Top Hotels with Swimming Pools in Winchendon

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Our top choices for Winchendon hotels with a pool

A pool area with lounge chairs and potted plants.

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

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.

1. The Colonial Hotel

Gardner

Dive into a serene indoor pool retreat with hot tub and sauna, perfect for year-round relaxation near Wachusett Mountain.

S$206

includes taxes & fees

1 Nov - 2 Nov

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

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.

A small, enclosed shower area with a white tiled wall, a handheld showerhead, a small shelf, and a white seat.

2. Doubletree by Hilton Hotel Leominster

Leominster

Dive into a refreshing mountain escape with an indoor pool sanctuary that's open from morning till night in this peaceful retreat.

S$228

includes taxes & fees

1 Nov - 2 Nov

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

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

3. Great Wolf Lodge Boston / Fitchburg, MA

Fitchburg

A splashing wonderland awaits with 4 indoor pools, seasonal outdoor oasis, and a lazy river to float away your cares.

S$267

includes taxes & fees

12 Oct - 13 Oct

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

A modern bathroom with a glass-enclosed shower, a white toilet, and a towel rack with two towels.

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

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

4. Keene Elm City Hotel, an Ascend Collection Hotel

Keene

Splash into comfort at this indoor pool oasis offering year-round aquatic escape in Keene.

S$165

includes taxes & fees

2 Nov - 3 Nov

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.

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.

5. Hampton Inn & Suites Keene

Keene

Splash into serenity at this inviting indoor pool hotel, where year-round swimming meets complete comfort and relaxation.

S$204

includes taxes & fees

11 Nov - 12 Nov

An indoor swimming pool with a tiled edge, surrounded by lounge chairs and a small table.

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.

6. Best Western Plus Keene Hotel

Keene

Splash into luxury at this hotel's sparkling indoor pool, complete with plush sun loungers and serene atmosphere.

S$197

includes taxes & fees

1 Nov - 2 Nov

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.

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

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

7. Howarth House B&B

Fitchburg

Splash into bliss with private pools and outdoor hot tubs at this charming B&B retreat.

S$271

includes taxes & fees

13 Oct - 14 Oct

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.

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

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

8. Courtyard by Marriott Keene Downtown

Keene

Dive into the year-round aquatic escape at this art deco hotel with a pristine indoor pool.

S$263

includes taxes & fees

25 Oct - 26 Oct

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Choose what matters most at hotels with a pool in Winchendon

Breakfast included

4 stars

5 stars

Hot tub

Spa

Top Winchendon Hotel Reviews

Keene Elm City Hotel, an Ascend Collection Hotel

10/10 Excellent

"I was specially impressed by the employee who walked extra miles to provide the information I asked for and more to make my staying and continuing travel easy and accessible. Shema, I really thank you for your help. God bless you!"

Best Western Plus Keene Hotel

10/10 Excellent

"Very clean, breakfast was very good. And the restaurant attached to the hotel was amazing"

The Colonial Hotel

10/10 Excellent

"Absolutely loved our stay here with our two golden doodles! We were in town for our daughter’s hockey game. We stay in chain hotels most weekends snd leave our dogs home . We made a little trip out of this 2 game series and The Colonial Hotel was the perfect little getaway."

Motel 6 Leominster, MA

10/10 Excellent

"Clean room, staff was helpful and even tho I only stayed 2 nights I felt safe and comfortable. Would stay again when in the area."

Doubletree by Hilton Hotel Leominster

10/10 Excellent

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Frequently asked questions

What are some hotels with pools in Winchendon?

Great Wolf Lodge Boston / Fitchburg, MA: Features kitchens, a pool and Smart televisions. Motel 6 Leominster, MA: Offers 4 indoor swimming pools, a children's pool and free water park access. The Colonial Hotel: Offers a sauna, an indoor pool and free self parking. Doubletree by Hilton Hotel Leominster: Provides 2 restaurants, an indoor pool and free self parking. Keene Elm City Hotel, an Ascend Collection Hotel: Features buffet, an indoor pool and complimentary high-speed (wired) Internet access.

What is there to see and do in Winchendon?

Spend some time experiencing the great outdoors at Hyde Park and V F W Park. During your stay, visit sights such as Lake Dennison State Recreation Area, Beals Memorial Library and Winchendon Town Hall.

When is the best time to book a hotel with a pool in Winchendon?

Taking the local weather in Winchendon into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. 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.

Room 1

Change your mind

Treat yourself

Be picky

Check availability on Winchendon Hotels with Swimming Pools

Our top choices for Winchendon hotels with a pool

1. The Colonial Hotel

2. Doubletree by Hilton Hotel Leominster

3. Great Wolf Lodge Boston / Fitchburg, MA

4. Keene Elm City Hotel, an Ascend Collection Hotel

5. Hampton Inn & Suites Keene

6. Best Western Plus Keene Hotel

7. Howarth House B&B

8. Courtyard by Marriott Keene Downtown

Choose what matters most at hotels with a pool in Winchendon

Top Winchendon Hotel Reviews

Keene Elm City Hotel, an Ascend Collection Hotel

Best Western Plus Keene Hotel

The Colonial Hotel

Motel 6 Leominster, MA

Doubletree by Hilton Hotel Leominster

Frequently asked questions

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