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Check availability on Winchendon Hotels with a Pool

Tonight
Oct 9 - Oct 10
Tomorrow
Oct 10 - Oct 11
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

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 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

The Colonial Hotel
Gardner
  • Dive into a serene indoor pool retreat with hot tub and sauna, perfect for year-round relaxation near Wachusett Mountain.
￥22,730
￥25,388 total
includes taxes & fees
Nov 3 - Nov 4
The Colonial Hotel
An indoor swimming pool with clear blue water, surrounded by brick walls and large windows.
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.
A bar area with a long counter, multiple bar stools, hanging pendant lights, and a bar stocked with bottles.

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.
￥25,135
￥28,076 total
includes taxes & fees
Nov 1 - Nov 2
Doubletree by Hilton Hotel Leominster
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.

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.
￥22,351
￥24,251 total
includes taxes & fees
Nov 8 - Nov 9
Best Western Plus Keene Hotel
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 modern dining area with a central seating area, a kitchen in the background, and large windows providing natural light.

4. 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.
￥24,427
￥26,503 total
includes taxes & fees
Oct 25 - Oct 26
Hampton Inn & Suites Keene
Waterslide
A hotel with a prominent sign reading "Great Wolf Lodge."
Room
A rustic interior with wooden tables, a barrel, and a wall displaying colorful items.

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.
￥29,527
￥32,982 total
includes taxes & fees
Oct 25 - Oct 26
Great Wolf Lodge Boston / Fitchburg, MA
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 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.

6. 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.
￥18,790
￥20,388 total
includes taxes & fees
Nov 8 - Nov 9
Keene Elm City Hotel, an Ascend Collection Hotel
An indoor swimming pool with clear water, a glass railing, and a seating area with tables and chairs.
A bar area with a dark tiled backsplash, multiple stools, and a variety of bottles and glasses on the counter.
A modern hotel lobby with a central bar area, multiple seating arrangements, and a reception desk.
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.
￥29,851
￥32,389 total
includes taxes & fees
Oct 25 - Oct 26
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 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.

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.
￥33,396
￥33,396 total
includes taxes & fees
Oct 12 - Oct 13
Howarth House B&B
A modern kitchen with a wooden countertop, dark cabinets, and a large window.
A modern kitchen with a wooden island, blue cabinets, and a brick wall.
A modern kitchen with a wooden table and benches, a brick column, and a view of the living area.
A home interior with a wooden staircase, a desk with a chair, a refrigerator, and a lamp.

9. Modern Downtown Escape HotTub Fire Pit Games 12ppl

Modern Downtown Escape HotTub Fire Pit Games 12ppl
Keene
￥34,839
￥62,486 total
includes taxes & fees
Oct 15 - Oct 16
Modern Downtown Escape HotTub Fire Pit Games 12ppl
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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

Great Wolf Lodge Boston / Fitchburg, MA

Great Wolf Lodge Boston / Fitchburg, MA

10/10 Excellent
"Great property and great staff"
michael 1-night trip
Posted 17 hours ago
Great Wolf Lodge Boston / Fitchburg, MA

Frequently asked questions

What are some hotels with pools in Winchendon?
Modern Waterfront Gem w/ Dock on Lake Monomonac: Features kitchens, a pool, and Smart TVs. Cozy Lakefront Cottage: Offers 4 indoor pools, a children's pool, and free water-park access. Great Wolf Lodge Boston / Fitchburg, MA: Offers a sauna, an indoor pool, and free self parking. Motel 6 Leominster, MA: Provides 2 restaurants, an indoor pool, and free self parking. The Colonial Hotel: Features buffet, an indoor pool, and complimentary 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, 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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