Name: DoubleTree by Hilton Hotel Boston - Westborough
Rating: 8.6

Your Sterling Vacation

Our Sterling vacation packages offer countless opportunities to discover new sights, sounds and sensations. And with all the planning taken care of, you can relax and enjoy your city break in the way that you deserve. Tower Hill Botanic Garden, Museum of Russian Icons and Dexter Drumlin are just a few of the sights worth exploring during your trip to Sterling. Expedia is here to help you escape the everyday. Tailor your vacation to Sterling to suit your style of travel, whatever that may be.

The Latest Sterling Vacation Packages

Price found within the past 48 hours. Click for updated prices.

The Wylie Inn and Conference Center at Endicott College

Save 100% on your flight

US$ 275

per person

Dec 4 - Dec 8

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Boston (BOS)

9.2/10 Wonderful! (1,119 reviews)

Very scenic place with a great staff.

Reviewed on 22 Oct, 2025

Boston Lodge and Suites

Dorchester

Save 100% on your flight

US$ 469

per person

Jan 7 - Jan 10

found 6 hours ago

Roundtrip flight included

Dallas (DFW) to Boston (BOS)

8.4/10 Very Good! (186 reviews)

The Whitney Hotel

Beacon Hill

US$ 1,059

per person

Dec 26 - Jan 2

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Boston (BOS)

9.6/10 Exceptional! (475 reviews)

Love to the room, it was perfect for what we needed. Excellent service and excellent location. We will definitely stay here again.

Reviewed on 13 Oct, 2025

Fairmont Copley Plaza, Boston

Back Bay

Save 100% on your flight

US$ 747

per person

Dec 26 - Jan 2

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Boston (BOS)

9/10 Wonderful! (1,086 reviews)

Great service from reception staff, and bustling cosy restaurant.

Reviewed on 13 Oct, 2025

Boston Harbor Hotel

North End

Save 100% on your flight

US$ 808

per person

Dec 31 - Jan 4

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Boston (BOS)

9.8/10 Exceptional! (1,019 reviews)

This is a lovely hotel with great facilities in a superb location.

Reviewed on 21 Oct, 2025

Find the Best Sterling Vacation Packages

Sterling Essential Information

Language	English
Currency	U.S dollars
Closest Airport	Worcester Regional Airport (ORH)
Population	7,400
Max Temp Winter	35ºF
Max Temp Summer	80ºF
Top Sights	Apex Entertainment Center, Wachusett Mountain Ski Area and Worcester Art Museum

Sterling Hotel Deals

Chocksett Inn and Restaurant

59 Laurelwood Road, Sterling, MA

Fully refundableReserve now, pay when you stay

8.6/10 Excellent! (136 reviews)

Staff was wonderful. Would highly recommend this hotel.

Reviewed on 29 Sep, 2025

Get rates

Inn at Historic Concord

740 Elm St, Concord, MA

8.2/10 Very Good! (1,006 reviews)

Clean room

Reviewed on 22 Oct, 2025

Get rates

DoubleTree by Hilton Hotel Boston - Westborough

5400 Computer Dr, Westborough, MA

Fully refundableReserve now, pay when you stay

8.6/10 Excellent! (1,002 reviews)

Very clean nice hotel!

Reviewed on 23 Oct, 2025

Get rates

See all 359 properties in Sterling

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.