Barrington Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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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.
Eurostars The Boxer

Eurostars The Boxer

West End
CA $669
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.8/10 Excellent! (1,588 reviews)
The staff was super friendly and helpful! It was very local and everything was walking distance.

Reviewed on Sep 8, 2026

Boston Harbor Hotel

Boston Harbor Hotel

North End
CA $991
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,014 reviews)
Excellent overall. Great service and great location.

Reviewed on Sep 7, 2026

Raffles Boston

Raffles Boston

Back Bay
CA $1,169
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (312 reviews)
The Whitney Hotel

The Whitney Hotel

Beacon Hill
CA $1,667
per person
Oct 11 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
Québec (YQB) to Boston (BOS)
9.6/10 Exceptional! (609 reviews)
The Langham, Boston

The Langham, Boston

Downtown Boston
CA $966
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,007 reviews)
We loved it.

Reviewed on Sep 7, 2026

Ready to book your vacation to Barrington?

Choose your dates

Barrington Hotel Deals

Ocean Sands at York Beach

Ocean Sands at York Beach

277 Long Beach Avenue York Beach ME
Fully refundableReserve now, pay when you stay
CA $223
CA $270 total
Sep 21 - Sep 22
includes taxes & fees
8.6/10 Excellent! (162 reviews)
"The room was visually appealing but upon checking around the room we noticed that there was hair everywhere in the bathroom and behind the toilet was not clean. My husband had to clean the bathroom and shower which for the price we paid, and not to mention we’re staying the night to relax, there ..."

Reviewed on Sep 7, 2026

Ocean Sands at York Beach
Anchorage Inn and Resort

Anchorage Inn and Resort

265 Long Beach Avenue York Beach ME
Fully refundableReserve now, pay when you stay
CA $248
CA $270 total
Sep 28 - Sep 29
includes taxes & fees
9/10 Wonderful! (1,265 reviews)
"This was the perfect overnight stay! Not many places allow only a one night stay so we were excited to find this hotel-right on the beach and it was exactly what we were looking for."

Reviewed on Sep 7, 2026

Anchorage Inn and Resort
Hampton Inn Portsmouth Central

Hampton Inn Portsmouth Central

131 DOW AVENUE Portsmouth NH
Fully refundableReserve now, pay when you stay
CA $180
CA $196 total
Sep 27 - Sep 28
includes taxes & fees
8.8/10 Excellent! (1,008 reviews)
"."

Reviewed on Sep 7, 2026

Hampton Inn Portsmouth Central
See all 2,035 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.
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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.
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A snowy landscape with a clear sky and a forest in the background.

Stonehouse Forest

Commune with nature and explore the great outdoors at Stonehouse Forest during your travels in Barrington. Make some time to visit the shops while you're in the area.
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Swains Lake

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

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

Mendums Pond

Commune with nature and explore the great outdoors at Mendums 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 $669 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.