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Stay at Chocksett Inn‎ in Sterling, MA

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Hotel at a Glance: Chocksett Inn

The Chocksett Inn was built in 1989, but it looks like it’s been sitting in the middle of central Massachusetts’ countryside for a century or more; its white siding, green shutters, and big yard give it a classic colonial feel. There are old-fashioned, upscale touches on the inside, too—the spacious rooms here are graced by chandeliers and sprays of flowers. There are two elegant onsite dining rooms popular with locals as a venue for weddings.

  • Postcard-worthy setting: Take a walk amid the inn’s carefully landscaped grounds and you’ll find a gazebo, a huge covered deck, and a burbling creek surrounded by trees.
  • Walking distance to: Downtown Sterling, a classically quaint New England town, as well as a mini-golf course. Be sure to stop by the much-loved New England-style ice cream bar in town.
  • Morning wake-up: A continental breakfast is served each morning, with coffee, fresh pastries, and juice.
  • Nifty in-room amenities: All rooms and suites have a cushy living room and a fully-equipped kitchenette, with a stove and cooking utensils.
  • Onsite dining: Chocksett Inn has two dining rooms, The Pub and the Fireside Room. Try the New England baked haddock, served with garlic mashed potatoes.

Sterling, MA: Clapboard Churches and Antiques in Centuries-Old New England Town

Sterling—located an hour west of Boston in central Massachusetts—was settled in 1720, and it has the iconic imagery of a classic New England town: white clapboard churches with soaring steeples, quaint antique stores and bakeries, and a town common area with gracious green lawns and walking paths. You might notice something uncommon in the common area—a statue of a lamb. It’s a tribute to Sterling resident Mary Sawyer, who owned a pet lamb and inspired the poem “Mary Had a Little Lamb.”

Sterling is home to Davis Mega Maze an award-winning, huge cornfield maze designed by the world’s leading maze architect, Adrian Fisher. The labyrinth is replanted in a different shape each year, and it’s challenging and safe for kids. There’s also a café, a petting zoo, and mini golf on site.

In late June and early July, there is an explosion of laurel blooms at Leominster State Forest. The park is worth visiting any time of year, though; its 4,300 green acres contain hiking and biking trails and a swimming beach. Though it is most popular as a ski resort, Mt. Wachusett also has some great hiking, about 13 miles northwest of Chocksett Inn.

_No-shows will be charged total Groupon rate; no refunds, rescheduling, or rebooking allowed. Read the Fine Print for important info on offer details and other restrictions._

What You Get

  • Stay for up to four in king suite or two-queen room, with one bottle of champagne per day
  • Dates into August

Policies and Fees

  • Reservations: Dates cannot be changed once booked; valid only for night(s) purchased
  • Cancellation policy: 15-day cancellation notice required prior to check-in or reservation is non-refundable.
  • Taxes: 9.7% tax added at purchase.

Read the Fine Print for important info on offer details and other restrictions.


  • Walking distance to the town of Sterling
  • Beautiful landscaped grounds
  • Two onsite dining rooms
  • Fitness center
  • Complimentary WiFi

The Fine Print

Merchant is solely responsible to purchasers for the care and quality of the advertised goods and services.

Other Details

Room Details

King Suite

  • One king bed and one sofa bed
  • Standard occupancy: 4
  • Maximum occupancy: 5
  • Adding occupants above standard: $10 per night for each additional guest 13 or older. Kids 12 or younger stay free.

Two-Queen Room

  • Two queen beds
  • Standard occupancy: 4
  • Maximum occupancy: 5
  • Adding occupants above standard: $10 per night for each additional guest 13 or older. Kids 12 or younger stay free.

Hotel Policies

  • Check in: 3 p.m.
  • Check out: 11 a.m.
  • Parking: free
  • Rollaways: available for $10 per night.
  • Smoking policy: smoking is not allowed inside the property.
  • Pet policy: pets 25 lbs. or less may be added for $25 per stay.
  • Accessibility: handicap-accessible rooms are available upon request by calling the property.
  • Room upgrades: upgrades may be available for an additional fee at check-in.

Getting There

  • By plane: 55 miles from Logan International Airport (BOS)
  • By car: about 50 miles east of Boston

What Makes This Getaway Great

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