
Middleton Vacation Packages
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Your Middleton Vacation
Book a custom vacation package to Middleton and get ready to experience this city however you like. Consider spending time in the neighborhood of Pine River Pond, which is great for fishing and much more. You'll want to do a little exploring during your trip to Middleton. Find time for popular attractions like Merrymeeting Lake, Sunrise Lake and Marchs Pond. Whoever you're taking time off with and whatever your budget, your dream Middleton vacation is just a few clicks away with Expedia.
Top Middleton Vacation Deals
Price found within the past 48 hours. Click for updated prices.

Boston Harbor Hotel
North End
Price was CA $1,817, price is now CA $1,329 per person
CA $1,329
per person
Aug 4 - Aug 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,009 reviews)
We were there for 5 days. It was impeccable. The location, service, ambiance everything was perfect! All small attentions that makes you feel comfortable. We took the water taxi from (and to) the airport directly to the hotel fastest way to get there. Easy to walk around and along the waterfront. Breakfast was excellent
Reviewed on Jun 15, 2026

Good Hotels Boston
South End
Price was CA $2,076, price is now CA $1,348 per person
CA $1,348
per person
Sep 14 - Sep 18
found 10 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8/10 Very good! (55 reviews)
This was a very clean and well-looked after property, and the staff went out of their way to check everything was in order.
Reviewed on May 23, 2026

The Atlas Hotel
Allston
Price was CA $1,935, price is now CA $1,350 per person
CA $1,350
per person
Sep 14 - Sep 18
found 10 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (150 reviews)
The most impactful asset of this hotel is the staff. They were extremely accommodating and helpful, and made us feel very welcome. As a new hotel, they have a few tweaks to make: for example, it would be helpful to have a copy of the room service menu in each room. Based on the excellence of the staff, though, I am confident they will work out these minor issues.
Reviewed on Jun 28, 2026

Luxury Apartments by Hyatus at Boston Everett
Price was CA $2,697, price is now CA $1,935 per person
CA $1,935
per person
Aug 2 - Aug 8
found 13 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.2/10 Wonderful! (5 reviews)
We were in Boston for the Mammoth March in Hingham and needed a base for some sight seeing in Boston for the week.
We did not have a rental car but the parking garage was easily accessible and secure.
We were able to get ubers very easily from the location.
The Chelsea train station was only a 5 min walk away and the trains were reliable and efficient.
The support staff replied to all our messages in the chat option quickly and were very helpful.
The kitchen was well stocked and set up. The apartment was clean and all the linens and towels were freshly laundred.
Would recommend this place without hesitation.
Reviewed on Jun 15, 2026
Middleton Hotel Deals

Best Western Plus Landmark Inn
480 Main Street Laconia NH
Fully refundableReserve now, pay when you stay
The price is CA $165 per night from Jul 5 to Jul 6
CA $165
CA $179 total
Jul 5 - Jul 6
includes taxes & fees
7.8/10 Good! (1,003 reviews)
"Room was clean and breakfast was good."
Reviewed on Jun 26, 2026

The Naswa Resort
1086 Weirs Blvd Laconia NH
The price is CA $282 per night from Jul 12 to Jul 13
CA $282
CA $307 total
Jul 12 - Jul 13
includes taxes & fees
8.6/10 Excellent! (766 reviews)
"They think they are a night club. Play music too loud all day until 10pm. I would not stay here again because of that only."
Reviewed on Jun 28, 2026

Luxury Lake House with Sandy Beach, 90' Dock & Panoramic Lake Views
Moultonborough NH
10/10 Exceptional! (4 reviews)
"The property is beautifully positioned on the lake, you have privacy and great views. The house itself was well equipped, clean, with lots of space for family and friends. We can’t wait to go back.!"
Reviewed on Sep 1, 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.








