The Best Hotels with a Pool in Sterling, MA from ₩182,710 in 2026

Q: What are some hotels with pools in Sterling?

Chocksett Inn and Restaurant : Resort steps from Great Wolf Lodge Waterpark. Offers 4 indoor pools, a children's pool, and free water-park access. Great Wolf Lodge Boston / Fitchburg, MA : Hotel, 15-minute walk from Apex Entertainment Center. Provides a snack bar/deli, an indoor pool, and free self parking. Courtyard by Marriott Boston Marlborough : Offers complimentary wired internet access, an indoor pool, and free self parking. Motel 6 Framingham, MA - Boston West : Hotel located near Apex Entertainment Center. Features 2 restaurants, an indoor pool, and buffet. DoubleTree by Hilton Hotel Boston - Westborough : Provides a sauna, an indoor pool, and free self parking.

Sterling historic town center aerial view including Conant Free Public Library, Town Hall and First Church at Town Common, Sterling, Massachusetts MA, USA.

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Our top choices for Sterling hotels with a pool

Hampton Inn & Suites Westford-Chelmsford

Westford

Dive into refreshing aquatic retreats at this hotel's pristine indoor pool, perfect for relaxation after exploring the area.

₩216,409 total

includes taxes & fees

Jul 4 - Jul 5

Best Western Royal Plaza Hotel & Trade Center

Marlborough

Splash into bliss at this family-friendly hotel with an indoor pool and gaming arcade.

₩188,122 total

includes taxes & fees

Jun 21 - Jun 22

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.

₩277,278 total

includes taxes & fees

Jun 22 - Jun 23

DoubleTree by Hilton Hotel Boston - Westborough

Westborough

Plunge into aquatic bliss at this hotel's pristine indoor pool, where relaxation flows year-round.

₩273,425 total

includes taxes & fees

Jul 2 - Jul 3

The Colonial Hotel

Gardner

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

₩258,760 total

includes taxes & fees

Jun 21 - Jun 22

Howarth House B&B

Fitchburg

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

₩320,327 total

includes taxes & fees

Jul 7 - Jul 8

The Boxboro Regency

Boxborough

Swim in serenity year-round at the indoor pool, just minutes from exploring Boxboro's charm.

₩182,710 total

includes taxes & fees

Jul 7 - Jul 8

Homewood Suites by Hilton Marlborough

Berlin

Splash into all-season aquatic fun at this Marlborough hotel's inviting indoor pool sanctuary.

₩269,600 total

includes taxes & fees

Jul 3 - Jul 4

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Choose what matters most at hotels with a pool in Sterling

Breakfast included

Hot tub

Top Sterling Hotel Reviews

Embassy Suites by Hilton Boston Marlborough

10/10 Excellent

"I like the breakfast setting; it was giving outdoors at a resort. I didn't like the size of the bathroom and how the sink was in the actual bedroom. I couldn't go on the balcony because maintenance put a door stopper on the slide to prevent the door from opening."

Frequently asked questions

What are some hotels with pools in Sterling?

Chocksett Inn and Restaurant: Resort steps from Great Wolf Lodge Waterpark. Offers 4 indoor pools, a children's pool, and free water-park access. Great Wolf Lodge Boston / Fitchburg, MA: Hotel, 15-minute walk from Apex Entertainment Center. Provides a snack bar/deli, an indoor pool, and free self parking. Courtyard by Marriott Boston Marlborough: Offers complimentary wired internet access, an indoor pool, and free self parking. Motel 6 Framingham, MA - Boston West: Hotel located near Apex Entertainment Center. Features 2 restaurants, an indoor pool, and buffet. DoubleTree by Hilton Hotel Boston - Westborough: Provides a sauna, an indoor pool, and free self parking.

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.

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