Title: Winchendon Travel Guide: Best of Winchendon, Massachusetts Travel 2026 | Expedia.co.uk [Hotels in Winchendon](https://expedia.co.uk/Winchendon-Hotels.d3000441689.Travel-Guide-Hotels)[Holiday Rentals in Winchendon](https://expedia.co.uk/Winchendon-Holiday-Rentals.d3000441689.Travel-Guide-HolidayRentals)[Winchendon Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Winchendon.d3000441689.Car-Hire-Guide)[Winchendon Holidays](https://expedia.co.uk/Winchendon.d3000441689.Holidays-City-Breaks) # Winchendon Travel Guide ## Tourist Guide ## Visit Winchendon Things to do - Top hotels in Winchendon - Top Holiday Rentals in Winchendon ![Cozy Lakefront Cottage](https://images.trvl-media.com/lodging/46000000/45580000/45576400/45576363/73d930b4_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Cozy Lakefront Cottage Winchendon MA Stay at this holiday home in Winchendon. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Paradise Island and Blueberry Island are located ... 9.8/10 Exceptional! (19 reviews) Spend your time enjoying nature and the outdoors. Do your grocery shopping during the day as the road is winding and dark. Enjoy evenings sitting around the firepit or on the porchswing literally on the water!! Access to canoes and paddles at your leisure. Full kitchen. Reviewed on 28 Sept 2025 [Get rates](https://expedia.co.uk/Hotel-Search?startDate=29%2F12%2F2025&endDate=30%2F12%2F2025&selected=45576363&PinnedHotelID=45576363&HadPinnedHotel=true®ionId=3000441689) [](https://expedia.co.uk/Hotel-Search?startDate=29%2F12%2F2025&endDate=30%2F12%2F2025&selected=45576363&PinnedHotelID=45576363&HadPinnedHotel=true®ionId=3000441689) ![Modern Waterfront Gem w/ Dock on Lake Monomonac](https://images.trvl-media.com/lodging/111000000/110970000/110960600/110960538/f6d20167_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Modern Waterfront Gem w/ Dock on Lake Monomonac Winchendon MA Stay at this cottage in Winchendon. Enjoy free parking and air conditioning. Popular attractions Paradise Island and Blueberry Island are located nearby. [Get rates](https://expedia.co.uk/Hotel-Search?startDate=29%2F12%2F2025&endDate=30%2F12%2F2025&selected=110960538&PinnedHotelID=110960538&HadPinnedHotel=true®ionId=3000441689) [](https://expedia.co.uk/Hotel-Search?startDate=29%2F12%2F2025&endDate=30%2F12%2F2025&selected=110960538&PinnedHotelID=110960538&HadPinnedHotel=true®ionId=3000441689) ![Great Wolf Lodge Boston / Fitchburg, MA](https://images.trvl-media.com/lodging/9000000/8460000/8458800/8458771/19aa1fc1_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Great Wolf Lodge Boston / Fitchburg, MA 150 Great Wolf Dr Fitchburg MA £135 13 Jan - 14 Jan 2026 includes taxes & fees Stay at this family-friendly resort in Fitchburg. Enjoy 4 indoor pools, free water park access and room service. Our guests praise the helpful staff in their ... 8.4/10 Very Good! (1,003 reviews) It was very enjoyable, and so much to do. Great for the whole family Reviewed on 11 Dec 2025 [](https://expedia.co.uk/Hotel-Search?startDate=13%2F01%2F2026&endDate=14%2F01%2F2026&selected=8458771&PinnedHotelID=8458771&HadPinnedHotel=true®ionId=3000441689) [See all 203 properties in Winchendon](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=16%2F12%2F2025&endDate=17%2F12%2F2025®ionId=3000441689) 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. ![Cozy Lakefront Cottage](https://images.trvl-media.com/lodging/46000000/45580000/45576400/45576363/73d930b4_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Cozy Lakefront Cottage Winchendon MA Stay at this holiday home in Winchendon. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Paradise Island and Blueberry Island are located ... 9.8/10 Exceptional! (19 reviews) Spend your time enjoying nature and the outdoors. Do your grocery shopping during the day as the road is winding and dark. Enjoy evenings sitting around the firepit or on the porchswing literally on the water!! Access to canoes and paddles at your leisure. Full kitchen. Reviewed on 28 Sept 2025 [](https://expedia.co.uk/Winchendon-Hotels-Cozy-Lakefront-Cottage.h45576363.Hotel-Information) ![Modern Waterfront Gem w/ Dock on Lake Monomonac](https://images.trvl-media.com/lodging/111000000/110970000/110960600/110960538/f6d20167_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Modern Waterfront Gem w/ Dock on Lake Monomonac Winchendon MA Stay at this cottage in Winchendon. Enjoy free parking and air conditioning. Popular attractions Paradise Island and Blueberry Island are located nearby. [](https://expedia.co.uk/Winchendon-Hotels-Modern-Waterfront-Gem-W-Dock-On-Lake-Monomonac.h110960538.Hotel-Information) ![Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower](https://images.trvl-media.com/lodging/77000000/76630000/76628000/76627996/95d97c59_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower Westminster MA Stay at this holiday home in Westminster. Enjoy free Wi-Fi, a sauna and a garden. Popular attractions Wachusett Mountain Ski Area and Redemption Rock are located ... 9.8/10 Exceptional! (26 reviews) Very cozy and beautiful scenery. It had everything we needed and even a complimentary bottle of wine. Would definitely stay here again. Had a ball playing chutes and ladders game that was there. Reviewed on 7 Dec 2025 [](https://expedia.co.uk/Westminster-Hotels-Lake-Front-Home-Views-Of-The-Ski-Mountain.h76627996.Hotel-Information) [See all properties in Winchendon](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience®ionId=3000441689&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 Winchendon hotel availability [Tonight ](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=3000441689&startDate=2025-12-15&endDate=2025-12-16)[15 Dec - 16 Dec](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=3000441689&startDate=2025-12-15&endDate=2025-12-16) [Tomorrow night ](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=3000441689&startDate=2025-12-16&endDate=2025-12-17)[16 Dec - 17 Dec](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=3000441689&startDate=2025-12-16&endDate=2025-12-17) [This weekend ](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=3000441689&startDate=19%2F12%2F2025&endDate=21%2F12%2F2025)[19 Dec - 21 Dec](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=3000441689&startDate=19%2F12%2F2025&endDate=21%2F12%2F2025) [Next weekend ](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=3000441689&startDate=26%2F12%2F2025&endDate=28%2F12%2F2025)[26 Dec - 28 Dec](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=3000441689&startDate=26%2F12%2F2025&endDate=28%2F12%2F2025) ### Popular places to visit #### The Winchendon School Enjoy the student vibe at The Winchendon School during your visit to Winchendon. While you're in the area, wander around the parks. [](https://expedia.co.uk/The-Winchendon-School-Winchendon.d808978339696189440.Attraction) #### Lake Dennison State Recreation Area You can take time to visit Lake Dennison State Recreation Area during your travels to Winchendon. Discover the area's waterfalls and mountain views. [](https://expedia.co.uk/Lake-Dennison-State-Recreation-Area-Winchendon.d553248621532666831.Attraction) #### Hyde Park Explore the great outdoors at Hyde Park, a lovely green space in Winchendon. While you're in the area, wander around the parks. [](https://expedia.co.uk/Hyde-Park-Winchendon.d909389532221247488.Attraction) #### Winchendon Town Hall After visiting Winchendon Town Hall, make a plan to see the other sights and activities in Winchendon. While you're in the area, wander around the parks. [](https://expedia.co.uk/Winchendon-Town-Hall-Winchendon.d909393593647935488.Attraction) #### Wendall P. Clark Memorial After visiting Wendall P. Clark Memorial, make a plan to see the other sights and activities in Winchendon. While you're in the area, wander around the parks. [](https://expedia.co.uk/Wendall-P-Clark-Memorial-Winchendon.d909389657404715008.Attraction) #### Beals Memorial Library After visiting Beals Memorial Library, make a plan to see the other sights and activities in Winchendon. While you're in the area, wander around the parks. 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