Find Romantic Hotels in Sterling, MA

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check availability on Sterling Romantic Hotels

No exact matches found, but these alternatives could be just right

Recommended hotels in Sterling

Chocksett Inn and Restaurant

Chocksett Inn and Restaurant
3.5 star property
Sterling
8.8 out of 10, Excellent, (153 reviews)
"Beautiful inn, nice room, friendly staff."
United States
Annemarie
The price is AED 584
AED 652 total
includes taxes & fees
18 May - 19 May
Chocksett Inn and Restaurant

Spark By Hilton Northborough

Spark By Hilton Northborough
3.0 star property
Northborough
8.8 out of 10, Excellent, (62 reviews)
"Brand new hotel!!"
United States
William
The price is AED 379
AED 424 total
includes taxes & fees
24 May - 25 May
Spark By Hilton Northborough

northborough inn

northborough inn
2.0 star property
Northborough
7.0 out of 10, Good, (16 reviews)
"Excellent service and cleaning and friendly staff."
United States
Hector
The price is AED 316
AED 353 total
includes taxes & fees
24 May - 25 May
northborough inn

The Inn Crowd Bed and Breakfast

The Inn Crowd Bed and Breakfast
2.0 star property
Holden
10.0 out of 10, Exceptional, (65 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
14 Jun - 15 Jun
The Inn Crowd Bed and Breakfast

Cabin & Sauna on Lake Monomonac near Mt. Monadnock

Cabin & Sauna on Lake Monomonac near Mt. Monadnock
Rindge
9.8 out of 10, Exceptional, (26 reviews)
"Host was incredibly friendly and accommodating and the cabin was nothing short of beautiful"
United States
Moose C.
The price is AED 871
AED 1,288 total
includes taxes & fees
20 May - 21 May
Cabin & Sauna on Lake Monomonac near Mt. Monadnock

Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham

Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham
Framingham
10.0 out of 10, Exceptional, (5 reviews)
"Very nice and private. Reasonably close to commuter lines into Boston."
United States
Jenny S.
Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham

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, (781 reviews)
"Nice accommodations; clean; friendly and attentive staff and we had an enjoyable stay "
United States
Joan
The price is AED 471
AED 527 total
includes taxes & fees
27 May - 28 May
Holiday Inn Express Hotel & Suites Boston-Marlboro by IHG

Cabin & Sauna on Lake Monomonac near Mt. Monadnock

Cabin & Sauna on Lake Monomonac near Mt. Monadnock
Rindge
10.0 out of 10, Exceptional, (12 reviews)
"Super cute cabin. It was winter so we didn’t get to see a lot of the lake/property but everything was very comfortable and Jim was a fantastic host. Would definitely stay again! "
United States
Rebecca
The price is AED 684
AED 1,057 total
includes taxes & fees
19 May - 20 May
Cabin & Sauna on Lake Monomonac near Mt. Monadnock

Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.

Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
Shrewsbury
9.6 out of 10, Exceptional, (32 reviews)
"Lovely and great location "
United States
Kimberlee K.
The price is AED 625
AED 1,129 total
includes taxes & fees
19 May - 20 May
Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.

Cabin & Sauna on Lake Monomonac near Mt. Monadnock

Cabin & Sauna on Lake Monomonac near Mt. Monadnock
Rindge
7.6 out of 10, Good, (4 reviews)
"Hit the jackpot at this stay .Awesome area with many things to keep busy outside ,hiking all around ,lake for all kind of activities .Jim was a great host filled us in on activities in the area and was a message away for any help u may need .I will be back ."
United States
David S.
The price is AED 694
AED 1,124 total
includes taxes & fees
31 May - 1 Jun
Cabin & Sauna on Lake Monomonac near Mt. Monadnock
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.

Top Sterling Hotel Reviews

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.