Barrington Vacation Packages

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

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Your Barrington Vacation

When you book a Barrington vacation package, you can really enjoy your getaway to the fullest. Discover the highlights of this exciting city knowing that all the travel planning has been taken care of in advance. Ayers Pond is among the famous attractions to include on your itinerary during a trip to Barrington. A few clicks is all it takes to create a tailor-made Barrington vacation on Expedia.

Top Barrington Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was CA $1,168, price is now CA $516 per person
CA $516
per person
Oct 21 - Oct 23
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
8.4/10 Very good! (190 reviews)
Parking was not easy. It was advertised as free parming and the explanation made it seem simple enough but finding free street parking in the area is not easy and you co stantly have to move your vehicles.

Reviewed on May 19, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $4,069, price is now CA $2,164 per person
CA $2,164
per person
Oct 26 - Oct 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,011 reviews)

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Price was CA $2,535, price is now CA $1,462 per person
CA $1,462
per person
Oct 26 - Oct 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (611 reviews)

The Colonnade Hotel Back Bay

The Colonnade Hotel Back Bay

4 out of 5
Back Bay
Price was CA $2,620, price is now CA $1,708 per person
CA $1,708
per person
Oct 26 - Oct 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.2/10 Wonderful! (2,461 reviews)

Hotel Commonwealth

Hotel Commonwealth

4.5 out of 5
Fenway–Kenmore
Price was CA $1,835, price is now CA $1,237 per person
CA $1,237
per person
Oct 26 - Oct 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (2,294 reviews)
Perfectly situated by Fenway. Super clean with a very helpful staff

Reviewed on Sep 4, 2026

Ready to book your vacation to Barrington?

 

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Barrington Hotel Deals

Ocean Sands at York Beach

Ocean Sands at York Beach

2 out of 5
277 Long Beach Avenue York Beach ME
The price is CA $222 per night from Sep 21 to Sep 22
CA $222
CA $270 total
Sep 21 - Sep 22
includes taxes & fees
Ocean Sands at York Beach
Ogunquit River Inn & Suites

Ogunquit River Inn & Suites

3 out of 5
17 Post Road Ogunquit ME
The price is CA $193 per night from Sep 30 to Oct 1
CA $193
CA $241 total
Sep 30 - Oct 1
includes taxes & fees
Ogunquit River Inn & Suites
Anchorage Inn and Resort

Anchorage Inn and Resort

3 out of 5
265 Long Beach Avenue York Beach ME
The price is CA $247 per night from Oct 5 to Oct 6
CA $247
CA $269 total
Oct 5 - Oct 6
includes taxes & fees
9/10 Wonderful! (1,260 reviews)
"The Anchorage Inn has a great location across the street from York Beach. That’s it for positives in my review. The room was small and desperately needs updating; the tub caulking was cracked and a floor tile broken. The shower curtain was cheap! The sink outside the bathroom leaked onto the small ..."

Reviewed on Sep 4, 2026

Anchorage Inn and Resort
See all 2,040 properties in Barrington
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.
All Inclusive Vacations
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Stay near popular Barrington attractions

A river surrounded by dense forest and misty hills during sunset.

Ayers Pond

Commune with nature and explore the great outdoors at Ayers Pond during your travels in Barrington. Make some time to visit the shops while you're in the area.
See properties

Frequently asked questions

How much does a Barrington vacation package cost?
You can snap up a vacation package to this popular destination from CA $516 on Expedia. But how much your vacation to Barrington costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to Barrington?
If you'd like to book a cheap Barrington vacation package, consider visiting in January, February and March. You'll typically find lower prices on accommodations and flights during these quieter months — ideal for travellers wishing to save money.
How many days is enough for Barrington?
Generally, a handful of days is enough to explore the main sights during your Barrington vacation. However, if you want to have some time to relax or go on day trips, think about extending your itinerary.
How to find the best Barrington package deals?
Use Expedia's filters to help you find some fabulous Barrington package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your break for midweek, or browse for Barrington package deals in the off-peak season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to lock in your vacation package well in advance.
Is it cheaper to book a Barrington vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll generally snag a better deal than booking each component separately. And you'll still get the freedom to create a personalized Barrington vacation by choosing your favourite accommodation type, airline and car class.
When to book a vacation package to Barrington?
Secure incredible discounts by reserving your flights ahead of time with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for a spur-of-the-moment Barrington trip.
How to plan a trip to Barrington?

  1. Pick your travel dates: What you plan to do in Barrington and your preferred season will help you decide when to get away.
  2. Set your budget: Consider expenses like flights, meals and transportation when calculating how much to save for your trip to Barrington. Then, select a hotel that suits your budget, whether that's an economical stay or a more upscale retreat.
  3. Work out your trip length: Consider how much time you'd like to spend exploring Barrington. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a comfortable pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a customized Barrington vacation package.

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