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

This weekend
Next weekend

Our top choices for Sterling romantic hotels

Chocksett Inn and Restaurant

Chocksett Inn and Restaurant
3.5 star property
Sterling
8.8 out of 10, Excellent, (148 reviews)
"The staff was very accommodating and friendly. Quaint place to stay. "
United States
Helen
The price is NT$5,323
NT$5,946 total
includes taxes & fees
Jan 29 - Jan 30
Chocksett Inn and Restaurant

Embassy Suites by Hilton Boston Marlborough

Embassy Suites by Hilton Boston Marlborough
3.5 star property
Marlborough
9.2 out of 10, Wonderful, (1,004 reviews)
" Breakfast fresh, good location and friendly staff"
United States
Irma
The price is NT$3,703
NT$4,136 total
includes taxes & fees
Feb 8 - Feb 9
Embassy Suites by Hilton Boston Marlborough

Best Western Royal Plaza Hotel & Trade Center

Best Western Royal Plaza Hotel & Trade Center
3.0 star property
Marlborough
8.0 out of 10, Very Good, (1,000 reviews)
"Nice place to stay: clean and welcoming."
United States
Natallia
The price is NT$2,775
NT$3,100 total
includes taxes & fees
Feb 12 - Feb 13
Best Western Royal Plaza Hotel & Trade Center

Doubletree by Hilton Hotel Leominster

Doubletree by Hilton Hotel Leominster
4.0 star property
Leominster
8.6 out of 10, Excellent, (1,002 reviews)
"Clean room nice area close to shopping and plenty of restaurants "
United States
janine
The price is NT$4,494
NT$5,020 total
includes taxes & fees
Feb 1 - Feb 2
Doubletree by Hilton Hotel Leominster

Hilton Garden Inn Devens Common

Hilton Garden Inn Devens Common
3.0 star property
Harvard
8.8 out of 10, Excellent, (1,005 reviews)
"Clean room, nice hotel "
United States
Nicole
The price is NT$3,849
NT$4,068 total
includes taxes & fees
Feb 22 - Feb 23
Hilton Garden Inn Devens Common

The Boxboro Regency

The Boxboro Regency
3.0 star property
Boxborough
7.2 out of 10, Good, (1,000 reviews)
"Run down rooms- quiet and convenient "
United States
Heidi
The Boxboro Regency

AC Hotel by Marriott Worcester

AC Hotel by Marriott Worcester
3.5 star property
Worcester Central Business District
9.4 out of 10, Exceptional, (1,002 reviews)
"Clean, spacious rooms, nice restaurant next door. Good customer service "
United States
Lauren
The price is NT$5,008
NT$5,732 total
includes taxes & fees
Jan 29 - Jan 30
AC Hotel by Marriott Worcester

Renaissance Framingham Hotel & Conference Center

Renaissance Framingham Hotel & Conference Center
3.5 star property
Framingham
8.0 out of 10, Very Good, (1,000 reviews)
"Room was clean and beds were comfortable."
United States
Y
The price is NT$4,252
NT$4,750 total
includes taxes & fees
Jan 30 - Jan 31
Renaissance Framingham Hotel & Conference Center

The Inn on the Horse Farm

The Inn on the Horse Farm
3.0 star property
Sudbury
8.0 out of 10, Very Good, (268 reviews)
"This was a beautiful place! Great for relaxation, convenient to amenities. "
United States
Melanie
The price is NT$3,176
NT$3,547 total
includes taxes & fees
Jan 28 - Jan 29
The Inn on the Horse Farm

Beechwood Hotel

Beechwood Hotel
4.0 star property
Worcester
9.2 out of 10, Wonderful, (1,002 reviews)
"Clean room, exceptional service and very polite staff. I would stay here again. Very good food "
United States
Harriet
Beechwood Hotel
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.

Find out more about Sterling

Sterling attractions for couples

Travelers to Sterling, Massachusetts, will find a charming blend of outdoor activities and local culture. Start your adventure at the picturesque Wachusett Mountain State Reservation, where hiking trails offer stunning views and seasonal foliage that will leave your family in awe. If you're seeking family fun, the nearby Davis' Farmland is a must-visit; this expansive farm features petting zoos, splash pads, and interactive experiences that kids will adore. For a bit of history, explore the Sterling History Museum, where you can immerse yourselves in the town's rich past through engaging exhibits. Don’t miss the chance to indulge in a wine tasting at the nearby Nashoba Valley Winery, where you can savor locally produced wines amidst beautiful vineyard scenery. After a day of exploration, unwind in the charming downtown area, where family-friendly hotels and cozy inns like the Days Inn offer comfortable accommodations and attentive service, ensuring a restful night's sleep before another day of adventure. Enjoy the experience of staying in Sterling, where convenience meets quality, making your family getaway both relaxing and memorable.

Find the best romantic hotels in Sterling

For couples looking to escape to a charming destination, Sterling, Massachusetts offers intimate accommodations perfect for a romantic getaway. Here are two hotels that provide a cozy atmosphere and lovely amenities to enhance your stay together.

Chocksett Inn and Restaurant

  • Why it's great for a couples retreat: Ideal for couples seeking a romantic retreat, Chocksett Inn and Restaurant boasts an impressive review rating of 8.8, ensuring a delightful experience. With inviting spaces and a relaxed atmosphere, this inn offers comfortable accommodations featuring kitchenettes and cozy seating areas, allowing guests to enjoy quiet moments together.
  • Other amenities: Additional amenities include free self-parking and daily housekeeping for a stress-free stay. Guests can savor delicious meals at the on-site restaurant, which also caters to children. The inn features air conditioning for comfort and a mini-refrigerator for keeping refreshments close at hand. With options for late check-out and early check-in, Chocksett Inn provides flexibility for guests looking to maximize their romantic escape.
  • Nearby attractions: Mary Had a Little Lamb Statue - 1.44 miles, Davis' Farmland & Mega Maze - 3.2 miles, Fuller Field - 4.48 miles

Top Sterling Hotel Reviews

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.

Explore a world of travel with Expedia