Winchendon Hotel & Accommodation Deals 2026 from NZ$153 - Fully Refundable Options

A hilly landscape with a tower on top, dense forest, and a cloudy sky.

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Go beyond your typical stay in Winchendon

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Our top choices for Winchendon hotels

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Breakfast included

Motel

Bed & breakfast

Reserve now, pay later

A grand lobby with a staircase, a piano, comfortable seating, and large windows.

A formal dining room with round tables, dark wooden chairs, and white tablecloths.

A pool area with lounge chairs and potted plants.

A wooden pergola structure in a garden setting with a paved walkway leading to it.

1. The Colonial Hotel

Gardner

Mark

NZ$287

includes taxes & fees

23 Aug - 24 Aug

A hotel lobby with a check-in counter, a reception desk, a clock, a potted plant, and seating areas.

A hotel room with two beds, a desk, a chair, a window with curtains, and two wall-mounted lamps.

A reception area with a check-in counter, a waiting area with seating, a tiled floor, and a clock on the wall.

A hotel lobby with a coffee machine, a Coca-Cola refrigerator, and a map on the wall.

2. Gardner Inn

Gardner

Vicki

NZ$186

includes taxes & fees

25 Aug - 26 Aug

A bar area with a high ceiling and stained glass windows, bar stools, and a checkered floor.

A covered outdoor area with a wooden deck, white railings, and string lights.

A spacious lobby with a fireplace, comfortable seating, and large windows offering a view of the outdoors.

A hotel room with a large bed, two smaller beds, a desk with a TV, a chair, and a view of the outdoors.

3. Best Western Plus Keene Hotel

Keene

Karen

NZ$272

includes taxes & fees

23 Aug - 24 Aug

A bar area with a long counter, multiple bar stools, hanging pendant lights, and a bar stocked with bottles.

A modern living room with two sofas, a coffee table, and a dining area with chairs and a table.

A spacious hotel lobby with a central island, seating areas, and large windows.

An indoor swimming pool with clear blue water, surrounded by brick walls and large windows.

4. Doubletree by Hilton Hotel Leominster

Leominster

Elizabeth

NZ$299

includes taxes & fees

30 Aug - 31 Aug

A modern hotel room with a large bed, a bedside table, a nightstand, a mirror, and a bathroom with a sink and towel rack.

A motel with a prominent '6' sign, a balcony, and a 'Welcome' entrance.

A laundromat with multiple washing machines, a Coca-Cola refrigerator, and a snack vending machine.

A motel lobby with two red chairs, a reception desk, and a large window offering a view of parked cars and trees outside.

5. Motel 6 Leominster, MA

Leominster

Linda

NZ$153

includes taxes & fees

25 Aug - 26 Aug

A hotel reception area with two counters labeled 'Choice Hotels' and 'Ascend Hotel Collection'. There are vending machines and a refrigerator with beverages.

An indoor swimming pool with clear blue water, a lifebuoy, and a few lounge chairs.

A hotel room with a bed, a desk, a chair, a wooden door, and a window.

A modern kitchen with wooden cabinets, a coffee machine, a fruit juice dispenser, and a refrigerator.

6. Keene Elm City Hotel, an Ascend Collection Hotel

Keene

James

NZ$219

includes taxes & fees

1 Sept - 2 Sept

A water play area with children and adults.

A group of people engaged in a craft activity at a table with various colored markers and papers.

A rustic interior with wooden tables, a barrel, and a wall displaying colorful items.

7. Great Wolf Lodge Boston / Fitchburg, MA

Fitchburg

Brynna

NZ$344

includes taxes & fees

24 Aug - 25 Aug

A dining area with wooden tables and chairs, a mural on the wall, and large windows.

A hallway with white walls, a mirror, and a door leading to a bathroom with a bathtub and a window.

A bedroom with a large bed, a bedside table, a chair, and a dresser.

A staircase with wooden steps and a blue handrail leading to a white door with a blackboard.

8. The Birchwood Inn

Temple

Karen

NZ$319

includes taxes & fees

26 Aug - 27 Aug

A wooden picnic table with a bottle and two glasses, surrounded by lush greenery and a wooden fence.

A kitchen with a coffee machine, coffee pods, a fruit basket, and a refrigerator.

A modern bedroom with a large bed, a nightstand, a lamp, and a stone pillar.

A hotel with a snow-covered driveway, Christmas lights, and a large tree in front.

9. Riverhouse by Weekender (Formerly Jack Daniels Inn)

Peterborough

Tracy

NZ$296

includes taxes & fees

23 Aug - 24 Aug

A modern dining area with a central seating area, a kitchen in the background, and large windows providing natural light.

A hotel suite shop with shelves stocked with snacks and sundries, a refrigerated display case, and a sign indicating 24-hour availability.

A modern hotel with a clear entrance, a parking area, and a sign indicating a 11' clearance.

A reception area with a 'Welcome to the Granite State' sign, a reception desk, and a well-organized suite shop.

10. Hampton Inn & Suites Keene

Keene

Christopher

NZ$274

includes taxes & fees

1 Sept - 2 Sept

A historic brick building with a porch and a sign reading "Burrell House."

A hallway with a white radiator, a wooden staircase, and a door with decorative glass panels.

A covered outdoor seating area with tables and chairs, overlooking a residential street with houses and a road.

A bedroom with a large bed, a wooden desk, and three chairs. There are three windows with shutters.

11. The Burrell House

Keene

Justin

NZ$235

includes taxes & fees

23 Aug - 24 Aug

A covered porch with Adirondack chairs and a table with wine glasses, overlooking a lake and lush greenery.

A large, two-story house with a well-maintained lawn and a stone fountain.

A table with a plate of strawberries, a mug, and binoculars, set against a window with a view of greenery and a body of water.

A bedroom with a large bed, a view of a lake, and a table with flowers.

12. The Maguire House Bed & Breakfast

Ashburnham

Ranjit

NZ$455

includes taxes & fees

3 Sept - 4 Sept

A two-story building with a white facade and green shutters, a covered front porch, and a sign for the "M" Inn.

A porch with a wooden bench and a bench with cushions.

A dining area with two tables, chairs, and a radiator.

A cozy living room with a sofa, armchairs, a coffee table, and a dining table. There is a large window with curtains, a fireplace, and a lamp.

13. Monadnock Inn

Jaffrey

Saif

NZ$300

includes taxes & fees

26 Aug - 27 Aug

A modern hotel room with a large bed, a desk, and a chair. There are two bedside tables with lamps.

A modern kitchen with a dining area, built-in appliances, and a view of trees.

A modern interior with a seating area, a kitchenette, and a reception desk.

A living room with a sofa, coffee table, and a rug. There is a door leading outside, a window with a view of the outside, and a small table with a lamp.

14. Econo Lodge

Westminster

Chauncey

NZ$202

includes taxes & fees

20 Sept - 21 Sept

A wooden table set with plates, cutlery, and a folded napkin.

A cozy room with a wooden floor, a rocking chair, a blue armchair, a bookshelf, and a globe on a table.

A bench in front of an apple tree with ripe apples.

A two-story building with a porch, a sign indicating guest rooms, and an American flag.

15. The Carriage Barn Inn

Keene

Jonathan

NZ$253

includes taxes & fees

23 Aug - 24 Aug

A bar area with a fireplace, seating, and a TV.

A hotel room with a brick wall, a large bed with white bedding, a flat-screen TV, and a desk with a lamp.

A living room with a brick wall, two armchairs, a sofa, a coffee table, and a patterned rug.

16. Fairfield Inn & Suites by Marriott Keene Downtown

Keene

Brian

NZ$328

includes taxes & fees

30 Aug - 31 Aug

A hotel room with two beds, a TV, a desk, and a window with curtains.

A reception area with a black marble counter, wooden cabinets, and a 'Staff Only' door.

A conference room with a black table, wooden chairs, a mounted TV, and a decorative mirror.

A hotel gym with treadmills, an elliptical, dumbbells, and a stationary bike.

17. Days Inn by Wyndham Keene NH

Keene

Michael

NZ$176

includes taxes & fees

15 Sept - 16 Sept

A well-lit garden area with a gazebo, a small house, and a large tree in the background.

A swimming pool surrounded by lush greenery and a white fence.

A white wooden pergola with a lattice design, surrounded by lush greenery and flowering plants.

A spacious living room with two patterned sofas, a coffee table, and a fireplace.

18. Howarth House B&B

Fitchburg

David

NZ$356

includes taxes & fees

23 Aug - 24 Aug

A room with a fireplace, a large mirror, and a window with a view of the outside.

A banquet hall with round tables set for a formal event, featuring chandeliers and table settings.

A spacious hallway with large windows, chandeliers, and classic furniture.

A spacious living room with a staircase, a chandelier, a console table with decorative items, and a large abstract painting on the wall.

19. Chocksett Inn and Restaurant

Sterling

Beth

NZ$299

includes taxes & fees

23 Aug - 24 Aug

A bar area with a dark tiled backsplash, multiple stools, and a variety of bottles and glasses on the counter.

An indoor swimming pool with clear water, a glass railing, and a seating area with tables and chairs.

A hotel room with two beds, a desk, an orange chair, and a view of buildings through the window.

A multi-story brick building with a sign reading "COURTYARD BY MARRIOTT".

20. Courtyard by Marriott Keene Downtown

Keene

Deborah

NZ$328

includes taxes & fees

30 Aug - 31 Aug

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Stay near popular Winchendon attractions

Lake Dennison State Recreation Area

10.0/10 (1 review)

This serene 85-acre lake offers swimming, fishing, and access to 50+ miles of mountain biking trails. Reserve one of the 150 wooded campsites early for a prime lakeside spot to fully experience this natural retreat.

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Blueberry Island

Blueberry Island sits privately in Lake Monomonac, spanning the NH-MA border. While enjoying the lake's recreational offerings, respect the island's residential nature and focus on surrounding public areas instead.

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Winchendon Community Park

Winchendon Community Park offers a picturesque amphitheatre for concerts and community events during warmer months. Enjoy dog-friendly trails before settling in for performances under the stars.

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Winchendon Town Hall

The Winchendon Municipal Building serves as the town's administrative centre. Visitors can observe civic operations during business hours and occasionally attend public meetings.

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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.

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Beals Memorial Library

This historic library houses literary treasures and sensory-friendly programs for neurodivergent visitors. Browse the collection, join a book club, or borrow unique items from their "Library of Things" like telescopes.

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Wetmore Trailhead

Wetmore Trailhead opens to miles of serene forest and wetland paths in Birch Hill Wildlife Management Area. Bring sturdy shoes and binoculars for spotting native birds along the well-maintained trails.

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Monument Park

Monument Park is just one of the places to see in Winchendon, so why not enjoy the other things to explore during your travels? While you're in the area, wander around the parks.

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Learn more about Winchendon

Toy Town's charm comes alive at the Old Murdock Senior Centre, where the town's unique toy-making history is celebrated. Lake Dennison Recreation Area offers perfect summer swimming, while winter visitors can explore nearby Wachusett Mountain for skiing in Princeton.

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A river reflecting autumn trees and a dense forest.

Top Winchendon Hotel Reviews

Recent Reviews in Winchendon

Riverhouse by Weekender (Formerly Jack Daniels Inn)

10/10 Excellent

"The location was good and walkable to the downtown restaurants and shops. The room was clean and comfortable and the staff was very helpful with advising on area hikes. The only negative was the outside of the property could have more attention to detail. Will definitely go back next time in Peterborough NH."

Keene Elm City Hotel, an Ascend Collection Hotel

10/10 Excellent

"Staff was great. Room was fine. Besides the small bathroom set up and basic continental breakfast, stay was great."

Courtyard by Marriott Keene Downtown

10/10 Excellent

"Comfortable, clean room. Helpful and friendly staff. Convenient location."

Chocksett Inn and Restaurant

10/10 Excellent

"Nice quiet location with spacious clean rooms. Reasonable rates and pet friendly too. Easy access to highways. Chocksett Inn is a great choice for visitors to Central Massachusetts."

Motel 6 Leominster, MA

10/10 Excellent

"Fantastic stay"

Days Inn by Wyndham Keene NH

8/10 Good

"It was a very pleasant stay"

Hampton Inn & Suites Keene

10/10 Excellent

"Quiet place and clean. Efficient and helpful staff."

Enjoy your stay in an antique home in an antique toy museum!

10/10 Excellent

"An outstanding property filled with history, beautiful furniture and highly recommended"

Monadnock Inn

10/10 Excellent

"Very easy and friendly check in. The owner was helpful about info on things to do and explained a detour in the area. Enjoyed our time and would definitely stay again!"