Top 10 Hotels in Winchendon, MA from ￥15,884 - Competitive Prices

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

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Our top choices for Winchendon hotels

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

John Timothy

￥22,744

￥25,406 total

includes taxes & fees

Nov 3 - Nov 4

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

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

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

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

2. Doubletree by Hilton Hotel Leominster

Leominster

louis

￥25,163

￥28,106 total

includes taxes & fees

Nov 1 - Nov 2

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

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

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.

3. Gardner Inn

Gardner

Leila

￥15,642

￥17,473 total

includes taxes & fees

Oct 20 - Oct 21

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

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

4. Best Western Plus Keene Hotel

Keene

Ruddy

￥22,365

￥24,266 total

includes taxes & fees

Nov 8 - Nov 9

A bar area with a dark wooden bar, multiple bar stools, and a large screen displaying the hotel name.

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

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

5. Fairfield Inn & Suites by Marriott Keene Downtown

Keene

Caroline

￥27,397

￥29,725 total

includes taxes & fees

Oct 25 - Oct 26

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

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

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

An indoor swimming pool with lounge chairs and a sign indicating no lifeguard on duty and no diving.

6. Hampton Inn & Suites Keene

Keene

Rebecca

￥22,185

￥24,071 total

includes taxes & fees

Nov 1 - Nov 2

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

A modern fitness center with cardio machines, weightlifting equipment, and a large mirror.

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

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

7. Keene Elm City Hotel, an Ascend Collection Hotel

Keene

Angelo

￥18,802

￥20,400 total

includes taxes & fees

Nov 8 - Nov 9

A water play area with children and adults.

A hotel with a prominent sign reading "Great Wolf Lodge."

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

8. Great Wolf Lodge Boston / Fitchburg, MA

Fitchburg

Radcliff

￥29,546

￥33,003 total

includes taxes & fees

Oct 20 - Oct 21

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

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

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.

9. The Maguire House Bed & Breakfast

Ashburnham

Jeffrey

￥41,997

￥41,997 total

includes taxes & fees

Nov 5 - Nov 6

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

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.

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

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

10. Econo Lodge

Westminster

Ashleigh

￥15,982

￥17,532 total

includes taxes & fees

Nov 8 - Nov 9

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

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

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

A modern hotel lobby with a central bar area, multiple seating arrangements, and a reception desk.

11. Courtyard by Marriott Keene Downtown

Keene

Deborah

￥29,870

￥32,409 total

includes taxes & fees

Oct 25 - Oct 26

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

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

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

A bedroom with a fireplace, a bed, a chair, and a table with a lamp.

12. Howarth House B&B

Fitchburg

David

￥33,417

￥33,417 total

includes taxes & fees

Oct 12 - Oct 13

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

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

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

A room with a wooden coffee table, two chairs, a bookshelf, and a large mirror on the wall.

13. Riverhouse by Weekender (Formerly Jack Daniels Inn)

Peterborough

Kathleen

￥24,814

￥28,638 total

includes taxes & fees

Oct 18 - Oct 19

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

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

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

A bar with wooden chairs and shelves stocked with liquor bottles.

14. The Birchwood Inn

Temple

Karen

￥27,650

￥30,001 total

includes taxes & fees

Nov 2 - Nov 3

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.

15. Motel 6 Leominster, MA

Leominster

Allan

￥15,008

￥17,079 total

includes taxes & fees

Nov 8 - Nov 9

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

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.

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

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

16. Monadnock Inn

Jaffrey

Jed

￥21,655

￥23,496 total

includes taxes & fees

Nov 6 - Nov 7

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

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

A Days Inn with a brick facade, a central entrance, and a parking lot.

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

17. Days Inn by Wyndham Keene NH

Keene

CHERYL

￥14,639

￥15,884 total

includes taxes & fees

Oct 25 - Oct 26

A two-story house with a red door, green shutters, and a snow-covered front yard.

A group of women in formal attire standing in a garden with a house in the background.

A golf course with a brick pathway, wooden boxes, and a tee box.

A kitchenette with a refrigerator, a coffee station, and a fruit basket.

18. Centennial House

Northfield

Alan

￥25,238

￥26,676 total

includes taxes & fees

Oct 26 - Oct 27

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 grand chandelier with multiple light fixtures hanging from the ceiling, a large arched window above a set of double doors with an exit sign, and a patterned floor.

19. Chocksett Inn and Restaurant

Sterling

Lisa

￥25,122

￥28,061 total

includes taxes & fees

Oct 12 - Oct 13

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

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

A corner room with wooden flooring, a wooden table, and four chairs. Large windows with curtains are visible, offering a view of a green landscape and a red deck outside.

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

20. The Carriage Barn Inn

Keene

Richard

￥21,869

￥23,727 total

includes taxes & fees

Nov 8 - Nov 9

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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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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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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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The Robinson-Broadhurst Foundation Performing Arts Ampitheater

Enjoy an outing to The Robinson-Broadhurst Foundation Performing Arts Ampitheater during your stay in Winchendon. While you're in the area, wander around the parks.

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Old Centre Historic District

Explore the great outdoors at Old Centre Historic District, a lovely green space in Winchendon. While you're in the area, wander around the parks.

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Winchendon Community Park

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

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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.

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Learn more about Winchendon

Toy Town's charm comes alive at the Old Murdock Senior Center, 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

Great Wolf Lodge Boston / Fitchburg, MA

10/10 Excellent

"Everything was perfect!!"

Motel 6 Leominster, MA

10/10 Excellent

"Always a great stay. The mgt and staff are always ready to assist you. To ensure a safe stay."

Hampton Inn & Suites Keene

10/10 Excellent

"Staff friendly and helpful. Clean and great breakfast!"

Doubletree by Hilton Hotel Leominster

8/10 Good

"Hotel was great, except for a leak coming through the light over the tub coming from the room above. We were compensated with free breakfast and some points. The hotel staff was great, and I would stay at this hotel again."

Centennial House

10/10 Excellent

"The innkeeper was very nice and helpful. The inn is super charming and breakfast was delicious!!"

Fairfield Inn & Suites by Marriott Keene Downtown

10/10 Excellent

"Free parking included. Centrally located.Friendly staff. Large rooms"

Days Inn by Wyndham Keene NH

8/10 Good

"The staff was friendly and helpful when something was needed. Obviously every hotel has an odor and people who don’t follow rules so yes it smelled of smoke at times. But the sheets smelled fresh and the room was clean. Overall a good quiet stay"

Gardner Inn

8/10 Good

"It didn’t look very good from the entrance but when we pulled into the back which was really the front it looked simple but nice. The staff or owners were lovely and the room and halls were immaculate."

Riverhouse by Weekender (Formerly Jack Daniels Inn)

8/10 Good

"I have stayed here many times but now there seems to be no staff on site ever. This is disconcerting for a woman traveling alone. I get thet not all small hotels have staff 24/7 but I am not sure what anyone would even do if they had an issue getting into their room or some sort of emergency."

More cheap stays in Winchendon