Deals on vacations and trips to Sterling

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Sterling flight + hotel vacation packages

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

Washington Park Motel

2 out of 5
per person
Jul 21 - Jul 23
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Free WiFi in public areas is available at this motel. Take advantage of the free self parking.
Sunbird ANNEX Resort

Sunbird ANNEX Resort

2 out of 5
Save 100% on your flight
per person
Jul 3 - Jul 8
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
This hotel features an indoor pool and a seasonal outdoor pool. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Sunbird Cape Cod Resort

Sunbird Cape Cod Resort

2.5 out of 5
Save 100% on your flight
per person
Jul 3 - Jul 8
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
This hotel features an indoor pool and a seasonal outdoor pool. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A garden, a picnic area, and barbecue grills are also on offer.
The Beverly

The Beverly

3 out of 5
Save 100% on your flight
per person
Jul 12 - Jul 19
found 16 hours ago
Roundtrip flight included
Raleigh (RDU) to Boston (BOS)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the express check-in. Express check-out and a virtual front desk are also provided.
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
per person
Jul 5 - Jul 9
found 1 day ago
Roundtrip flight included
Houston (IAH) to Boston (BOS)
A marina, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and babysitting. Relax with a drink at the bar/lounge and enjoy perks like free WiFi.

Top Sterling hotels deals

Chocksett Inn and Restaurant

Chocksett Inn and Restaurant

3.5 out of 5
59 Laurelwood Road, Sterling, MA
Free Cancellation
Reserve now, pay when you stay
The price is $207 per night
$207
includes taxes & fees
$189 per night
May 4 - May 5
A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. A business center, express check-out, and wedding services are also on offer.
Pet friendly
Parking included
Great Wolf Lodge Boston / Fitchburg, MA

Great Wolf Lodge Boston / Fitchburg, MA

3.5 out of 5
150 Great Wolf Dr, Fitchburg, MA
Free Cancellation
Reserve now, pay when you stay
The price is $238 per night
$238
includes taxes & fees
$217 per night
May 5 - May 6
This smoke-free resort features free water park access, 4 indoor pools, and a restaurant. Bring the family and enjoy the lazy river, bowling alley, and mini golf. Enjoy the seasonal outdoor pool and unwind at the bar/lounge and poolside bar.
Pool
Restaurant
DoubleTree by Hilton Hotel Boston - Westborough

DoubleTree by Hilton Hotel Boston - Westborough

4 out of 5
5400 Computer Dr, Westborough, MA
Free Cancellation
Reserve now, pay when you stay
The price is $133 per night
$133
includes taxes & fees
$119 per night
May 26 - May 27
This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy perks like free self parking.
Pool
Parking included
Courtyard by Marriott Boston Marlborough

Courtyard by Marriott Boston Marlborough

3 out of 5
75 Felton St, Marlborough, MA
Free Cancellation
Reserve now, pay when you stay
The price is $150 per night
$150
includes taxes & fees
$134 per night
May 26 - May 27
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and perks like free self parking and a free area shuttle.
Pool
Pet friendly
Embassy Suites by Hilton Boston Marlborough

Embassy Suites by Hilton Boston Marlborough

3.5 out of 5
123 Boston Post Rd W, Marlborough, MA
Free Cancellation
Reserve now, pay when you stay
The price is $160 per night
$160
includes taxes & fees
$144 per night
May 9 - May 10
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and free perks like cooked-to-order breakfast and free self parking.
Pool
Hot Tub
Hyatt Place Marlborough/Apex Center

Hyatt Place Marlborough/Apex Center

3 out of 5
169 Apex Drive, Marlborough, MA
Free Cancellation
Reserve now, pay when you stay
The price is $133 per night
$133
includes taxes & fees
$119 per night
May 11 - May 12
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the 24-hour gym and free perks like on-the-go breakfast and free self parking.
Pool
Breakfast included
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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.

Popular places to visit

Davis' Farmland & Mega Maze

Enjoy an outing to Davis' Farmland & Mega Maze during your stay in Sterling. You can attend a sporting event while in the area.

Davis' Farmland & Mega Maze

Mary Had a Little Lamb Statue

You can find out about the history of Sterling when you stop by Mary Had a Little Lamb Statue. Experience the area's festivals and entertainment venues.

Mary Had a Little Lamb Statue

Photos of local treasures

Browse Sterling vacation photos for more inspiration