Find Romantic Hotels in Sterling, MA from $88

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Check availability on Sterling Romantic Hotels

Tonight
Nov 24 - Nov 25
Tomorrow
Nov 25 - Nov 26
This weekend
Nov 28 - Nov 30
Next weekend
Dec 5 - Dec 7

Top Sterling Romantic Hotels

Fireplace
Chocksett Inn and Restaurant

Chocksett Inn and Restaurant

3.5 star property
Sterling
8.6 out of 10, Excellent, (143)
"Fine for an overnight stay. Seems to be one of the better options in the area. Room clean and spacious. "
United States
Ayah
$159 nightly
The price is $178
Nov 25 - Nov 26
Total with taxes and fees
Chocksett Inn and Restaurant
Dinner served
Embassy Suites by Hilton Boston Marlborough

Embassy Suites by Hilton Boston Marlborough

3.5 star property
Marlborough
9.2 out of 10, Wonderful, (1002)
"We had a great stay ."
United States
Karen
$108 nightly
The price is $121
Dec 18 - Dec 19
Total with taxes and fees
Embassy Suites by Hilton Boston Marlborough
Interior
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, (1011)
"Good place to stay "
United States
Alexandra
$79 nightly
The price is $88
Dec 21 - Dec 22
Total with taxes and fees
Best Western Royal Plaza Hotel & Trade Center
Reception
Westford Regency Inn & Conference Center

Westford Regency Inn & Conference Center

3.0 star property
Westford
8.2 out of 10, Very Good, (1009)
"Nice hotel.. clean and lots of parking .. good breakfast "
Canada
karen
$144 nightly
The price is $161
Nov 26 - Nov 27
Total with taxes and fees
Westford Regency Inn & Conference Center
Reception
Doubletree by Hilton Hotel Leominster

Doubletree by Hilton Hotel Leominster

4.0 star property
Leominster
8.6 out of 10, Excellent, (1003)
"Always a great place to stay! Friendly, clean and comfortable. "
United States
Lynn
$133 nightly
The price is $148
Dec 23 - Dec 24
Total with taxes and fees
Doubletree by Hilton Hotel Leominster
Lobby
Hilton Garden Inn Devens Common

Hilton Garden Inn Devens Common

3.0 star property
Harvard
8.8 out of 10, Excellent, (1008)
"Clean great location and the staff were great!"
United States
Eugene
$119 nightly
The price is $126
Dec 14 - Dec 15
Total with taxes and fees
Hilton Garden Inn Devens Common
Terrace/patio
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)
"Best hotel I've stayed at in Worcester "
United States
Kristen
$161 nightly
The price is $184
Dec 7 - Dec 8
Total with taxes and fees
AC Hotel by Marriott Worcester
Garden
Howarth House B&B

Howarth House B&B

3.0 star property
Fitchburg
10.0 out of 10, Exceptional, (110)
"Beautiful gardens"
United States
Christine
$235 nightly
The price is $235
Nov 25 - Nov 26
Total with taxes and fees
Howarth House B&B
Indoor pool
The Boxboro Regency

The Boxboro Regency

3.0 star property
Boxborough
7.2 out of 10, Good, (1002)
"Clean room. Helpful and friendly staff."
United States
susan
$124 nightly
The price is $138
Nov 30 - Dec 1
Total with taxes and fees
The Boxboro Regency
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, (264)
"Great area, historic. Near restaurants. Able to wander the property. Nice to relax before our journey home."
United States
David
$116 nightly
The price is $130
Dec 21 - Dec 22
Total with taxes and fees
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

Hilton Garden Inn Worcester

Hilton Garden Inn Worcester

10/10 Excellent
"Great location, polite and helpful staff the room was great, everything worked properly."
Clarice 1-night trip
Posted 7 days ago
Hilton Garden Inn Worcester

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.

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