An aerial view of a town surrounded by dense forests, with a mix of residential and commercial buildings, and a prominent church.

Find Hotels with a Pool in Sterling, MA

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Check availability on Sterling Hotels with a Pool

This weekend
Nov 6 - Nov 8
Next weekend
Nov 13 - Nov 15

Our top choices for Sterling hotels with a pool

A room with a fireplace, a large mirror, and a window with a view of the outside.

1. Chocksett Inn and Restaurant

Chocksett Inn and Restaurant
3.5 star property
Sterling
8.8 out of 10, Excellent, (194 reviews)
"Good for one night stopover."
United States
Lisa
The price is ￥25,052
￥27,983 total
includes taxes & fees
Nov 15 - Nov 16
Chocksett Inn and Restaurant
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Choose what matters most at hotels with a pool in Sterling

Breakfast included
Hot tub

Top Sterling Hotel Reviews

Best Western Royal Plaza Hotel & Trade Center

Best Western Royal Plaza Hotel & Trade Center

10/10 Excellent
"Everything was clean, staff were very friendly and helpful. Bed comfy, heat and a/c functional. Breakfast was delicious and well done! I would definitely stay here again!"
Theresa 1-night trip
Posted 2 days ago
Best Western Royal Plaza Hotel & Trade Center

Frequently asked questions

What are some hotels with pools in Sterling?
Chocksett Inn and Restaurant: Features 4 indoor pools, a children's pool, and free water-park access. Extended Stay America Suites Boston Westborough Computer Dr: Offers a snack bar/deli, an indoor pool, and free self parking. Motel 6 Framingham, MA - Boston West: Provides complimentary wired internet access, an indoor pool, and free self parking. Great Wolf Lodge Boston / Fitchburg, MA: Hotel, 4-minute walk from DCU Center. Offers complimentary wireless internet access, an indoor pool, and a 24-hour fitness center. Courtyard by Marriott Boston Natick: Offers free self parking, an indoor pool, and complimentary wireless internet access.
What is there to see and do in Sterling?
Make a point to visit attractions like Davis' Farmland & Mega Maze. Discover sights such as Mary Had a Little Lamb Statue during your stay.
When is the best time to book a hotel with a pool in Sterling?
Taking into account the local weather in Sterling 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 68°F, while the coldest months are January and February with an average of 31°F. The snowiest months in Sterling are January, November, February, and March, with each month seeing an average of 9 inches of snowfall.