Barrington Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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

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.
Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront

4.5 out of 5
North End
Price was CA $1,077, price is now CA $764 per person
CA $764
per person
Jan 8 - Jan 10
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
9/10 Wonderful! (2,071 reviews)
The hotel grounds are extremely well maintained; the views of the water and benches to relax on are fantastic! We had a great stay with our two teenagers. It was out of the hustle and bustle of the city. A wonderful place!

Reviewed on Oct 26, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was CA $1,539, price is now CA $982 per person
CA $982
per person
Dec 11 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
9.8/10 Exceptional! (1,004 reviews)
Excellent as always.

Reviewed on Oct 27, 2026

Mandarin Oriental, Boston

Mandarin Oriental, Boston

5 out of 5
Back Bay
Save 100% on your flight
Price was CA $4,902, price is now CA $3,408 per person
CA $3,408
per person
Nov 26 - Dec 2
found 14 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.4/10 Exceptional! (465 reviews)

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
Price was CA $1,334, price is now CA $935 per person
CA $935
per person
Jan 8 - Jan 10
found 7 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
9.6/10 Exceptional! (343 reviews)
设施很新，SPA桑拿体验特别好，晚餐气氛很棒

Reviewed on Oct 20, 2026

Four Seasons Hotel Boston

Four Seasons Hotel Boston

5 out of 5
Bay Village
Save 100% on your flight
Price was CA $2,540, price is now CA $1,817 per person
CA $1,817
per person
Dec 23 - Dec 26
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (487 reviews)

Ready to book your vacation to Barrington?

 

Choose your dates

Barrington Hotel Deals

Ogunquit - The Milestone

Ogunquit - The Milestone

2 out of 5
687 Main Street Ogunquit ME
The price is CA $92 per night from Oct 29 to Oct 30
CA $92
CA $100 total
Oct 29 - Oct 30
includes taxes & fees
8.8/10 Excellent! (1,623 reviews)
"Very clean and quiet room, great water pressure, comfortable bed, will definitely stay again!"

Reviewed on Oct 26, 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 $154 per night from Nov 20 to Nov 21
CA $154
CA $167 total
Nov 20 - Nov 21
includes taxes & fees
Hampton Inn Portsmouth Central
See all 2,038 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
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

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 $764 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.