Sterling Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to €900 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top Flight + Hotel Deals in Sterling

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

Eurostars The Boxer

4 out of 5
West End
Price was €1,005, price is now €819 per person
€819
per person
22 Jan - 25 Jan
found 3 hours ago
Return flight included
Dublin (DUB) to Boston (BOS)
8.8/10 Excellent! (1,636 reviews)

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was €1,387, price is now €920 per person
€920
per person
11 Dec - 13 Dec
found 3 hours ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.8/10 Exceptional! (1,004 reviews)
!

Reviewed on 10 Nov 2026

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Price was €1,262, price is now €973 per person
€973
per person
22 Jan - 25 Jan
found 3 hours ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.8/10 Exceptional! (1,003 reviews)

Club Quarters Hotel Faneuil Hall, Boston

Club Quarters Hotel Faneuil Hall, Boston

4 out of 5
Downtown Boston
Price was €1,680, price is now €1,320 per person
€1,320
per person
11 Dec - 18 Dec
found 1 day ago
Return flight included
Dublin (DUB) to Boston (BOS)
9/10 Wonderful! (3,501 reviews)

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Price was €1,397, price is now €1,102 per person
€1,102
per person
11 Dec - 13 Dec
found 3 hours ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.6/10 Exceptional! (343 reviews)

Top hotels in Sterling

Chocksett Inn and Restaurant

Chocksett Inn and Restaurant

3.5 out of 5
59 Laurelwood Road Sterling MA
Fully refundableReserve now, pay when you stay
The price is €158 per night from 12 Nov to 13 Nov
€158
12 Nov - 13 Nov
includes taxes & fees
Chocksett Inn and Restaurant
Motel 6 Framingham, MA - Boston West

Motel 6 Framingham, MA - Boston West

2 out of 5
1668 Worcester Rd Framingham MA
Fully refundableReserve now, pay when you stay
The price is €90 per night from 12 Nov to 13 Nov
€90
12 Nov - 13 Nov
includes taxes & fees
Motel 6 Framingham, MA - Boston West
Monticello Inn Framingham

Monticello Inn Framingham

2.5 out of 5
90 Worcester Rd Framingham MA
Fully refundableReserve now, pay when you stay
The price is €72 per night from 12 Nov to 13 Nov
€72
12 Nov - 13 Nov
includes taxes & fees
Monticello Inn Framingham
See all 434 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.

Stay near popular Sterling attractions

Davis' Farmland & Mega Maze

7.0/10 (2 reviews)
Davis Farmland offers hands-on encounters with rare endangered farm animals in a family-friendly setting. Explore the seasonal Mega Maze or cool off at the interactive water spray park during summer.
See properties

Frequently asked questions

How much does a Sterling holiday package cost?
You'll find cheap prices from €819 on Expedia for your Sterling escape. However, factors like the length of stay, the season and your choice of hotel will influence how much your holiday to Sterling costs.
What are the cheapest months to go to Sterling?
The off-season is the best time to visit Sterling if you're trying to save. Another tip for finding cheap Sterling holiday packages? Avoid visiting during public holidays and any major events.
How many days is enough for Sterling?
With a well-planned itinerary, you can easily hit the top Sterling attractions in a handful of days. But if you'd like to discover lesser-known spots or take day trips, think about booking your Sterling holiday for longer.
How to find the best Sterling package deals?
Use Expedia's handy filters to help you find some of the best Sterling package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or search for Sterling package deals in the off-season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to lock in your holiday package as early as possible.
Is it cheaper to book a Sterling holiday as a package?
Expedia holiday packages are designed to help you keep more money in your pocket. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll typically get a better deal than booking each component separately. And you'll still get the freedom to create a tailored Sterling holiday by choosing your preferred airline, accommodation type and car class.
When to book a holiday package to Sterling?
Land incredible bargains by reserving your flights in advance with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for a spur-of-the-moment Sterling holiday.
How to plan a trip to Sterling?

  1. Choose the ideal time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to travel to Sterling.
  2. Set your budget: Consider costs like flights, food and transportation when calculating how much to set aside for your trip to Sterling. Then, choose a property that fits your budget, whether that's an economical stay or a more upscale getaway.
  3. Determine how many days away: Start by making a list of all the sights and activities you'd like to get to in Sterling. Then, estimate how long you'll need at each, as well as any travel time.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to find a Sterling holiday package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.