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Check availability on Winchendon Hotels with Pool

Tonight
26 Oct - 27 Oct
Tomorrow
27 Oct - 28 Oct
This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

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 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.

1. The Colonial Hotel

The Colonial Hotel
Gardner
  • Dive into a serene indoor pool retreat with hot tub and sauna, perfect for year-round relaxation near Wachusett Mountain.
฿4,860
฿5,429 total
includes taxes & fees
1 Nov - 2 Nov
The Colonial Hotel
An indoor swimming pool with clear blue water, surrounded by brick walls and large windows.
A hotel lobby with a central circular skylight, a reception desk, and a seating area with sofas.
A modern living room with two sofas, a coffee table, and a dining area with chairs and a table.
A hotel with a modern design, featuring a prominent tree in the foreground and a clear view of the sky.

2. Doubletree by Hilton Hotel Leominster

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.
฿4,866
฿5,436 total
includes taxes & fees
15 Nov - 16 Nov
Doubletree by Hilton Hotel Leominster
An indoor swimming pool with a tiled edge, surrounded by lounge chairs and a small table.
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 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
  • Splash into luxury at this hotel's sparkling indoor pool, complete with plush sun loungers and serene atmosphere.
฿4,779
฿5,186 total
includes taxes & fees
1 Nov - 2 Nov
Best Western Plus Keene Hotel
An indoor swimming pool with clear blue water, a lifebuoy, and a few lounge chairs.
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.
A modern bathroom with a glass-enclosed shower, a white toilet, and a towel rack with two towels.

4. Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel
Keene
  • Splash into comfort at this indoor pool oasis offering year-round aquatic escape in Keene.
฿4,389
฿4,762 total
includes taxes & fees
29 Oct - 30 Oct
Keene Elm City Hotel, an Ascend Collection Hotel
An indoor swimming pool with lounge chairs and a sign indicating no lifeguard on duty and no diving.
A gym with treadmills, elliptical machines, and stationary bikes.
A modern dining area with a central seating area, a kitchen in the background, and large windows providing natural light.
A modern hotel with a clear entrance, a parking area, and a sign indicating a 11' clearance.

5. Hampton Inn & Suites Keene

Hampton Inn & Suites Keene
Keene
  • Splash into serenity at this inviting indoor pool hotel, where year-round swimming meets complete comfort and relaxation.
฿5,467
฿5,932 total
includes taxes & fees
19 Nov - 20 Nov
Hampton Inn & Suites Keene
An indoor swimming pool with a spectator area and a stage.
An indoor recreational area with a pool, seating, and a bar area labeled 'The Watering Hole.'
A hotel with a prominent rock sculpture in the foreground, a well-maintained garden, and a clear view of the building's entrance.
A group of people engaged in a craft activity at a table with various colored markers and papers.

6. Great Wolf Lodge Boston / Fitchburg, MA

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.
฿6,314
฿7,053 total
includes taxes & fees
27 Oct - 28 Oct
Great Wolf Lodge Boston / Fitchburg, MA
An indoor swimming pool with clear water, a glass railing, and a seating area with tables and chairs.
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.
A hotel room with two beds, a desk, an orange chair, and a view of buildings through the window.

7. Courtyard by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown
Keene
  • Dive into the year-round aquatic escape at this art deco hotel with a pristine indoor pool.
฿6,285
฿6,819 total
includes taxes & fees
7 Nov - 8 Nov
Courtyard by Marriott Keene Downtown
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.
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.

8. Howarth House B&B

Howarth House B&B
Fitchburg
  • Splash into bliss with private pools and outdoor hot tubs at this charming B&B retreat.
฿7,141
฿7,141 total
includes taxes & fees
27 Oct - 28 Oct
Howarth House B&B
View all properties

Choose what matters most at hotels with a pool in Winchendon

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Winchendon Hotel Reviews

Best Western Plus Keene Hotel

Best Western Plus Keene Hotel

10/10 Excellent
"Breakfast was exceptional. Lori keeps everything clean and organized. We have never been to a hotel breakfast that comes close."
elizabeth 4-night trip
Posted 2 hours ago
Best Western Plus Keene Hotel
The Colonial Hotel

The Colonial Hotel

8/10 Good
"This is a dated, solid 3-star hotel. The interior finishes all need a serious refresh. I was on the ground floor in a nice room, but the Wi-Fi was terrible and they stuck me down by the mechanical plant and housekeeping offices. Normally not a bid deal but they left the doors open to the mechanical room the entire time I was in my room. They also need to update the quality and number of WAPs. They were confused when I asked if they had a "business center" because they don't. Given the quality of the Wi-Fi in my room, it would've been nice if they had one.😊 The Colonial Grille is awesome; it is a shining star for this somewhat tired hotel. The restuarant/bar staff are awesome, and the food is good American fare. The bar is a lot of fun, and it's big. This is a local destination for weddings. I was there from Friday to Sunday in late October and I think there were not less than 3 weddings."
David 2-night trip
Posted 20 hours ago
The Colonial Hotel
Great Wolf Lodge Boston / Fitchburg, MA

Great Wolf Lodge Boston / Fitchburg, MA

10/10 Excellent
"Super volvería una y otra ves"
Marangeli 1-night trip
Posted 5 days ago
Great Wolf Lodge Boston / Fitchburg, MA

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.

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