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.
By the Sea Guests Bed & Breakfast & Suites

By the Sea Guests Bed & Breakfast & Suites

3.5 out of 5
Price was CA $1,287, price is now CA $924 per person
CA $924
per person
Sep 7 - Sep 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (193 reviews)
The location couldn’t have been more perfect and despite it being a holiday weekend the parking lot/BNB never felt crowded. Everyone we encountered was lovely and helpful, and the room was a perfect place to take a midday nap or unwind after hours on the beach! We would definitely stay again.

Reviewed on Jul 6, 2026

The Charles Hotel

The Charles Hotel

5 out of 5
West Cambridge
Price was CA $2,028, price is now CA $1,328 per person
CA $1,328
per person
Aug 12 - Aug 16
found 16 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.4/10 Exceptional! (1,002 reviews)
Great experience but check in was delayed for a while and ended up in a different room category but hotel is beautiful and centrally located.

Reviewed on Jul 5, 2026

Four Seasons Hotel Boston

Four Seasons Hotel Boston

5 out of 5
Bay Village
Price was CA $3,611, price is now CA $2,537 per person
CA $2,537
per person
Sep 17 - Sep 20
found 12 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.4/10 Exceptional! (474 reviews)
perfecto

Reviewed on Jun 8, 2026

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

3 out of 5
Price was CA $5,480, price is now CA $3,971 per person
CA $3,971
per person
Sep 15 - Sep 22
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
10/10 Exceptional! (9 reviews)
I can't express how much I appreciate the hosts very fine people Indeed, the property is just awesome! The view gorgeous clearly they went out of their way to think of everything highly recommended. Tim Lawler

Reviewed on Oct 8, 2025

Chatham Tides

Chatham Tides

2.5 out of 5
Price was CA $3,063, price is now CA $2,240 per person
CA $2,240
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (720 reviews)
Chatham Tides is a slice of heaven. Beautiful location. Clean, well maintained. Staff was super helpful with local restaurants. My wife and I gave it a 11/10

Reviewed on Jul 2, 2026

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 $259 per night from Jul 20 to Jul 21
CA $259
CA $282 total
Jul 20 - Jul 21
includes taxes & fees
8.8/10 Excellent! (1,373 reviews)
"Nice and quite hotel Variety of restaurants and stores in the Area. Nice pool, just that the hotel looks kind of old but over all was clean"

Reviewed on Jul 6, 2026

Ogunquit - The Milestone
Anchorage Inn and Resort

Anchorage Inn and Resort

3 out of 5
265 Long Beach Avenue York Beach ME
The price is CA $538 per night from Jul 19 to Jul 20
CA $538
CA $587 total
Jul 19 - Jul 20
includes taxes & fees
9/10 Wonderful! (1,211 reviews)
"We enjoyed our stay at the anchorage Inn. The rooms were clean and well maintained. We had a half view of the ocean room but it kind of felt like a full view to me because we woke up every morning to the view and sound of the ocean. The beach is right across the street making it super easy for that ..."

Reviewed on Jul 6, 2026

Anchorage Inn and Resort
Ogunquit Tides Resort

Ogunquit Tides Resort

2 out of 5
548 Main Street (U.S. Route 1) Ogunquit ME
The price is CA $318 per night from Jul 20 to Jul 21
CA $318
CA $347 total
Jul 20 - Jul 21
includes taxes & fees
8.8/10 Excellent! (1,009 reviews)
"Very friendly staff, clean room, affordable price."

Reviewed on Jul 5, 2026

Ogunquit Tides Resort
See all 2,006 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 $924 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.