Find Romantic Hotels in Sterling, MA

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Sterling Romantic Hotels

Tonight
3 Dec - 4 Dec
Tomorrow
4 Dec - 5 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Top Sterling Romantic Hotels

Fireplace
Chocksett Inn and Restaurant

Chocksett Inn and Restaurant

3.5 star property
Sterling
8.6 out of 10, Excellent, (144)
"Fine for an overnight stay. Seems to be one of the better options in the area. Room clean and spacious. "
United States
Ayah
The price is SAR 597
SAR 667 total
includes taxes & fees
15 Dec - 16 Dec
Chocksett Inn and Restaurant
Property grounds
The Inn on the Horse Farm

The Inn on the Horse Farm

3.0 star property
Sudbury
8.0 out of 10, Very Good, (265)
"Great area, historic. Near restaurants. Able to wander the property. Nice to relax before our journey home."
United States
David
The price is SAR 412
SAR 460 total
includes taxes & fees
30 Dec - 31 Dec
The Inn on the Horse Farm
Exterior
Sheraton Framingham Hotel & Conference Center

Sheraton Framingham Hotel & Conference Center

3.5 star property
Framingham
8.0 out of 10, Very Good, (1000)
"The rooms were very nice and comfortable. "
United States
Kyle
The price is SAR 558
SAR 624 total
includes taxes & fees
22 Dec - 23 Dec
Sheraton Framingham Hotel & Conference Center
Reception
Westford Regency Inn & Conference Center

Westford Regency Inn & Conference Center

3.0 star property
Westford
8.2 out of 10, Very Good, (1010)
"Staff was exceptional"
United States
Martha
Westford Regency Inn & Conference Center
Dinner served
Embassy Suites by Hilton Boston Marlborough

Embassy Suites by Hilton Boston Marlborough

3.5 star property
Marlborough
9.2 out of 10, Wonderful, (1000)
"We had a great stay ."
United States
Karen
The price is SAR 402
SAR 449 total
includes taxes & fees
28 Dec - 29 Dec
Embassy Suites by Hilton Boston Marlborough
Indoor pool
The Boxboro Regency

The Boxboro Regency

3.0 star property
Boxborough
7.2 out of 10, Good, (1000)
"Nice and concern nothing fancy staff helpful "
United States
Carolanne
The Boxboro Regency
Interior
Best Western Royal Plaza Hotel & Trade Center

Best Western Royal Plaza Hotel & Trade Center

3.0 star property
Marlborough
7.8 out of 10, Good, (1000)
"Good place to stay "
United States
Alexandra
The price is SAR 297
SAR 332 total
includes taxes & fees
1 Jan - 2 January 2026
Best Western Royal Plaza Hotel & Trade Center
Lobby
Hilton Garden Inn Devens Common

Hilton Garden Inn Devens Common

3.0 star property
Harvard
8.8 out of 10, Excellent, (1011)
"Clean great location and the staff were great!"
United States
Eugene
The price is SAR 447
SAR 473 total
includes taxes & fees
28 Dec - 29 Dec
Hilton Garden Inn Devens Common
Terrace/patio
Beechwood Hotel

Beechwood Hotel

4.0 star property
Worcester
9.2 out of 10, Wonderful, (1001)
"Excellent stay . Beautiful hotel , restaurant and staff . Definitely recommend."
United States
Melanie
Beechwood Hotel
Terrace/patio
AC Hotel by Marriott Worcester

AC Hotel by Marriott Worcester

3.5 star property
Worcester Central Business District
9.4 out of 10, Exceptional, (1000)
"Best hotel I've stayed at in Worcester "
United States
Kristen
The price is SAR 539
SAR 617 total
includes taxes & fees
7 Dec - 8 Dec
AC Hotel by Marriott Worcester
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.
View all properties

Top Sterling Hotel Reviews

Courtyard by Marriott Boston Marlborough

Courtyard by Marriott Boston Marlborough

10/10 Excellent
"The staff was very friendly especially housekeeping and the front end girls at the desk. The rooms were exceptionally clean also the hotel was very quiet."
Daniel 4-night trip
Posted 3 days ago
Courtyard by Marriott Boston Marlborough

Explore a world of travel with Expedia

Frequently asked questions

Searching for romantic hotels in Sterling?
If you and your partner need a romantic vacation, we'd like to help you plan for it. If you want to explore the area, you might head to Davis' Farmland & Mega Maze or Mary Had a Little Lamb Statue. If you're interested in staying close to a certain attraction, you can sort by neighborhood or distance to top landmarks, so you and your partner will get to see everything on your list.
When is the best time of year for a romantic getaway to Sterling?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Sterling: 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.
What is there to do in Sterling?
There's nothing better than experiencing a new destination with your sweetheart, so consider taking time to discover all there is to see and do in Sterling. You might consider a visit to Davis' Farmland & Mega Maze or Mary Had a Little Lamb Statue while you're in town.
What's the best way to get to Sterling and around town during my romantic getaway?
These transportation options in Sterling might help your romantic trip go off without a hitch: To get to Sterling, book a flight to Worcester, MA (ORH-Worcester Regional), which is the closest major airport, located 12.9 mi (20.7 km) from the city center. If you'd like to explore around the area, you may want to rent a car for your trip.