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

Find Romantic Hotels in Sterling, MA from CA $178

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Check availability on Sterling Romantic Hotels

This weekend
Oct 30 - Nov 1
Next weekend
Nov 6 - Nov 8

Our top choices for Sterling romantic hotels

An outdoor patio with wooden tables and chairs, a large planter with red flowers, and a view of the interior through large windows.

1. Hilton Garden Inn Boston/Marlborough

Hilton Garden Inn Boston/Marlborough
3.0 star property
Marlborough
9.2 out of 10, Wonderful, (1,004 reviews)
"Great stay!"
United States
Tyler
The price is CA $159
CA $178 total
includes taxes & fees
Nov 23 - Nov 24
Hilton Garden Inn Boston/Marlborough
A well-lit garden area with a gazebo, a small house, and a large tree in the background.

2. Howarth House B&B

Howarth House B&B
3.0 star property
Fitchburg
10.0 out of 10, Exceptional, (122 reviews)
"Enjoyed our stay……breakfast was excellent"
United States
David
The price is CA $296
CA $296 total
includes taxes & fees
Oct 28 - Oct 29
Howarth House B&B
A large building with a green roof, multiple windows, and a courtyard with outdoor seating.

3. Beechwood Hotel

Beechwood Hotel
4.0 star property
Worcester
9.2 out of 10, Wonderful, (1,012 reviews)
"Always appreciate staying here"
United States
Jennifer
The price is CA $350
CA $401 total
includes taxes & fees
Oct 30 - Oct 31
Beechwood Hotel
A modern hotel with a prominent entrance, multiple floors, and a well-lit facade.

4. Aloft by Marriott Framingham

Aloft by Marriott Framingham
3.0 star property
Framingham
9.4 out of 10, Exceptional, (872 reviews)
"Great location, nice room and comfy bed."
United States
Franklin
The price is CA $209
CA $233 total
includes taxes & fees
Oct 30 - Oct 31
Aloft by Marriott Framingham
A covered porch with Adirondack chairs and a table with wine glasses, overlooking a lake and lush greenery.

5. The Maguire House Bed & Breakfast

The Maguire House Bed & Breakfast
3.5 star property
Ashburnham
10.0 out of 10, Exceptional, (41 reviews)
"Terry and Paul are wonderful warm Innkeepers. The inn is classically New England charming. The lake view is stunning. Appreciated the little touches like nighty cookies, water and snacks in the room."
United States
Jeffrey
The price is CA $397
CA $397 total
includes taxes & fees
Nov 5 - Nov 6
The Maguire House Bed & Breakfast
A house with a pond in front, surrounded by autumn-colored trees.

6. The Inn on the Horse Farm

The Inn on the Horse Farm
3.0 star property
Sudbury
8.0 out of 10, Very good, (286 reviews)
"well maintained, beautiful Tv kept buffering-- that cannot happen no toilet or sink in room"
United States
Steven
The price is CA $229
CA $256 total
includes taxes & fees
Nov 6 - Nov 7
The Inn on the Horse Farm
A wooden cabin with a gabled roof, multiple windows, and a front porch.

7. 2 Cabins & Sauna on Lake Monomonac

2 Cabins & Sauna on Lake Monomonac
Rindge
The price is CA $797
CA $1,264 total
includes taxes & fees
Nov 15 - Nov 16
2 Cabins & Sauna on Lake Monomonac
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

Chocksett Inn and Restaurant

Chocksett Inn and Restaurant

10/10 Excellent
"This is a very quaint property. A lot of charm but most important very clean with ample size rooms. We have stayed there before and will again."
Robert 1-night trip
Posted 1 day ago
Chocksett Inn and Restaurant
The Colonial Hotel

The Colonial Hotel

8/10 Good
"This is a dated, solid 3-star hotel. The interior finishes all need a serious refresh. I was on the ground floor in a nice room, but the Wi-Fi was terrible and they stuck me down by the mechanical plant and housekeeping offices. Normally not a bid deal but they left the doors open to the mechanical room the entire time I was in my room. They also need to update the quality and number of WAPs. They were confused when I asked if they had a "business center" because they don't. Given the quality of the Wi-Fi in my room, it would've been nice if they had one.😊 The Colonial Grille is awesome; it is a shining star for this somewhat tired hotel. The restuarant/bar staff are awesome, and the food is good American fare. The bar is a lot of fun, and it's big. This is a local destination for weddings. I was there from Friday to Sunday in late October and I think there were not less than 3 weddings."
David 2-night trip
Posted 2 days ago
The Colonial Hotel

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.

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