A river reflecting autumn trees and a dense forest.

Hotels in Winchendon

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Where to stay in Winchendon?

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 pool area with lounge chairs and potted plants.

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

1. The Colonial Hotel

Gardner

$170

$190 total

includes taxes & fees

Sep 14 - Sep 15

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.

2. Gardner Inn

Gardner

$99

$111 total

includes taxes & fees

Sep 14 - Sep 15

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

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

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

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

3. Doubletree by Hilton Hotel Leominster

Leominster

$149

$166 total

includes taxes & fees

Sep 27 - Sep 28

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

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

4. Keene Elm City Hotel, an Ascend Collection Hotel

Keene

$141

$153 total

includes taxes & fees

Sep 14 - Sep 15

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

$79

$91 total

includes taxes & fees

Sep 20 - Sep 21

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

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

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.

6. Econo Lodge

Westminster

$110

$120 total

includes taxes & fees

Oct 13 - Oct 14

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

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

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.

7. The Burrell House

Keene

$127

$141 total

includes taxes & fees

Sep 14 - Sep 15

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

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.

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

8. Centennial House

Northfield

$199

$211 total

includes taxes & fees

Sep 14 - Sep 15

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

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.

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

9. Best Western Plus Keene Hotel

Keene

$149

$162 total

includes taxes & fees

Sep 14 - Sep 15

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

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.

10. Monadnock Inn

Jaffrey

$183

$198 total

includes taxes & fees

Sep 14 - Sep 15

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

11. Days Inn by Wyndham Keene NH

Keene

$105

$113 total

includes taxes & fees

Sep 17 - Sep 18

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.

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

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

12. Hampton Inn & Suites Keene

Keene

$159

$173 total

includes taxes & fees

Sep 21 - Sep 22

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.

13. Great Wolf Lodge Boston / Fitchburg, MA

Fitchburg

$187

$209 total

includes taxes & fees

Sep 18 - Sep 19

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

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

14. Riverhouse by Weekender (Formerly Jack Daniels Inn)

Peterborough

$162

$187 total

includes taxes & fees

Oct 7 - Oct 8

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

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

15. The Birchwood Inn

Temple

$175

$190 total

includes taxes & fees

Sep 14 - Sep 15

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

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.

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.

16. Chocksett Inn and Restaurant

Sterling

$159

$178 total

includes taxes & fees

Sep 14 - Sep 15

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

A cozy living room with two grey sofas, a red patterned rug, and a view of a lake and forest through large windows.

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.

17. The Maguire House Bed & Breakfast

Ashburnham

$325

$325 total

includes taxes & fees

Sep 23 - Sep 24

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

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

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

18. Fairfield Inn & Suites by Marriott Keene Downtown

Keene

$214

$232 total

includes taxes & fees

Sep 14 - Sep 15

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

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 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

$177

$192 total

includes taxes & fees

Sep 27 - Sep 28

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

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

20. Howarth House B&B

Fitchburg

$235

$235 total

includes taxes & fees

Sep 28 - Sep 29

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Go beyond your typical stay in Winchendon

Top landmarks in Winchendon

Lake Dennison State Recreation Area

10.0/10 (1 review)

Lake Dennison State Recreation Area is 3.5 mi (5.6 km) from central Winchendon, why not stop by during your stay.

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Blueberry Island

Blueberry Island is 2.6 mi (4.2 km) from central Winchendon, why not stop by during your stay.

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Monument Park

Monument Park is worth a visit, located 0.4 mi (0.6 km) from central Winchendon.

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Wendall P. Clark Memorial

Wendall P. Clark Memorial is worth a visit when in central Winchendon.

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Hyde Park

Hyde Park is 0.6 mi (0.9 km) from central Winchendon, why not stop by during your stay. Want to stretch your legs some more? Head to Wendall P. Clark Memorial and V F W Park, both nearby.

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Winchendon Community Park

Winchendon Community Park is worth a visit, located 0.4 mi (0.6 km) from central Winchendon.

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Wetmore Trailhead

Wetmore Trailhead is 3.6 mi (5.8 km) from central Winchendon, why not stop by during your stay.

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Beals Memorial Library

Beals Memorial Library is worth a visit, located 0.3 mi (0.5 km) from central Winchendon.

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Learn more about Winchendon

Winchendon is well-known for its attractions such as Lake Dennison State Recreation Area and Blueberry Island.

See all hotels in Winchendon

Check out reviews of Winchendon hotels guests love

Howarth House B&B

Fitchburg

10/10 Exceptional

For the wedding we stayed at our very first B&B. Howarth House Bed and Breakfast in Fitchburg, Mass. It is a beautiful house built in 1910. The current owners, Sarah and Ryan purchased the house in 2020. The owners were friendly, kind, accommodating and Ryan can sure cook a great breakfast. Sarah presented us with a departing gift of her homemade Blueberry and white chocolate scones. Delicious! The room was comfortable, the location quiet and we will definitely be back. I wish I had taken more...

Darleen

Doubletree by Hilton Hotel Leominster

Leominster

10/10 Exceptional

Paola

The Birchwood Inn

Temple

10/10 Exceptional

Anonymous traveler

Riverhouse by Weekender (Formerly Jack Daniels Inn)

Peterborough

10/10 Exceptional

William and Susan

The Carriage Barn Inn

Keene

10/10 Exceptional

Elizabeth

Chocksett Inn and Restaurant

Sterling

10/10 Exceptional

Bryan

The Burrell House

Keene

10/10 Exceptional

derek

The Colonial Hotel

Gardner

10/10 Exceptional

Robin

The Maguire House Bed & Breakfast

Ashburnham

10/10 Exceptional

Anonymous traveler

Motel 6 Leominster, MA

Leominster

10/10 Exceptional

PAUL

Keene Elm City Hotel, an Ascend Collection Hotel

Keene

10/10 Exceptional

Kristine

Centennial House

Northfield

10/10 Exceptional

My husband and I have never stayed at a B&B. We were looking for a nearby weekend get-away and found The Centennial House on an on-line search. The Hosts Joan & Steve were very hospitable and knowledgable of the area and it's history and attractions. The surrounding area, the room and the breakfast were beautiful, comfortable and delicious!! Our first B&B experience was excellent, thank you Joan & Steve. Until we meet again, Bill & Anne

Anonymous traveler

Best Western Plus Keene Hotel

Keene

10/10 Exceptional

Susan

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.

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

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

Courtyard by Marriott Keene Downtown

Keene

10/10 Exceptional

Vic

Hampton Inn & Suites Keene

Keene

10/10 Exceptional

kristin

Monadnock Inn

Jaffrey

10/10 Exceptional

On a Foliage tour through New England in October, my wife and I stayed at The Monadnock Inn following a hike of the nearby Mt. Monadnock. Arrival mid-week was simple and the Inn is full of centuries-old charm and comfort. Check-in was very simple and we were handed a key and walked up the stairs to the 3rd Floor Pauline Room. The room was very cozy with an antique soak tub and shower (great after a long hike), beautiful bay windows, steam radiator, comfortable bed, and warmly lit. There was no...

Todd

Frequently Asked Questions

What accommodations do travelers recommend in Winchendon?

Guests like The Colonial Hotel and Gardner Inn.

Can I book a refundable hotel in Winchendon?

If you're looking for the flexibility to change your travel plans to Winchendon, most accommodations provide refundable* bookable rates. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.

Where can I stay in Winchendon if I want a vacation home instead of a traditional hotel?

Browse 7 vacation homes on our site.

What will the weather in Winchendon be like during my vacation?

The warmest months in Winchendon are usually July and August with an average temp of 66°F. January and February are the chilliest months when the average temp is 28°F. The rainiest months are July and October.

Why should I book my Winchendon hotel through Hotels.com?

There are plenty of reasons to book your Winchendon travel with us: our free cancellations on selected hotels* gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.