An aerial view of a town surrounded by dense forests, with a mix of residential and commercial buildings, and a prominent church.

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Check availability on Sterling Romantic Hotels

This weekend
10 Jul - 12 Jul
Next weekend
17 Jul - 19 Jul
No exact matches found, but these alternatives could be just right

Recommended hotels in Sterling

Fireplace

Chocksett Inn and Restaurant

Chocksett Inn and Restaurant
3.5 star property
Sterling
8.6 out of 10, Excellent, (170 reviews)
"Beautiful inn, nice room, friendly staff."
United States
Annemarie
The price is AED 584
AED 652 total
includes taxes & fees
12 Jul - 13 Jul
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, (1,005 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 509
AED 569 total
includes taxes & fees
28 Jul - 29 Jul
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, (1,004 reviews)
"Property was very clean staff were very helpful beautiful place."
United States
Tawanya
The price is AED 479
AED 535 total
includes taxes & fees
7 Aug - 8 Aug
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, (1,008 reviews)
"great place"
United States
Earl
The price is AED 436
AED 487 total
includes taxes & fees
11 Jul - 12 Jul
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, (1,012 reviews)
"Budget hotel but it met my needs for the work trip."
United States
jordan
The price is AED 297
AED 332 total
includes taxes & fees
12 Jul - 13 Jul
Monticello Inn Framingham
Exterior

Aloft by Marriott Framingham

Aloft by Marriott Framingham
3.0 star property
Framingham
9.4 out of 10, Exceptional, (778 reviews)
"Great staff and beautiful property."
United States
Wosny
The price is AED 503
AED 562 total
includes taxes & fees
30 Jul - 31 Jul
Aloft by Marriott Framingham
Fridge, microwave, stovetop, coffee/tea maker

totally remodeled house with fitness room, close to Boston and Worcester

totally remodeled house with fitness room, close to Boston and Worcester
Framingham
9.2 out of 10, Wonderful, (11 reviews)
"Nicely located in neighbor with easy access to highways and walking distance to coffee shop this single home is perfect for being near Boston. Space is comfortable with all the comforts of home. "
United States
Karyn V.
The price is AED 678
AED 1,225 total
includes taxes & fees
14 Jul - 15 Jul
totally remodeled house with fitness room, close to Boston and Worcester
Dining

Cottage Suite "B" - Walk to Shops, Train, History

Cottage Suite "B" - Walk to Shops, Train, History
Concord
9.8 out of 10, Exceptional, (7 reviews)
"Convenient location and peaceful respite. "
United States
Maria S.
The price is AED 588
AED 1,243 total
includes taxes & fees
9 Jul - 10 Jul
Cottage Suite "B" - Walk to Shops, Train, History
Smart TV, fireplace, foosball, table tennis

Luxury Boston Ranch –Sleeps 8|Pet+|Private pool

Luxury Boston Ranch –Sleeps 8|Pet+|Private pool
Framingham
10.0 out of 10, Exceptional, (6 reviews)
"Very nice"
United States
Tricia S.
The price is AED 1,862
AED 3,175 total
includes taxes & fees
6 Aug - 7 Aug
Luxury Boston Ranch –Sleeps 8|Pet+|Private pool
Private kitchen

Charming 3-bedroom house in delightful Ashland for your getaway

Charming 3-bedroom house in delightful Ashland for your getaway
Ashland
10.0 out of 10, Exceptional, (2 reviews)
"This is our second stay here and both times have been good. The house is quiet, even for it being on a well traveled road. "
United States
John W.
The price is AED 496
AED 1,075 total
includes taxes & fees
19 Jul - 20 Jul
Charming 3-bedroom house in delightful Ashland for your getaway
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.
View all properties

Top Sterling Hotel Reviews

Embassy Suites by Hilton Boston Marlborough

Embassy Suites by Hilton Boston Marlborough

10/10 Excellent
"Staff was very helpful, courteous, and professional. From the front desk staff to the staff who cleaned my room this stay was enjoyable for the 6 days I was there. The bartender was great with her charm all while keeping up with a fast paced night of work. Food was excellent from the free breakfast with a wide variety of choices to our evening meal. Tables were bused and chairs whiped after each customer. Nothing is too much trouble for all the staff members. And they are staffed in all positions. Customer service here is 5 stars plus. Thank you for a wonderful stay!!!"
Colleen 5-night trip
Posted 20 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.