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

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Check availability on Winchendon 3 Star Hotels

Tonight
29 Aug - 30 Aug
Tomorrow
30 Aug - 31 Aug
Next weekend
4 Sep - 6 Sep
In two weeks
11 Sep - 13 Sep

Our top choices for Winchendon 3-star hotels

A water play area with children and adults.
A hotel with a prominent sign reading "Great Wolf Lodge."
A rustic interior with wooden tables, a barrel, and a wall displaying colorful items.

1. Great Wolf Lodge Boston / Fitchburg, MA

Great Wolf Lodge Boston / Fitchburg, MA
Fitchburg
United States
Jose
4.876.586 ₫
5.447.147 ₫ total
includes taxes & fees
31 Aug - 1 Sept
Great Wolf Lodge Boston / Fitchburg, MA
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 brick building with a steeple, arched windows, and flags.
A wooden pergola structure in a garden setting with a paved walkway leading to it.

2. The Colonial Hotel

The Colonial Hotel
Gardner
United States
zavean
3.988.630 ₫
4.455.426 ₫ total
includes taxes & fees
31 Aug - 1 Sept
The Colonial Hotel
A bar area with a high ceiling and stained glass windows, bar stools, and a checkered floor.
A hotel room with a large bed, two smaller beds, a desk with a TV, a chair, and a view of the outdoors.
A gazebo with a white fence and a blue roof, surrounded by a well-maintained lawn, with a brick building in the background.
A spacious lobby with a fireplace, comfortable seating, and large windows offering a view of the outdoors.

3. Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
Keene
United States
Julia
3.885.622 ₫
4.216.030 ₫ total
includes taxes & fees
31 Aug - 1 Sept
Best Western Plus Keene Hotel
A bar area with a dark tiled backsplash, multiple stools, and a variety of bottles and glasses on the counter.
A multi-story brick building with a sign reading "COURTYARD BY MARRIOTT".
A modern hotel lobby with a central bar area, multiple seating arrangements, and a reception desk.
A hotel room with two beds, a desk, an orange chair, and a view of buildings through the window.

4. Courtyard by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown
Keene
United States
Deborah
4.411.094 ₫
4.786.037 ₫ total
includes taxes & fees
6 Sept - 7 Sept
Courtyard by Marriott Keene Downtown
A room with a fireplace, a large mirror, and a window with a view of the outside.
A spacious living room with a staircase, a chandelier, a console table with decorative items, and a large abstract painting on the wall.
A spacious hallway with large windows, chandeliers, and classic furniture.
A banquet hall with round tables set for a formal event, featuring chandeliers and table settings.

5. Chocksett Inn and Restaurant

Chocksett Inn and Restaurant
Sterling
United States
Beth
4.146.402 ₫
4.631.453 ₫ total
includes taxes & fees
31 Aug - 1 Sept
Chocksett Inn and Restaurant
A hotel room with a brick wall, a large bed with white bedding, a flat-screen TV, and a desk with a lamp.
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.

6. Fairfield Inn & Suites by Marriott Keene Downtown

Fairfield Inn & Suites by Marriott Keene Downtown
Keene
United States
James
4.521.925 ₫
4.906.289 ₫ total
includes taxes & fees
6 Sept - 7 Sept
Fairfield Inn & Suites by Marriott Keene Downtown
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 bench in front of an apple tree with ripe apples.
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.

7. The Carriage Barn Inn

The Carriage Barn Inn
Keene
United States
Jonathan
3.810.725 ₫
4.134.636 ₫ total
includes taxes & fees
31 Aug - 1 Sept
The Carriage Barn Inn
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 staircase with wooden steps and a blue handrail leading to a white door with a blackboard.
A bedroom with a large bed, a bedside table, a chair, and a dresser.

8. The Birchwood Inn

The Birchwood Inn
Temple
United States
Karen
4.563.650 ₫
4.951.691 ₫ total
includes taxes & fees
31 Aug - 1 Sept
The Birchwood Inn
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 spacious living room with two patterned sofas, a coffee table, and a fireplace.
A bedroom with a fireplace, a bed, a chair, and a table with a lamp.

9. Howarth House B&B

Howarth House B&B
Fitchburg
United States
David
5.515.497 ₫
5.515.497 ₫ total
includes taxes & fees
31 Aug - 1 Sept
Howarth House B&B
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 cozy living room with two grey sofas, a red patterned rug, and a view of a lake and forest through large windows.
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.

10. The Maguire House Bed & Breakfast

The Maguire House Bed & Breakfast
Ashburnham
United States
Ranjit
7.432.230 ₫
7.432.230 ₫ total
includes taxes & fees
17 Sept - 18 Sept
The Maguire House Bed & Breakfast
A two-story house with a red door, green shutters, and a snow-covered front yard.
A golf course with a brick pathway, wooden boxes, and a tee box.
A dining area with a round table set for four, surrounded by wooden chairs. A fireplace is visible in the background, and the room has wooden paneling.
A window with a view of a grassy field and a bench.

11. Centennial House

Centennial House
Northfield
United States
Amy
4.680.428 ₫
4.947.212 ₫ total
includes taxes & fees
31 Aug - 1 Sept
Centennial House
A lakeside view with a red building, trees, and a calm lake.
A gazebo with a lattice top and flower arrangements, surrounded by picnic tables and benches, set in a wooded area with a lake in the background.
A two-story house with a deck overlooking a lake, surrounded by trees and a small fenced area.
A spacious kitchen with a large oven and a dining area with a round table and chairs.

12. Lakefront Orange Vacation Rental - Pet Friendly!

Lakefront Orange Vacation Rental - Pet Friendly!
Orange
United States
Jean
Lakefront Orange Vacation Rental - Pet Friendly!
A house with a deck overlooking a lake, a chimney, and a stone foundation.
A spacious kitchen with a stone fireplace, wooden beams, and a large island.
A wooden deck with wicker chairs and a small table overlooking a lake, with a railing and a grill.
A bedroom with a large window, a bed with a grey blanket, and a nightstand with a lamp.

13. Modern Waterfront Gem w/ Dock on Lake Monomonac

Modern Waterfront Gem w/ Dock on Lake Monomonac
Winchendon
Modern Waterfront Gem w/ Dock on Lake Monomonac
A spacious kitchen with a large island, stainless steel appliances, and exposed wooden beams.
An outdoor patio with a wooden table and chairs, a grill, and a sofa.
A modern kitchen with white cabinets, a marble island, and bar stools.
A spacious living room with a large sectional sofa, a coffee table, and a fireplace. There is a kitchen area with bar stools and a dining table.

14. Historic Home w/ Modern Updates on < 4 Acres

Historic Home w/ Modern Updates on < 4 Acres
Royalston
United States
Melissa
Historic Home w/ Modern Updates on < 4 Acres
A cozy living room with a fireplace, blue sofas, wooden beams, and a large window.
A dining room with a table set for six, a chandelier, a painting, and a window with a view of trees.
A spacious living room with a wooden ceiling, a Christmas tree, blue sofas, and a staircase leading to another level.
A modern kitchen with a stainless steel refrigerator, oven, and microwave. There are wooden shelves with baskets and a woven chair.

15. Deck & Fire Pit: Cottage Near Monadnock State Park

Deck & Fire Pit: Cottage Near Monadnock State Park
Jaffrey
Deck & Fire Pit: Cottage Near Monadnock State Park
A rustic kitchen with wooden beams, a stone countertop, and hanging pendant lights.
A log cabin with a porch, surrounded by dense forest.
A wooden cabin bedroom with a bed, a chair, a television, and a ceiling fan.
A rustic cabin interior with a stone bar, wooden dining table, and large windows offering a view of the outdoors.

16. Cushing Home Family Cabin Near Wachusett Mtn 4 Bedroom Home

Cushing Home Family Cabin Near Wachusett Mtn 4 Bedroom Home
Ashburnham
Cushing Home Family Cabin Near Wachusett Mtn 4 Bedroom Home

17. Cobb Hill Estate

Cobb Hill Estate
Harrisville
Cobb Hill Estate
A living room with a fireplace, sofa, TV, and a plant.
A spacious living area with a wooden floor, a white wall, a kitchen in the background, and a ceiling light fixture.
A modern kitchen with white cabinetry, a central island with bar stools, and pendant lighting.
A two-story house with a covered porch, a brick pathway, and a variety of plants.

18. Serene & Sleek Family Retreat w/ Office in Shirley

Serene & Sleek Family Retreat w/ Office in Shirley
Shirley
Serene & Sleek Family Retreat w/ Office in Shirley
A covered porch with large windows, a wooden ceiling, and a view of a house and garden.
A living room with a fireplace, sofas, a dining area, and a TV.
A room with a large window, a chair, a small table, and a plant.
A wooden deck with a grill and a fire pit, surrounded by a lush garden and a wooden fence.

19. Near Main St & Festivals: Peaceful Keene Getaway!

Near Main St & Festivals: Peaceful Keene Getaway!
Keene
Near Main St & Festivals: Peaceful Keene Getaway!

20. Massachusetts Cabin Rental Near Hiking & Skiing!

Massachusetts Cabin Rental Near Hiking & Skiing!
Ashby
Massachusetts Cabin Rental Near Hiking & Skiing!
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 3-star hotels. See all 4-star hotels in Winchendon.
Doubletree by Hilton Hotel Leominster

Doubletree by Hilton Hotel Leominster

99 Erdman Way Leominster MA
4.020.184 ₫
4.490.546 ₫ total
27 Sept - 28 Sept
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
Doubletree by Hilton Hotel Leominster
Cozy Getaway - 10 Miles to Mount Wachusett Skiing!

Cozy Getaway - 10 Miles to Mount Wachusett Skiing!

Leominster MA
Get ratesCozy Getaway - 10 Miles to Mount Wachusett Skiing!
Updated Vintage Apartment < 1/2 Mi to Main St

Updated Vintage Apartment < 1/2 Mi to Main St

Keene NH
Get ratesUpdated Vintage Apartment < 1/2 Mi to Main St
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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.

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.

See all hotels in Winchendon
A river reflecting autumn trees and a dense forest.

Top Winchendon Hotel Reviews

The Colonial Hotel

The Colonial Hotel

10/10 Excellent
"The property was excellent. Loved the pool and hot tub."
zavean 4-night trip
Posted 2 days ago
The Colonial Hotel
Courtyard by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown

10/10 Excellent
"Everything was great!! Beds were super comfortable."
Karen 1-night trip
Posted 6 days ago
Courtyard by Marriott Keene Downtown
Fairfield Inn & Suites by Marriott Keene Downtown

Fairfield Inn & Suites by Marriott Keene Downtown

10/10 Excellent
"Right in the middle of town. Very comfortable. Nice breakfast in the morning. Liked the candy in the lobby."
James 2-night trip
Posted 7 days ago
Fairfield Inn & Suites by Marriott Keene Downtown
The Carriage Barn Inn

The Carriage Barn Inn

10/10 Excellent
"A charming little inn Nice and quiet, easy and easy out. It was immaculate the owner Joe was very responsive very professional. Truly enjoyed our short stay"
William 1-night trip
Posted 1 month ago
The Carriage Barn Inn

Frequently asked questions

How much does it cost to stay in a 3-star hotel in Winchendon?
Experience the perfect combination of affordability, quality and comfort at a 3-star hotel in Winchendon with our handy filters. Enter your travel dates and then narrow down your search according to the amount you want to spend per night.
  • Search for the lowest price per night right now from 4.490.546 ₫
What is the difference between a 4-star and 3-star hotel in Winchendon?
Stay at a 3-star hotel and you can look forward to comfortable and well-kept rooms and conveniences such as complimentary WiFi, fitness equipment and tea and coffee making facilities. These stays may also have an on-site bar and restaurant. Upgrade your Winchendon holiday by opting for a 4-star hotel. With things like a day spa, round-the-clock room service and deluxe toiletries, you'll enjoy an enhanced level of relaxation and comfort.
What is the difference between a 3-star hotel and a motel in Winchendon?
A motel is a good option if you're planning to tour around Winchendon. These escapes are typically located close to major roads and airports, offer ample parking and have basic amenities and services. Book a 3-star hotel and you'll be more centrally located. With a larger choice of rooms and more conveniences such as a fitness centre, lobby and meeting rooms, you can expect to pay more for hotel lodgings.

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