Winchendon Hotels from €90 - 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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Waterpark

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Our top choices for Winchendon hotels

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 hallway with red doors, numbered room signs, and a patterned carpet.

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

1. Gardner Inn

Gardner

Leila

€99

includes taxes & fees

1 Nov - 2 Nov

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

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

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

A pool area with lounge chairs and potted plants.

2. The Colonial Hotel

Gardner

John Timothy

€144

includes taxes & fees

1 Nov - 2 Nov

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

A compact kitchen with a refrigerator, coffee maker, and a small sink. There is a wooden counter and a clock on the wall.

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.

3. Econo Lodge

Westminster

isabel

€99

includes taxes & fees

11 Nov - 12 Nov

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

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.

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

4. Days Inn by Wyndham Keene NH

Keene

CHERYL

€90

includes taxes & fees

25 Oct - 26 Oct

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

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

5. Riverhouse by Weekender (Formerly Jack Daniels Inn)

Peterborough

Kathleen

€162

includes taxes & fees

18 Oct - 19 Oct

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

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

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

6. Motel 6 Leominster, MA

Leominster

Ruth

€97

includes taxes & fees

1 Nov - 2 Nov

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.

A gym with treadmills, a television, and weightlifting equipment.

7. Doubletree by Hilton Hotel Leominster

Leominster

louis

€159

includes taxes & fees

1 Nov - 2 Nov

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

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

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

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

8. Keene Elm City Hotel, an Ascend Collection Hotel

Keene

Mary

€115

includes taxes & fees

2 Nov - 3 Nov

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.

9. The Birchwood Inn

Temple

Karen

€170

includes taxes & fees

18 Oct - 19 Oct

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

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

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

A staircase with a patterned carpet, a wooden table with a lamp, and a wall with floral wallpaper.

10. Monadnock Inn

Jaffrey

Jed

€133

includes taxes & fees

1 Nov - 2 Nov

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

A red building with white trim, surrounded by lush greenery and fruit trees.

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

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

11. Centennial House

Northfield

Alan

€169

includes taxes & fees

25 Oct - 26 Oct

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 kitchen with a microwave, coffee maker, and a KUPPST refrigerator. There are two stools and a small shelf with a vase.

12. The Burrell House

Keene

Carol

€136

includes taxes & fees

22 Oct - 23 Oct

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

A gazebo with a white fence and a blue roof, surrounded by a well-maintained lawn, with a brick building in the background.

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.

13. Best Western Plus Keene Hotel

Keene

Ruddy

€137

includes taxes & fees

1 Nov - 2 Nov

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

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.

14. Chocksett Inn and Restaurant

Sterling

Lisa

€159

includes taxes & fees

14 Oct - 15 Oct

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.

15. Hampton Inn & Suites Keene

Keene

Rebecca

€150

includes taxes & fees

25 Oct - 26 Oct

A water play area with children and adults.

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

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.

16. Great Wolf Lodge Boston / Fitchburg, MA

Fitchburg

michael

€186

includes taxes & fees

14 Oct - 15 Oct

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

17. The Maguire House Bed & Breakfast

Ashburnham

Jeffrey

€264

includes taxes & fees

5 Nov - 6 Nov

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

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

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.

18. Howarth House B&B

Fitchburg

David

€189

includes taxes & fees

18 Oct - 19 Oct

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

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

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

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

19. The Carriage Barn Inn

Keene

Richard

€163

includes taxes & fees

29 Oct - 30 Oct

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

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 fireplace, seating, and a TV.

20. Fairfield Inn & Suites by Marriott Keene Downtown

Keene

Caroline

€188

includes taxes & fees

25 Oct - 26 Oct

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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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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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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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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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Militia Training Field

This historic field once served as training ground for local militia in colonial times. Today, the open green space offers a quiet retreat from the bustle of town life.

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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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Beals Memorial Library

This historic library houses literary treasures and sensory-friendly programmes 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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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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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

Great Wolf Lodge Boston / Fitchburg, MA

10/10 Excellent

"This resort was amazing"

Days Inn by Wyndham Keene NH

10/10 Excellent

"I got a quiet room to stay. That was great. Staff was very nice and helpful. Cleaners came every day to clean room"

Keene Elm City Hotel, an Ascend Collection Hotel

10/10 Excellent

"This is a great place to stay in Keene! The location is perfect, the room was immaculate, and the breakfast was great!"

Econo Lodge

10/10 Excellent

"We were there for 1 night and everything so perfect. The room was extremely clean. The service is excellent the area was quiet and around really local restaurants. Will book again"

Centennial House

10/10 Excellent

"Everything was great. Highly recommended."

Best Western Plus Keene Hotel

8/10 Good

"The hotel needs some updating, and could be a little cleaner. Bathroom door looked like it had not been cleaned in a long time. The staff was friendly, and breakfast was good."

The Burrell House

10/10 Excellent

"The Burrell House is a lovely historic home convenient to downtown Keene. The room was very clean and the bed super comfortable. There is no staff but it worked fine for my stay."

Riverhouse by Weekender (Formerly Jack Daniels Inn)

8/10 Good

"Nobody is at the reception if you arrive after 6 pm. You cannot open the window in the room anymore."

Gardner Inn

8/10 Good

"Our room was clean. Some things were outdated but it was a good place to stop for the night. No issues"

More cheap stays in Winchendon

Days Inn by Wyndham Keene NH

3 Ash Brook Road Keene NH

€90

25 Oct - 26 Oct

includes taxes & fees

7/10 Good! (1,004 reviews)

Motel 6 Leominster, MA

48 Commercial Rd Leominster MA

€97

1 Nov - 2 Nov

includes taxes & fees

Gardner Inn

22 Pearson Blvd Gardner MA

€99

1 Nov - 2 Nov

includes taxes & fees

7.6/10 Good! (78 reviews)

Keene Elm City Hotel, an Ascend Collection Hotel

175 Key Rd Keene NH

€115

2 Nov - 3 Nov

includes taxes & fees

8.6/10 Excellent! (1,006 reviews)

Hampton Inn & Suites Keene

126 Key Rd Keene NH

€150

25 Oct - 26 Oct

includes taxes & fees

8.8/10 Excellent! (419 reviews)

Riverhouse by Weekender (Formerly Jack Daniels Inn)

80 Concord Street Peterborough NH

€162

18 Oct - 19 Oct

includes taxes & fees

9.2/10 Wonderful! (480 reviews)

Frequently asked questions

What's the best place to stay in Winchendon?

Great Wolf Lodge Boston / Fitchburg, MA, located 13.6 mi (21.9 km) from the heart of Winchendon, is a top choice for your stay, based on our traveller data. Other good choices for your stay in the area are Motel 6 Leominster, MA and The Colonial Hotel. See all available top hotels, or vacation rentals in Winchendon.

What are some of the best holiday rentals that Winchendon has to offer?

Cozy Lakefront Cottage: This highly rated holiday home rental in Winchendon is located on a lake, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. You and your friends and family can relax into your holiday with amenities such as a selection of books. See all vacation rentals in Winchendon.

If I need to cancel my hotel reservation in Winchendon, will I receive a refund?

Yes, you'll find most room reservations are fully refundable if you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If you have a reservation that's non-refundable, you might be able to cancel it and receive a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Winchendon.

What are some hotels with pools in Winchendon?

Great Wolf Lodge Boston / Fitchburg, MA: Offers 4 indoor swimming pools, a children's pool and free water park access. The Colonial Hotel and Doubletree by Hilton Hotel Leominster are two additional hotels with an on-site pool. View all hotels with pools in Winchendon.

What is staying in Winchendon like?

Visitors can enjoy all that Winchendon has to offer, including its parks. In Winchendon, there are 10 hotels and other accommodation options to choose from. Find out more about Winchendon.

What are the top places to visit in Winchendon?

Natural beauty is on display at Hyde Park, V F W Park and Militia Training Field. A couple of additional sights to add to your itinerary are Lake Dennison State Recreation Area and Beals Memorial Library. Take a look at what more there is to see and do in Expedia's Winchendon guide.

What's the seasonal weather in Winchendon?

The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Winchendon are January, March, February and November, with each month seeing an average of 19 cm of snowfall.

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Worcester Holiday Rentals

Winchendon Hotels

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Winchendon

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Winchendon hotels

1. Gardner Inn

2. The Colonial Hotel

3. Econo Lodge

4. Days Inn by Wyndham Keene NH

5. Riverhouse by Weekender (Formerly Jack Daniels Inn)

6. Motel 6 Leominster, MA

7. Doubletree by Hilton Hotel Leominster

8. Keene Elm City Hotel, an Ascend Collection Hotel

9. The Birchwood Inn

10. Monadnock Inn

11. Centennial House

12. The Burrell House

13. Best Western Plus Keene Hotel

14. Chocksett Inn and Restaurant

15. Hampton Inn & Suites Keene

16. Great Wolf Lodge Boston / Fitchburg, MA

17. The Maguire House Bed & Breakfast

18. Howarth House B&B

19. The Carriage Barn Inn

20. Fairfield Inn & Suites by Marriott Keene Downtown

Stay near popular Winchendon attractions

Lake Dennison State Recreation Area

Hyde Park

Blueberry Island

Monument Park

Militia Training Field

Old Centre Historic District

Beals Memorial Library

The Robinson-Broadhurst Foundation Performing Arts Ampitheater

Learn more about Winchendon

Top Winchendon Hotel Reviews

Great Wolf Lodge Boston / Fitchburg, MA

Days Inn by Wyndham Keene NH

Keene Elm City Hotel, an Ascend Collection Hotel

Econo Lodge

Centennial House

Best Western Plus Keene Hotel

The Burrell House

Riverhouse by Weekender (Formerly Jack Daniels Inn)

Gardner Inn

More cheap stays in Winchendon

Days Inn by Wyndham Keene NH

Motel 6 Leominster, MA

Gardner Inn

Keene Elm City Hotel, an Ascend Collection Hotel

Hampton Inn & Suites Keene

Riverhouse by Weekender (Formerly Jack Daniels Inn)

Frequently asked questions

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