Winchendon Hotels with Pool, Massachusetts: Winchendon Hotel Guide

Q: What are some hotels with pools in Winchendon?

Cozy Lakefront Cottage : Features kitchens, a pool and Smart televisions. Enjoy your stay in an antique home in an antique toy museum! : Resort steps from Great Wolf Lodge Waterpark. Offers 4 indoor swimming pools, a children's pool and free water park access. Great Wolf Lodge Boston / Fitchburg, MA : Provides a sauna, an indoor pool and free self parking. The Colonial Hotel : Features buffet, an indoor pool and complimentary high-speed (wired) Internet access. Keene Elm City Hotel, an Ascend Collection Hotel : Offers 2 restaurants, an indoor pool and free self parking.

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Our top choices for Winchendon hotels with a pool

Keene Elm City Hotel, an Ascend Collection Hotel

Keene

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

includes taxes & fees

19 Jul - 20 Jul

Indoor pool, open 6:00 AM to 10:00 PM, pool loungers

Best Western Plus Keene Hotel

Keene

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

includes taxes & fees

16 Jul - 17 Jul

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.

includes taxes & fees

21 Jul - 22 Jul

The Colonial Hotel

Gardner

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

includes taxes & fees

19 Jul - 20 Jul

Indoor pool, open 8:00 AM to 10:00 PM, pool loungers

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.

includes taxes & fees

19 Jul - 20 Jul

Hampton Inn & Suites Keene

Keene

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

includes taxes & fees

26 Jul - 27 Jul

Howarth House B&B

Fitchburg

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

includes taxes & fees

15 Jul - 16 Jul

Courtyard by Marriott Keene Downtown

Keene

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

includes taxes & fees

16 Jul - 17 Jul

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Choose what matters most at hotels with a pool in Winchendon

Breakfast included

4 stars

Top Winchendon Hotel Reviews

The Colonial Hotel

10/10 Excellent

"Did eat breakfast at the hotel. Room was clean"

Keene Elm City Hotel, an Ascend Collection Hotel

10/10 Excellent

"We had a great stay overall. The hotel was clean, well-maintained, and the staff was friendly, welcoming, and courteous throughout our visit. Breakfast was good, but the pancake station became backed up during the busy morning rush. Adding a second pancake machine would help reduce the wait and make the breakfast experience even better. We would definitely stay here again."

Doubletree by Hilton Hotel Leominster

8/10 Good

"Clean room (looked recently updated/renovated); helpful staff; 1 of our keys did not work upon arrival so had to go back to the front desk and get new ones. Pool was small, and not really “heated” - the room it was was definitely warm/humid but the water felt cool. Very convenient location off the highway!"

Frequently asked questions

What are some hotels with pools in Winchendon?

Cozy Lakefront Cottage: Features kitchens, a pool and Smart televisions. Enjoy your stay in an antique home in an antique toy museum!: Resort steps from Great Wolf Lodge Waterpark. Offers 4 indoor swimming pools, a children's pool and free water park access. Great Wolf Lodge Boston / Fitchburg, MA: Provides a sauna, an indoor pool and free self parking. The Colonial Hotel: Features buffet, an indoor pool and complimentary high-speed (wired) Internet access. Keene Elm City Hotel, an Ascend Collection Hotel: Offers 2 restaurants, 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 Millers River. 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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Our top choices for Winchendon hotels with a pool