Find Romantic Hotels in Sterling, MA

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Check availability on Sterling Romantic Hotels

This weekend
29 May - 31 May
Next weekend
5 Jun - 7 Jun
No exact matches found, but these alternatives could be just right

Recommended hotels in Sterling

Fireplace

Chocksett Inn and Restaurant

Chocksett Inn and Restaurant
3.5 star property
Sterling
8.8 out of 10, Excellent, (155 reviews)
"Beautiful inn, nice room, friendly staff."
United States
Annemarie
The price is AED 584
AED 652 total
includes taxes & fees
26 May - 27 May
Chocksett Inn and Restaurant
Room, 1 King Bed | Free WiFi

Spark By Hilton Northborough

Spark By Hilton Northborough
3.0 star property
Northborough
9.0 out of 10, Wonderful, (83 reviews)
"Conveniently located with multiple restaurants nearby. Comfortable rooms with seasonable pricing"
United States
David
The price is AED 372
AED 415 total
includes taxes & fees
31 May - 1 Jun
Spark By Hilton Northborough
Exterior

Holiday Inn Express Hotel & Suites Boston-Marlboro by IHG

Holiday Inn Express Hotel & Suites Boston-Marlboro by IHG
2.5 star property
Hudson
8.6 out of 10, Excellent, (785 reviews)
"Nice accommodations; clean; friendly and attentive staff and we had an enjoyable stay "
United States
Joan
The price is AED 421
AED 471 total
includes taxes & fees
27 May - 28 May
Holiday Inn Express Hotel & Suites Boston-Marlboro by IHG
Lobby

northborough inn

northborough inn
2.0 star property
Northborough
6.2 out of 10, (29 reviews)
"Excellent service and cleaning and friendly staff."
United States
Hector
The price is AED 322
AED 360 total
includes taxes & fees
26 May - 27 May
northborough inn
Reception

The Minuteman Inn

The Minuteman Inn
2.5 star property
Acton
7.4 out of 10, Good, (364 reviews)
"A convenient place to stay if you are passing through. Similar vibe to the interstate motels we used to stay in back in the 70’s"
United States
John
The price is AED 282
AED 310 total
includes taxes & fees
26 May - 27 May
The Minuteman Inn
Exterior

The Inn Crowd Bed and Breakfast

The Inn Crowd Bed and Breakfast
2.0 star property
Holden
10.0 out of 10, Exceptional, (66 reviews)
"Quite luxurious. And in a great area. Would stay again. "
United States
Frank
The price is AED 731
AED 773 total
includes taxes & fees
27 May - 28 May
The Inn Crowd Bed and Breakfast
Lobby

Hampton Inn & Suites Westford-Chelmsford

Hampton Inn & Suites Westford-Chelmsford
2.5 star property
Westford
8.8 out of 10, Excellent, (1,003 reviews)
"Easy check-in, ample parking, breakfast well stocked"
United States
Jessica
The price is AED 463
AED 517 total
includes taxes & fees
26 May - 27 May
Hampton Inn & Suites Westford-Chelmsford
Lobby

Fairfield Inn Boston Sudbury

Fairfield Inn Boston Sudbury
3.0 star property
Sudbury
9.2 out of 10, Wonderful, (832 reviews)
"Front desk staff was incredibly helpful."
United States
Jeffrey
The price is AED 559
AED 624 total
includes taxes & fees
28 May - 29 May
Fairfield Inn Boston Sudbury
1 King Bed | Desk, laptop workspace, blackout drapes, iron/ironing board

Westborough Inn

Westborough Inn
2.5 star property
Westborough Downtown
8.4 out of 10, Very Good, (878 reviews)
"The room was so quiet and peaceful. Very close to where I had to be and lots of nifty places to shop"
United States
Betsy
The price is AED 458
AED 512 total
includes taxes & fees
26 May - 27 May
Westborough Inn
Garden

Warren Conference Center and Inn

Warren Conference Center and Inn
3.5 star property
Ashland
9.2 out of 10, Wonderful, (77 reviews)
"We had such a wonderful stay at this hotel. The staff truly made the experience unforgettable—everyone was incredibly kind, welcoming, and attentive, going above and beyond to make us feel comfortable. The property itself is beautiful, spotless, and so cozy. It felt like a home away from home. Every detail was thoughtfully maintained, and it really shows. We left feeling relaxed and well taken care of, and we’re already looking forward to coming back. Highly recommend to anyone looking for a...
United States
Yanet
The price is AED 649
AED 699 total
includes taxes & fees
7 Jun - 8 Jun
Warren Conference Center and Inn
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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Top Sterling Hotel Reviews

The Colonial Hotel

The Colonial Hotel

10/10 Excellent
"One suggestion would be to have coffee and tea available in the lobby. Other than that it was a nice stay."
Andrea 3-night trip
Posted less than an hour ago
The Colonial Hotel

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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.