Find Romantic Hotels in Sterling, MA

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Our top choices for Sterling romantic hotels

Chocksett Inn and Restaurant

Chocksett Inn and Restaurant
3.5 star property
Sterling
8.6 out of 10, Excellent, (144)
"Fine for an overnight stay. Seems to be one of the better options in the area. Room clean and spacious. "
United States
Ayah
The price is NT$4,960
NT$5,540 total
includes taxes & fees
Dec 14 - Dec 15
Chocksett Inn and Restaurant

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, (1001)
"Nice place to stay: clean and welcoming."
United States
Natallia
The price is NT$2,443
NT$2,729 total
includes taxes & fees
Dec 19 - Dec 20
Best Western Royal Plaza Hotel & Trade Center

Embassy Suites by Hilton Boston Marlborough

Embassy Suites by Hilton Boston Marlborough
3.5 star property
Marlborough
9.2 out of 10, Wonderful, (1003)
"We had a great stay ."
United States
Karen
The price is NT$3,319
NT$3,707 total
includes taxes & fees
Dec 28 - Dec 29
Embassy Suites by Hilton Boston Marlborough

Doubletree by Hilton Hotel Leominster

Doubletree by Hilton Hotel Leominster
4.0 star property
Leominster
8.6 out of 10, Excellent, (1002)
"Rooms clean, staff friendly. Nice bar, great breakfast buffet"
United States
Leah
The price is NT$3,939
NT$4,400 total
includes taxes & fees
Dec 14 - Dec 15
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, (1001)
"Amazing staff, clean rooms and outstanding customer service."
United States
Dan
The price is NT$3,718
NT$3,930 total
includes taxes & fees
Jan 4 - 2026/1/5
Hilton Garden Inn Devens Common

AC Hotel by Marriott Worcester

AC Hotel by Marriott Worcester
3.5 star property
Worcester Central Business District
9.4 out of 10, Exceptional, (1007)
"Clean rooms and friendly staff"
United States
nicole
The price is NT$5,008
NT$5,732 total
includes taxes & fees
Dec 21 - Dec 22
AC Hotel by Marriott Worcester

The Boxboro Regency

The Boxboro Regency
3.0 star property
Boxborough
7.2 out of 10, Good, (1000)
"Nice and concern nothing fancy staff helpful "
United States
Carolanne
The Boxboro Regency

The Inn on the Horse Farm

The Inn on the Horse Farm
3.0 star property
Sudbury
8.0 out of 10, Very Good, (266)
"Great area, historic. Near restaurants. Able to wander the property. Nice to relax before our journey home."
United States
David
The price is NT$4,941
NT$5,519 total
includes taxes & fees
Jan 3 - 2026/1/4
The Inn on the Horse Farm

Beechwood Hotel

Beechwood Hotel
4.0 star property
Worcester
9.2 out of 10, Wonderful, (1002)
"The room was clean, staff pleasant, easy and safe parking area. Meals breakfast and lunch were excellent."
United States
Fred
Beechwood Hotel

Howarth House B&B

Howarth House B&B
3.0 star property
Fitchburg
10.0 out of 10, Exceptional, (110)
"Beautiful place, great hospitality! "
United States
andrew
Howarth House B&B
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

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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.