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Check availability on Winchendon Hotels with a Pool

Tonight
Sep 4 - Sep 5
Tomorrow
Sep 5 - Sep 6
This weekend
Sep 4 - Sep 6
Next weekend
Sep 11 - Sep 13

Our top choices for Winchendon hotels with a pool

A pool area with lounge chairs and potted plants.
A formal dining room with round tables, dark wooden chairs, and white tablecloths.
A wooden pergola structure in a garden setting with a paved walkway leading to it.
A brick building with a steeple, arched windows, and flags.

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.
₩207,767
₩232,082 total
includes taxes & fees
Sep 7 - Sep 8
The Colonial Hotel
An indoor swimming pool with clear blue water, surrounded by brick walls and large windows.
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 gym with treadmills, a television, and weightlifting equipment.

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.
₩210,525
₩235,157 total
includes taxes & fees
Sep 27 - Sep 28
Doubletree by Hilton Hotel Leominster
An indoor swimming pool with clear blue water, a lifebuoy, and a few lounge chairs.
A hotel reception area with two counters labeled 'Choice Hotels' and 'Ascend Hotel Collection'. There are vending machines and a refrigerator with beverages.
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.

3. 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.
₩191,534
₩207,815 total
includes taxes & fees
Sep 6 - Sep 7
Keene Elm City Hotel, an Ascend Collection Hotel
An indoor swimming pool with a tiled edge, surrounded by lounge chairs and a small table.
A gazebo with a white fence and a blue roof, surrounded by a well-maintained lawn, with a brick building in the background.
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.

4. 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.
₩202,402
₩219,613 total
includes taxes & fees
Sep 7 - Sep 8
Best Western Plus Keene Hotel
A group of people engaged in a craft activity at a table with various colored markers and papers.
A rustic interior with wooden tables, a barrel, and a wall displaying colorful items.
A hotel with a prominent sign reading "Great Wolf Lodge."

5. 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.
₩254,021
₩283,741 total
includes taxes & fees
Sep 8 - Sep 9
Great Wolf Lodge Boston / Fitchburg, MA
An indoor swimming pool with lounge chairs and a sign indicating no lifeguard on duty and no diving.
A reception area with a 'Welcome to the Granite State' sign, a reception desk, and a well-organized suite shop.
A modern hotel with a clear entrance, a parking area, and a sign indicating a 11' clearance.
A gym with treadmills, elliptical machines, and stationary bikes.

6. 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.
₩199,386
₩216,334 total
includes taxes & fees
Sep 10 - Sep 11
Hampton Inn & Suites Keene
An indoor swimming pool with clear water, a glass railing, and a seating area with tables and chairs.
A hotel room with two beds, a desk, an orange chair, and a view of buildings through the window.
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".

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.
₩256,806
₩278,635 total
includes taxes & fees
Sep 10 - Sep 11
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 spacious living room with two patterned sofas, a coffee table, and a fireplace.

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.
₩287,302
₩287,302 total
includes taxes & fees
Oct 4 - Oct 5
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

The Colonial Hotel

The Colonial Hotel

10/10 Excellent
"My favorite place in Gardener."
Michele 1-night trip
Posted 10 hours ago
The Colonial Hotel
Motel 6 Leominster, MA

Motel 6 Leominster, MA

10/10 Excellent
"The room we had this time was very nice and clean. The last time we stayed, the room smelled of fish coming from the microwave. I had to buy lysol wipes and a candle to get rid of the smell, it was so bad I don't know how they didn't notice. And the time before, there was water under the floor panels everywhere, not just by the sink and toilet. You would hear squishing and your feet would get wet if you didn't wear shoes. It was next to a room they were renovating so maybe that's why.. either way, for how cheap, I can't complain too much. Their complimentary coffee is pretty good, wish they kept it out until 11 not 10. And wish more of the channels they had worked, half the channels I like say no signal or they work but keep skipping every few seconds. The few staff I dealt with were very kind and generous. Even giving me more time to check out since we woke up late and not charging me for it. Overall, pretty good motel for the price."
Christian 1-night trip
Posted 11 hours ago
Motel 6 Leominster, MA
Doubletree by Hilton Hotel Leominster

Doubletree by Hilton Hotel Leominster

10/10 Excellent
"Nice place"
Erick 1-night trip
Posted 2 days ago
Doubletree by Hilton Hotel Leominster
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 11 days ago
Courtyard by Marriott Keene Downtown

Frequently asked questions

What are some hotels with pools in Winchendon?
Great Wolf Lodge Boston / Fitchburg, MA: Provides kitchens, a pool, and Smart TVs. The Colonial Hotel: Provides 4 indoor pools, a children's pool, and free water-park access. Motel 6 Leominster, MA: Features a sauna, an indoor pool, and free self parking. Keene Elm City Hotel, an Ascend Collection Hotel: Features buffet, an indoor pool, and complimentary wired internet access. Best Western Plus Keene Hotel: Offers buffet, an indoor pool, and free self parking.
What is there to see and do in Winchendon?
Spend some time experiencing the great outdoors at Blueberry Island and Hyde Park. During your stay, check out 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 into account the local weather in Winchendon is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Winchendon are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.

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