Find Romantic Hotels in Sterling, MA

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Check availability on Sterling Romantic Hotels

Our top choices for Sterling romantic hotels

Fireplace

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
20 May - 21 May
Chocksett Inn and Restaurant
Property amenity

Courtyard by Marriott Boston Natick

Courtyard by Marriott Boston Natick
3.0 star property
Natick
8.8 out of 10, Excellent, (1,015 reviews)
"we have stayed here multiple times, it's conveniently located and a very nice facility with great staff"
United States
Richard
The price is AED 497
AED 555 total
includes taxes & fees
25 May - 26 May
Courtyard by Marriott Boston Natick
Lobby

The Verve Hotel Boston Natick, Tapestry Collection by Hilton

The Verve Hotel Boston Natick, Tapestry Collection by Hilton
3.5 star property
Natick
8.6 out of 10, Excellent, (1,006 reviews)
"Great place to stay if you are in town visiting Wellesley College. Easy and short drive to campus and the hotel is located very close to a mall with lots of shopping and dining options nearby."
United States
Angela
The price is AED 472
AED 527 total
includes taxes & fees
25 May - 26 May
The Verve Hotel Boston Natick, Tapestry Collection by Hilton
Premium Room, 1 King Bed (Upgraded Bedding & Snack, Smoke Free) | In-room safe, desk, blackout drapes, free WiFi

Red Roof Inn PLUS+ Boston - Framingham

Red Roof Inn PLUS+ Boston - Framingham
2.5 star property
Framingham
7.4 out of 10, Good, (1,006 reviews)
"Very convenient location and the property is well maintained."
United States
Nicholas
The price is AED 384
AED 429 total
includes taxes & fees
31 May - 1 Jun
Red Roof Inn PLUS+ Boston - Framingham
Lobby sitting area

Monticello Inn Framingham

Monticello Inn Framingham
2.5 star property
Framingham
4.8 out of 10, (1,005 reviews)
"For the price it is fine. Bit outdated "
United States
Christopher
The price is AED 264
AED 295 total
includes taxes & fees
27 May - 28 May
Monticello Inn Framingham
Exterior

Aloft by Marriott Framingham

Aloft by Marriott Framingham
3.0 star property
Framingham
9.4 out of 10, Exceptional, (736 reviews)
"Good stay, nice area, many restaurants, easy parking"
United States
tamer
The price is AED 511
AED 570 total
includes taxes & fees
25 May - 26 May
Aloft by Marriott Framingham
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, (272 reviews)
"This was a beautiful place! Great for relaxation, convenient to amenities. "
United States
Melanie
The price is AED 686
AED 766 total
includes taxes & fees
25 May - 26 May
The Inn on the Horse Farm
Lobby

Residence Inn by Marriott Boston Concord

Residence Inn by Marriott Boston Concord
3.0 star property
Concord
9.2 out of 10, Wonderful, (943 reviews)
"Glad we stayed at this property. "
United States
Carol Marie Barbara
The price is AED 602
AED 673 total
includes taxes & fees
21 May - 22 May
Residence Inn by Marriott Boston Concord
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 691
AED 744 total
includes taxes & fees
7 Jun - 8 Jun
Warren Conference Center and Inn
Free WiFi, bed sheets

Framingham Inn

Framingham Inn
2.5 star property
Framingham
5.6 out of 10, (414 reviews)
"There was a musty smell in the room. Shower spout falling apart. Loud bar next door with kereoke at night. "
United States
Jessica
The price is AED 331
AED 349 total
includes taxes & fees
20 May - 21 May
Framingham 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

Embassy Suites by Hilton Boston Marlborough

Embassy Suites by Hilton Boston Marlborough

8/10 Good
"Excellent breakfast"
latrecia 2-night trip
Posted 14 hours ago
Embassy Suites by Hilton Boston Marlborough

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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.