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

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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 $1,931, price is now CA $816 per person
CA $816
per person
Dec 18 - Dec 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
8.4/10 Very good! (194 reviews)
The accommodation was great and spacious enough for a large group. There were five of us, and it was perfect for our needs. The apartment was clean, and everything we needed was provided, including towels, soap, dishwasher detergent, and more. We turned on the oven to make dinner, but we were unable to turn it off because the buttons weren’t working. We called for assistance and received a response very quickly, which made us feel supported and taken care of. Overall, we had a great stay! The apartment was lovely, and the location was excellent, especially for getting to Boston by public transportation.

Reviewed on Oct 17, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $2,196, price is now CA $1,272 per person
CA $1,272
per person
Jan 21 - Jan 24
found 22 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.8/10 Exceptional! (1,004 reviews)

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Price was CA $2,424, price is now CA $1,664 per person
CA $1,664
per person
Dec 30 - Jan 2
found 13 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.6/10 Exceptional! (343 reviews)

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Price was CA $1,676, price is now CA $1,197 per person
CA $1,197
per person
Dec 26 - Dec 29
found 22 hours ago
Roundtrip flight included
Halifax (YHZ) to Boston (BOS)
9.8/10 Exceptional! (1,003 reviews)

Four Seasons Hotel Boston

Four Seasons Hotel Boston

5 out of 5
Bay Village
Save 100% on your flight
Price was CA $2,974, price is now CA $2,208 per person
CA $2,208
per person
Dec 3 - Dec 6
found 20 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Boston (BOS)
9.4/10 Exceptional! (491 reviews)

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Barrington Hotel Deals

Ogunquit - The Milestone

Ogunquit - The Milestone

2 out of 5
687 Main Street Ogunquit ME
The price is CA $116 per night from Oct 31 to Nov 1
CA $116
CA $126 total
Oct 31 - Nov 1
includes taxes & fees
8.8/10 Excellent! (1,622 reviews)
"The room was super nice and clean and the bed was comfy."

Reviewed on Oct 30, 2026

Ogunquit - The Milestone
Ocean Sands at York Beach

Ocean Sands at York Beach

2 out of 5
277 Long Beach Avenue York Beach ME
Get rates
Ocean Sands at York Beach
Hampton Inn Portsmouth Central

Hampton Inn Portsmouth Central

2.5 out of 5
131 DOW AVENUE Portsmouth NH
Fully refundableReserve now, pay when you stay
The price is CA $153 per night from Nov 20 to Nov 21
CA $153
CA $166 total
Nov 20 - Nov 21
includes taxes & fees
Hampton Inn Portsmouth Central
See all 2,016 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 $816 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.

Explore a world of travel with Expedia

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