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 Bar in Sterling, MA from CA $145

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Check availability on Sterling Hotels with Bar

Tonight
Oct 19 - Oct 20
Tomorrow
Oct 20 - Oct 21
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

Our top choices for Sterling hotels with a bar

A room with a fireplace, a large mirror, and a window with a view of the outside.
A spacious hallway with large windows, chandeliers, and classic furniture.
A banquet hall with round tables set for a formal event, featuring chandeliers and table settings.
A grand chandelier with multiple light fixtures hanging from the ceiling, a large arched window above a set of double doors with an exit sign, and a patterned floor.

1. Chocksett Inn and Restaurant

Chocksett Inn and Restaurant
Sterling
United States
Lisa
CA $225
CA $251 total
includes taxes & fees
Oct 20 - Oct 21
Chocksett Inn and Restaurant
A bar area with a long counter, multiple bar stools, hanging pendant lights, and a bar stocked with bottles.
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 spacious hotel lobby with a central island, seating areas, and large windows.

2. Doubletree by Hilton Hotel Leominster

Doubletree by Hilton Hotel Leominster
Leominster
United States
louis
CA $190
CA $212 total
includes taxes & fees
Nov 15 - Nov 16
Doubletree by Hilton Hotel Leominster
A spacious indoor area with a central water feature, surrounded by tables and chairs, and large windows offering views of the sky and outside.
An indoor swimming pool area with lounge chairs, a covered seating area, and a view of the pool.
A modern hotel with a glass facade, a covered entrance, and a flagpole with an American flag.
A modern interior with a self-service kiosk, refrigerated display cases, and a seating area.

3. Best Western Royal Plaza Hotel & Trade Center

Best Western Royal Plaza Hotel & Trade Center
Marlborough
United States
Mary Kate
CA $137
CA $153 total
includes taxes & fees
Nov 11 - Nov 12
Best Western Royal Plaza Hotel & Trade Center
A modern restaurant with a central bar, wooden paneling, and a high ceiling with skylights.
A modern hotel with a prominent entrance, a well-maintained lawn, and a clear sky.
A modern indoor patio with large windows, grey furniture, and a view of the greenery outside.
A modern building with a patio area featuring outdoor seating, a fire pit, and a small water feature.

4. Embassy Suites by Hilton Boston Marlborough

Embassy Suites by Hilton Boston Marlborough
Marlborough
United States
Jeff
CA $173
CA $193 total
includes taxes & fees
Nov 1 - Nov 2
Embassy Suites by Hilton Boston Marlborough
A multi-story hotel with a prominent "Hyatt Place" sign, a covered entrance, and a parking lot.
A modern lounge area with leather sofas, armchairs, and a coffee table. Large windows offer a view of the cityscape.
An indoor swimming pool with clear glass walls, a lifeguard station, and a sunlit area with chairs.
A modern lounge area with leather sofas, round tables, and a bar with a Starbucks sign.

5. Hyatt Place Marlborough/Apex Center

Hyatt Place Marlborough/Apex Center
Marlborough
United States
Christopher
CA $174
CA $194 total
includes taxes & fees
Nov 1 - Nov 2
Hyatt Place Marlborough/Apex Center
A restaurant with multiple dining tables set for guests, large windows offering a view of the outdoors, and a variety of hanging pendant lights.
A modern kitchen with wooden cabinets, a bar area with stools, and a large flat-screen TV.
A Hilton Garden Inn hotel with a red and beige facade, multiple floors, and a well-maintained lawn in front.
An outdoor patio with wooden tables and chairs, a large planter with red flowers, and a view of the interior through large windows.

6. Hilton Garden Inn Boston/Marlborough

Hilton Garden Inn Boston/Marlborough
Marlborough
United States
Tyler
CA $167
CA $187 total
includes taxes & fees
Nov 13 - Nov 14
Hilton Garden Inn Boston/Marlborough
An outdoor patio with wicker furniture, a central fire pit, and tables with candles.
A modern hotel room with a sofa, armchair, ottoman, desk, and TV.
A hotel room with a large bed, a desk with a chair, a sofa, and a TV.
A Starbucks coffee shop with a menu board, coffee machines, and a refrigerated display of beverages.

7. Courtyard by Marriott Boston Marlborough

Courtyard by Marriott Boston Marlborough
Marlborough
United States
Terri
CA $167
CA $187 total
includes taxes & fees
Oct 25 - Oct 26
Courtyard by Marriott Boston Marlborough
A water play area with children and adults.
A group of people engaged in a craft activity at a table with various colored markers and papers.
Room
A rustic interior with wooden tables, a barrel, and a wall displaying colorful items.

8. Great Wolf Lodge Boston / Fitchburg, MA

Great Wolf Lodge Boston / Fitchburg, MA
Fitchburg
United States
Abderaouf
CA $264
CA $295 total
includes taxes & fees
Oct 20 - Oct 21
Great Wolf Lodge Boston / Fitchburg, MA
A banquet hall with round tables set for a formal event, featuring gold chairs and white tablecloths.
A banquet hall with round tables, gold chairs, and a central white gazebo.
An indoor swimming pool with a glass ceiling, surrounded by lounge chairs and tables, and a staircase leading to upper levels.
A restaurant with multiple dining tables and chairs, a bar area with a counter and stools, and a television mounted on the wall.

9. The Boxboro Regency

The Boxboro Regency
Boxborough
United States
glenn
CA $130
CA $145 total
includes taxes & fees
Nov 1 - Nov 2
The Boxboro Regency
A modern living room with a fireplace, comfortable seating, and a large window.
A modern bar area with leather seating, a long counter, and a large screen.
An outdoor seating area with wicker furniture and potted plants.
A modern lobby with a reception desk, seating area with sofas and armchairs, and a large window providing natural light.

10. AC Hotel by Marriott Worcester

AC Hotel by Marriott Worcester
Worcester Central Business District
United States
Kathleen
CA $240
CA $275 total
includes taxes & fees
Nov 6 - Nov 7
AC Hotel by Marriott Worcester
View all properties

Top Sterling Hotel Reviews

Best Western Royal Plaza Hotel & Trade Center

Best Western Royal Plaza Hotel & Trade Center

10/10 Excellent
"Friendly and clean, the staff were very accommodating. Would stay there again!"
Bruce 2-night trip
Posted 7 hours ago
Best Western Royal Plaza Hotel & Trade Center
DoubleTree by Hilton Hotel Boston - Westborough

DoubleTree by Hilton Hotel Boston - Westborough

10/10 Excellent
"Good"
satyam 2-night trip
Posted 12 hours ago
DoubleTree by Hilton Hotel Boston - Westborough
Courtyard by Marriott Boston Natick

Courtyard by Marriott Boston Natick

8/10 Good
"Liked the Bistro/bar"
Robert 3-night trip
Posted 12 hours ago
Courtyard by Marriott Boston Natick
Holiday Inn Express Hotel & Suites Boston-Marlboro by IHG

Holiday Inn Express Hotel & Suites Boston-Marlboro by IHG

8/10 Good
"Was very clean and nice overall. Check in person was very polite and professional. Would have liked in room coffee but I survived ; ) free breakfast was good!"
Angela 1-night trip
Posted 14 hours ago
Holiday Inn Express Hotel & Suites Boston-Marlboro by IHG
La Quinta Inn by Wyndham Auburn Worcester

La Quinta Inn by Wyndham Auburn Worcester

10/10 Excellent
"Bueno"
Italia 1-night trip
Posted 1 day ago
La Quinta Inn by Wyndham Auburn Worcester
Great Wolf Lodge Boston / Fitchburg, MA

Great Wolf Lodge Boston / Fitchburg, MA

8/10 Good
"Overall our stay was good and our son loved the trip. Really the only con I can say is that one of the queen beds made a really large noise when moving in the bed to the point you thought it would break. That obviously didn’t happen but it made us slightly concerned. Other than that, it was a great trip!"
Jeremy 3-night trip
Posted 3 days ago
Great Wolf Lodge Boston / Fitchburg, MA

Frequently asked questions

Searching for hotels with bars in Sterling?
Though you might not find a hotel in Sterling well-known for its bar, you will find 5 properties to choose from, some of which will have an onsite bar where you can unwind with a beer after a day out and about. While you're here, you can check out Davis' Farmland & Mega Maze and Mary Had a Little Lamb Statue.
What are the best hotels with bars in Sterling?
Here are some top hotels with bars in and around Sterling: Chocksett Inn and Restaurant: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking. Extended Stay America Suites Boston Westborough Computer Dr: Resort with restaurant. Enjoy the bar, 4 indoor pools, and free water park access. Motel 6 Framingham, MA - Boston West: Hotel with restaurant. Enjoy the bar, free WiFi, and breakfast. Great Wolf Lodge Boston / Fitchburg, MA: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking. Courtyard by Marriott Boston Natick: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking.
What is there to do in Sterling?
To experience the area's highlights, consider visiting Davis' Farmland & Mega Maze, Tower Hill Botanic Garden, and The Mall at Whitney Field, and then find a cozy spot for a nightcap. Other places to see include Mary Had a Little Lamb Statue.
When is the best time to visit Sterling?
Visiting local bars in Sterling is more fun when you know what the weather holds. These rainfall averages and temperatures can help you decide the best time for bar hopping. 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.
How can I get to Sterling and around the area?
Here are some of your transportation options in and around Sterling: Fly into Worcester, MA (ORH-Worcester Regional), which is located 12.9 mi (20.7 km) away from the heart of the city. You can also search for flights into Bedford, MA (BED-Laurence G. Hanscom Field), which is 24.3 mi (39 km) away. If you'd like to venture out around the area, consider renting a car to take in more sights.

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