
Barrington Vacation Packages
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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.

Lakeside Inn
per person
Oct 25 - Oct 31
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to Boston (BOS)
7.4/10 Good! (2,171 reviews)
The grounds and the pool are amazing. The hotel and rooms are old and dated. Not bad for the price point if you just need a place to land at the end of the day.
Reviewed on Aug. 11, 2025

Boston Harbor Hotel
North End
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to Boston (BOS)
9.8/10 Exceptional! (1,014 reviews)
The Boston Harbor Hotel continues to be my absolute favorite place to stay in Boston, and my recent visit reminded me exactly why. From the moment I walked through the doors, I was greeted by the same welcoming and professional staff that makes this property truly special.
The team went above and beyond by upgrading me to a suite, which was an unexpected and much-appreciated gesture that really enhanced my stay. The suite itself was beautifully appointed and comfortable, providing the perfect retreat after busy days exploring the city.
What really sets this hotel apart is its unbeatable location. You simply cannot find a better spot in Boston - it's perfectly positioned for both business and leisure activities, with easy access to everything the city has to offer while maintaining that sense of waterfront tranquility.
Every stay here has been delightful, and the consistency in service quality is remarkable. The Boston Harbor Hotel has earned my loyalty through their attention to detail and genuine hospitality. I'm already looking forward to my next visit!
Reviewed on Aug. 11, 2025



Staypineapple, A Delightful Hotel, South End
South End
per person
Oct 25 - Oct 31
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to Boston (BOS)
8.8/10 Excellent! (968 reviews)
This was the single greatest stay of my life. The hotel is so cute and beautiful with lovely pineapple decor on the pillows, ceiling, and everywhere else (the attention to detail is superb) they offer you a complimentary drink upon check in, they provide you with a free metal recyclable water bottle, and a very comfortable and soft robe. However, The most important moment of my trip was the incredible house keeping staff! I was there to get married and couldn’t get dressed and leave until 3:30. Not only did the staff stay later to clean my room before I brought my bride back after the wedding, but they decorated the entire room with a sequined bed runner, balloons, confetti, decorations, and more. Every member of the front desk staff were so amazing and kind and helpful every step of the way! Thank you all so much from the bottom of my heart on behalf of myself and my bride!! She was so excited to enter the room and have one last wedding day surprise! We will be back (exclusively!) to the Pineapple! 🍍
Reviewed on Aug. 10, 2025
Barrington Hotel Deals

Ogunquit - The Milestone
687 Main Street, Ogunquit, ME
The price is CA $139 per night from Sep 1 to Sep 2
CA $139
CA $152 total
Sep 1 - Sep 2
includes taxes & fees
8.8/10 Excellent! (1,131 reviews)
"Friendly"
Reviewed on Aug. 11, 2025

Sea Latch Inn
277 Long Beach Avenue, Rte. 1A, York Beach, ME
Fully refundableReserve now, pay when you stay
The price is CA $251 per night from Sep 1 to Sep 2
CA $251
CA $273 total
Sep 1 - Sep 2
includes taxes & fees
7.8/10 Good! (1,000 reviews)
"No table to sit at, no coffee maker, no place to unpack clothes ."
Reviewed on Aug. 11, 2025

Hampton Inn & Suites Portsmouth Downtown
23 Portwalk Pl, Portsmouth, NH
Fully refundableReserve now, pay when you stay
The price is CA $279 per night from Aug 24 to Aug 25
CA $279
CA $303 total
Aug 24 - Aug 25
includes taxes & fees
9.4/10 Exceptional! (1,009 reviews)
"The stay itself was good but when I booked this hotel, I specifically clicked on free parking. The parking was an additional $45 fee with a valet."
Reviewed on Aug. 10, 2025
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.