taxes & fees Stay at this business-friendly hotel in Hadley. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in their ... 9.2/10 Wonderful! (1,009 reviews) Excellent breakfast for a quick unexpected benefit Reviewed on 5 Apr 2026 [](https://expedia.co.uk/Hotel-Search?startDate=13%2F04%2F2026&endDate=14%2F04%2F2026&selected=558078&PinnedHotelID=558078&HadPinnedHotel=true®ionId=89029) [See all 515 properties in Chesterfield](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=07%2F04%2F2026&endDate=08%2F04%2F2026®ionId=89029) 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. ![Peace and quiet on the lake](https://images.trvl-media.com/lodging/31000000/30780000/30777100/30777071/2959f9e4_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Peace and quiet on the lake Becket MA Stay at this holiday home in Becket. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Pyramid Lake and Becket Land Trust Historic Quarry ... 9.6/10 Exceptional! (234 reviews) Host was great! Quick communication. Place is a gem for peace and tranquility! The home is beautiful with great view. Reviewed on 18 Feb 2026 [](https://expedia.co.uk/Becket-Hotels-Peace-And-Quiet-On-The-Lake.h30777071.Hotel-Information) ![Elm Suite with a Private Bathroom in front of Smith College Quadrangle](https://images.trvl-media.com/lodging/77000000/76670000/76663400/76663304/w527h682x257y1-cbfd4b54_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Elm Suite with a Private Bathroom in front of Smith College Quadrangle Northampton MA Stay at this apartment in Northampton. Enjoy in-room jetted baths, an in-room coffee maker and air conditioning. Popular attractions Smith College Botanic Garden ... 9.8/10 Exceptional! (28 reviews) The Elm Suite was delightul - cozy and full of charm! It was a perfect location for everything in downtown Northampton! You only need to park your car once and can easily walk everywhere to restaurants, bars, shops, and music venues:-)! Reviewed on 30 Mar 2026 [](https://expedia.co.uk/Northampton-Hotels-Elm-Suite-With-A-Private-Bathroom-In-Front-Of-Smith-College-Quadrangle.h76663304.Hotel-Information) ![Cozy lake house with hot tub. Enjoy everything the Berkshires have to offer!](https://images.trvl-media.com/lodging/96000000/95210000/95207600/95207502/b918ded9_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Cozy lake house with hot tub. Enjoy everything the Berkshires have to offer! Lanesborough MA Stay at this holiday home in Lanesborough. Enjoy free Wi-Fi, laundry facilities and patios. Popular attractions Crane Museum of Papermaking and Barrington Stage ... 9.8/10 Exceptional! (13 reviews) The hot tub and layout of the home was great for two couples. However, we were very uncomfortable with the cleanliness of the home. There were multiple examples of items that had not been properly cleaned between guests (used eye contacts in the carpet, towels in the washer, coffee grounds in the ... Reviewed on 8 Mar 2026 [](https://expedia.co.uk/Lanesborough-Hotels-Cozy-Lake-House-With-Hot-Tub-Enjoy-Everything-The-Berkshires-Have-To-Offer.h95207502.Hotel-Information) [See all properties in Chesterfield](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience®ionId=89029&sort=VACATION_RENTAL) 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. ## Check Chesterfield hotel availability [Tonight ](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=89029&startDate=2026-04-06&endDate=2026-04-07)[6 Apr - 7 Apr](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=89029&startDate=2026-04-06&endDate=2026-04-07) [Tomorrow night ](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=89029&startDate=2026-04-07&endDate=2026-04-08)[7 Apr - 8 Apr](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=89029&startDate=2026-04-07&endDate=2026-04-08) [This weekend ](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=89029&startDate=10%2F04%2F2026&endDate=12%2F04%2F2026)[10 Apr - 12 Apr](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=89029&startDate=10%2F04%2F2026&endDate=12%2F04%2F2026) [Next weekend ](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=89029&startDate=17%2F04%2F2026&endDate=19%2F04%2F2026)[17 Apr - 19 Apr](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=89029&startDate=17%2F04%2F2026&endDate=19%2F04%2F2026) ### Popular places to visit #### Chesterfield Gorge Explore the great outdoors at Chesterfield Gorge, a lovely green space in Chesterfield. Wander the lakeside and forests while you're in the area. [](https://expedia.co.uk/Chesterfield-Gorge-Chesterfield.d553248621532666609.Attraction) #### Chesterfield Gorge Reservation You can take time to visit Chesterfield Gorge Reservation during your travels to Chesterfield. Amble around the area's parks or visit its shops. [](https://expedia.co.uk/Chesterfield-Gorge-Reservation-Chesterfield.d909393238931439616.Attraction) #### Krug Sugarbush You can take time to visit Krug Sugarbush during your travels to Chesterfield. Amble around the area's parks or visit its shops. [](https://expedia.co.uk/Krug-Sugarbush-Chesterfield.d909392809247760384.Attraction) - Cities near Chesterfield - Places of interest [Cummington](https://expedia.co.uk/Cummington.dx183324) - [Chesterfield Gorge ](https://expedia.co.uk/Chesterfield-Gorge-Chesterfield.d553248621532666609.Attraction) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app