The Best Hotels with a Pool in Sterling, MA from ￥16,899 in 2026

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

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Our top choices for Sterling hotels with a pool

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

Presidential Suite, 1 King Bed, Non Smoking | Living area | 55-inch flat-screen TV with cable channels, TV, Netflix

1. 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.

￥24,809

￥27,711 total

includes taxes & fees

Sep 27 - Sep 28

2. Homewood Suites by Hilton Marlborough

Berlin

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

￥21,736

￥24,279 total

includes taxes & fees

Sep 27 - Sep 28

3. Embassy Suites by Hilton Boston Marlborough

Marlborough

Indoor swimming and soothing soaks await at this freshly updated hotel with extended pool hours.

￥21,484

￥23,997 total

includes taxes & fees

Oct 4 - Oct 5

4. Best Western Royal Plaza Hotel & Trade Center

Marlborough

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

￥15,129

￥16,899 total

includes taxes & fees

Sep 27 - Sep 28

5. Hyatt Place Marlborough/Apex Center

Marlborough

Dive into aquatic bliss at this contemporary hotel with an inviting indoor pool and poolside sun loungers.

￥19,182

￥21,427 total

includes taxes & fees

Sep 27 - Sep 28

32-inch flat-screen TV with satellite channels, TV

6. The Boxboro Regency

Boxborough

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

￥15,511

￥17,326 total

includes taxes & fees

Sep 23 - Sep 24

Deluxe Queen Suite | In-room safe, iron/ironing board, alarm clocks, bed sheets

7. 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.

￥29,163

￥32,575 total

includes taxes & fees

Sep 20 - Sep 21

Indoor pool, open 6:00 AM to 10:30 PM, pool umbrellas

8. Hampton Inn Boston/Marlborough

Marlborough

Splash into an indoor aquatic oasis with umbrellas for poolside relaxation at this spotless hotel.

￥18,293

￥20,434 total

includes taxes & fees

Sep 27 - Sep 28

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Choose what matters most at hotels with a pool in Sterling

Breakfast included

Hot tub

4 stars

5 stars

Spa

Top Sterling Hotel Reviews

Courtyard by Marriott Boston Marlborough

10/10 Excellent

"Had a great stay. Super clean and the rooms were updated. There’s also a Starbucks and Full bar in the lobby. Would stay again"

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: Features 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. La Quinta Inn by Wyndham Auburn Worcester: Features a snack bar/deli, an indoor pool, and daily.

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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Check availability on Sterling Hotels with a Pool

Our top choices for Sterling hotels with a pool

1. Doubletree by Hilton Hotel Leominster

2. Homewood Suites by Hilton Marlborough

3. Embassy Suites by Hilton Boston Marlborough

4. Best Western Royal Plaza Hotel & Trade Center

5. Hyatt Place Marlborough/Apex Center

6. The Boxboro Regency

7. Great Wolf Lodge Boston / Fitchburg, MA

8. Hampton Inn Boston/Marlborough

9. Hilton Garden Inn Boston/Marlborough

10. Hilton Garden Inn Devens Common

Choose what matters most at hotels with a pool in Sterling

Top Sterling Hotel Reviews

Courtyard by Marriott Boston Marlborough

Frequently asked questions

Explore a world of travel with Expedia

Find Hotels with a Pool in Sterling, MA

Change your mind

Treat yourself

Be picky

Check availability on Sterling Hotels with a Pool

Our top choices for Sterling hotels with a pool

1. Doubletree by Hilton Hotel Leominster

2. Homewood Suites by Hilton Marlborough

3. Embassy Suites by Hilton Boston Marlborough

4. Best Western Royal Plaza Hotel & Trade Center

5. Hyatt Place Marlborough/Apex Center

6. The Boxboro Regency

7. Great Wolf Lodge Boston / Fitchburg, MA

8. Hampton Inn Boston/Marlborough

9. Hilton Garden Inn Boston/Marlborough

10. Hilton Garden Inn Devens Common

Choose what matters most at hotels with a pool in Sterling

Top Sterling Hotel Reviews

Courtyard by Marriott Boston Marlborough

Frequently asked questions

Explore a world of travel with Expedia