Find Romantic Hotels in Sterling, MA

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Check availability on Sterling Romantic Hotels

Top Sterling Romantic Hotels

Fireplace
Chocksett Inn and Restaurant
Chocksett Inn and Restaurant
3.5 star property
8.6 out of 10, Excellent, (136)
"Good price very clean will stay there again "
United States
Brittany
The price is NT$4,888
NT$5,459 total
includes taxes & fees
Oct 26 - Oct 27
Chocksett Inn and Restaurant
Reception
Westford Regency Inn & Conference Center
Westford Regency Inn & Conference Center
3.0 star property
8.0 out of 10, Very Good, (1017)
"Nice hotel.. clean and lots of parking .. good breakfast "
Canada
karen
Westford Regency Inn & Conference Center
Indoor pool
The Boxboro Regency
The Boxboro Regency
3.0 star property
7.2 out of 10, Good, (1001)
"The food here is EXCELLENT and the facility itself is absolutely beautiful. The indoor pool is great as well. The staff were attentive and welcoming. The room was as depicted in the photos. This hotel is a GREAT price for the amenities/services they offer! Highly recommend!"
United States
Hillary
The Boxboro Regency
Lobby
Hilton Garden Inn Devens Common
Hilton Garden Inn Devens Common
3.0 star property
8.8 out of 10, Excellent, (1000)
"Everything was clean the staff was very nice I would definitely stay here again. I totally recommend staying there "
United States
Michele
The price is NT$3,756
NT$3,970 total
includes taxes & fees
Nov 2 - Nov 3
Hilton Garden Inn Devens Common
Interior
Best Western Royal Plaza Hotel & Trade Center
Best Western Royal Plaza Hotel & Trade Center
3.0 star property
8.0 out of 10, Very Good, (1001)
"Good place to stay "
United States
Alexandra
The price is NT$3,329
NT$3,718 total
includes taxes & fees
Nov 2 - Nov 3
Best Western Royal Plaza Hotel & Trade Center
Dinner served
Embassy Suites by Hilton Boston Marlborough
Embassy Suites by Hilton Boston Marlborough
3.5 star property
9.2 out of 10, Wonderful, (1000)
"Breakfast was excellent very clean and comfortable room friendly staff"
United States
Steve
The price is NT$4,235
NT$4,730 total
includes taxes & fees
Nov 2 - Nov 3
Embassy Suites by Hilton Boston Marlborough
Reception
Doubletree by Hilton Hotel Leominster
Doubletree by Hilton Hotel Leominster
4.0 star property
8.6 out of 10, Excellent, (1000)
"Favorite place to stay "
United States
Edna
The price is NT$4,386
NT$4,899 total
includes taxes & fees
Nov 2 - Nov 3
Doubletree by Hilton Hotel Leominster
Terrace/patio
AC Hotel by Marriott Worcester
AC Hotel by Marriott Worcester
3.5 star property
9.4 out of 10, Exceptional, (1003)
"Great hotel "
United States
JULIAN
The price is NT$5,081
NT$5,816 total
includes taxes & fees
Nov 16 - Nov 17
AC Hotel by Marriott Worcester
Terrace/patio
Beechwood Hotel
Beechwood Hotel
4.0 star property
9.2 out of 10, Wonderful, (1002)
"Nice stay"
United States
Lori
Beechwood Hotel
Property grounds
The Inn on the Horse Farm
The Inn on the Horse Farm
3.0 star property
8.0 out of 10, Very Good, (261)
"Great area, historic. Near restaurants. Able to wander the property. Nice to relax before our journey home."
United States
David
The price is NT$5,410
NT$6,043 total
includes taxes & fees
Oct 29 - Oct 30
The Inn on the Horse Farm
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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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

The Colonial Hotel

The Colonial Hotel

10/10 Excellent
"It was a very good experience to stay there."
Julia Cristina Vale 1-night trip
Posted 4 days ago
The Colonial Hotel

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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.