Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5
Start by selecting your hotel
Start by selecting your hotel
Start by selecting your hotel

Save up to $603 by booking Flight + Hotel.

Search 590,000 properties and 550 airlines worldwide.

Search over a million flights, hotels, packages, and more


Sterling

Welcome to Sterling, Central Massachusetts. This region's charming rural landscapes and rolling hills draw in visitors of all sorts.

Packages in Sterling

Save money when you purchase flight and hotel deals via Expedia. We can help you and your traveling companions purchase the best flight and lodging combination. There is so much you can explore in Sterling with the extra cash.

Customers who purchase a package deal can save up to $603.

Around 400 partner airlines and 321,000 hotels worldwide are ready for you to secure via our comprehensive global database.

Think of the cash you'll save with some of the most competitive prices and deals via Expedia.

You can delay your travel itineraries with us because we do not charge cancellation fees for almost all of our bookings.

Sterling Vacation Packages

Sterling is located around 35 miles away from Boston and about 45 miles from Providence.

While you're here, think about making the trip to West Newton to check out Harvard Square. To get there, travel 30 miles east of Sterling.

16 miles east of this place is Maynard. When you arrive there, stop at Walden Pond.

You'll be happy to hear that you have a number of scenic beaches at your fingertips. Oakland Beach, 55 miles to the south, and Crystal Lake Sandy Beach, 45 miles to the southwest, are two popular choices.

When you start to crave the sights and sounds of Mother Nature, round up the family and head to Callahan State Park, located 18 miles from Sterling. Also consider Ghiloni Park, 14 miles away.

Sports lovers should go see the Worcester Bravehearts or Holy Cross Crusaders at Fitton Field in Worcester, 14 miles to the south of Sterling. If you're fond of baseball, then this is the right place for you to be.

To ski on fresh powder slopes, make your way to Blue Hills Ski Area or Nashoba Valley Ski Area.

If you travel 4 miles to the east of Sterling you will get to South Lancaster. Some time here gives you the chance to visit Johnny Appleseed Visitor Center and Roller Kingdom. In addition, you could check out Solomon Pond Mall and The Silver Buffalo Gallery in Clinton. This destination sits 5 miles from Sterling.

About 5 miles to the west of Sterling is Princeton, an important regional center where you'll find Wachusett Mountain Ski Area, Redemption Rock and Monadnock Triple. Minuteman Express and Polar Express are some additional sites that ought to be on every traveler's to-do list.

Central Massachusetts offers plenty of cool ways to experience its alluring landscapes. Adventurous types should try hiking or horse riding.

Once you're packed and ready to get your flight, it's good to remember that the nearest airport is located 40 miles to the northeast.

Accommodation in Sterling

Visitors to Sterling should secure a hotel ahead, because currently there are only limited Sterling hotels available.

The Chocksett Inn and Restaurant and Classic Suites and Inn are your best options in Sterling.


Top Hotel Deals

See all 87 Hotels in Sterling
Chocksett Inn and Restaurant $129
Chocksett Inn and Restaurant

Chocksett Inn and Restaurant

59 Laurelwood Road, Sterling
     
    4.1
    of 5, from 32 reviews
    3.5 out of 5.0

    Situated in Sterling, this romantic hotel is within 9 mi (15 km) of The Mall at Whitney Field, Johnny Appleseed Visitor Center, and Nashoba Valley Winery. Wachusett Mountain Ski Area and Fitchburg State University are also within 12 mi (20 km).

    Red Roof PLUS+ Boston - Framingham $82
    Red Roof PLUS+ Boston - Framingham

    Red Roof PLUS+ Boston - Framingham

    650 Cochituate Rd, Framingham
       
      3.8
      of 5, from 1,493 reviews
      2.0 out of 5.0

      The hotel is within a half-hour drive of downtown Boston, and only minutes from New England's largest concentration of retail outlets. Natick Mall offers a huge range of shops and restaurants, and visitors can also try Ken's Steakhouse, a local institution just a mile from the hotel.

      Magnuson Hotel Framingham $81
      Magnuson Hotel Framingham

      Magnuson Hotel Framingham

      130 Worcester Rd, Framingham
         
        3.6
        of 5, from 991 reviews
        2.5 out of 5.0

        Situated in the business district, this hotel is within a 10-minute walk of Fun and Games Family Entertainment Center and Shoppers World. Natick Collection and Learned Beach are also within 2 mi (3 km).

        Best Western At Historic Concord $103
        Best Western At Historic Concord

        Best Western At Historic Concord

        740 Elm St, Concord
           
          4.3
          of 5, from 782 reviews
          2.5 out of 5.0

          This hotel is centrally located near the historic sights and attractions of New England, including the homes of Ralph Waldo Emerson and Louisa May Alcott, and Walden Pond.

          Hilton Garden Inn Worcester $118
          Hilton Garden Inn Worcester

          Hilton Garden Inn Worcester

          35 Major Taylor Boulevard, Worcester
             
            4.2
            of 5, from 859 reviews
            3.0 out of 5.0

            Situated in Worcester, this hotel is within a 10-minute walk of DCU Center, Mechanics Hall, and Union Station. Franklin D. Roosevelt American Heritage Center and Tuckerman Hall are also within 15 minutes.

            Holiday Inn Express Hotel & Suites Auburn $84
            Holiday Inn Express Hotel & Suites Auburn

            Holiday Inn Express Hotel & Suites Auburn

            10-12 Johnson St, Auburn
               
              4.3
              of 5, from 658 reviews
              2.5 out of 5.0

              Situated in Auburn, this hotel is 1.2 mi (1.9 km) from Auburn Mall and 2.9 mi (4.6 km) from Goddard Rocket Launching Site. Fitton Field and College of the Holy Cross are also within 6 mi (10 km).

              Courtyard by Marriott Boston Marlborough $98
              Courtyard by Marriott Boston Marlborough

              Courtyard by Marriott Boston Marlborough

              75 Felton St, Marlborough
                 
                4.3
                of 5, from 527 reviews
                3.0 out of 5.0

                Situated in Marlborough, this hotel is 0.3 mi (0.4 km) from Peter Rice Homestead and within 3 mi (5 km) of New England Sports Center and John Brown Bell. Solomon Pond Mall is 3.1 mi (5 km) away.

                Residence Inn by Marriott Boston Framingham $118
                Residence Inn by Marriott Boston Framingham

                Residence Inn by Marriott Boston Framingham

                400 Staples Dr, Framingham
                   
                  4.4
                  of 5, from 341 reviews
                  3.0 out of 5.0

                  Situated in the business district, this aparthotel is within 6 mi (10 km) of Edgell Library, Framingham Town Common, and Old Village Hall. Framingham Plymouth Church and Callahan State Park are also within 6 mi (10 km).

                  Top Flight + Hotel Deals

                  Top Deals on Flights

                  These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.