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 $3,037, price is now CA $1,554 per person
CA $1,554
per person
Jul 31 - Aug 4
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,001 reviews)
Wonderful classic harbor front hotel. Very nice front desk. Would stay again
Reviewed on May 25, 2026
Hotel Ivy Boston Common
Bay Village
Price was CA $1,686, price is now CA $993 per person
CA $993
per person
Jul 31 - Aug 4
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.4/10 Very Good! (1,451 reviews)
Room was so small you could barely turn around. If it’s just you prob ok. Two barley fit. Super noisy in our room. Outside house. AC was very loud. Woke us up multiple times during the night.
Reviewed on May 28, 2026
The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat
Price was CA $8,949, price is now CA $5,652 per person
CA $5,652
per person
Jul 21 - Jul 28
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
10/10 Exceptional! (9 reviews)
thanks u for very nice place and clean i really loved i will cominng back soon
Reviewed on May 8, 2025
Meco Hotel - Hostel
West End
Price was CA $1,699, price is now CA $1,121 per person
CA $1,121
per person
Aug 20 - Aug 23
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
8.6/10 Excellent! (429 reviews)
I liked the concept of the hostel format that was more economical than a full service hotel. The continental breakfast varied somewhat from day to day, and was not stocked the same each day. The experience would have been better with the larger variety of items provided on the best Saya every day.
Reviewed on May 28, 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 $164 per night from Jun 28 to Jun 29
CA $164
CA $178 total
Jun 28 - Jun 29
includes taxes & fees
7.8/10 Good! (1,002 reviews)
"Great location, ability to walk to excellent restaurants and the colonial Theatre. Staff for professional and welcoming rooms were clean and updated. Breakfast in the morning."
Reviewed on May 28, 2026
Quality Inn Sanford - Kennebunk
1892 Main Street Sanford ME
Fully refundableReserve now, pay when you stay
The price is CA $138 per night from Jun 1 to Jun 2
CA $138
CA $150 total
Jun 1 - Jun 2
includes taxes & fees
7.8/10 Good! (681 reviews)
"Staff were very personable & asked if our stay was comfortable. Excellent breakfast. Clean & comfy room & beds. Love their pillows."
Reviewed on May 24, 2026
Homewood Suites by Hilton Dover
21 Members Way Dover NH
Fully refundableReserve now, pay when you stay
The price is CA $231 per night from Jun 7 to Jun 8
CA $231
CA $250 total
Jun 7 - Jun 8
includes taxes & fees
9/10 Wonderful! (811 reviews)
"Our room size was perfect for our family of 5! The option to close the door to the bedroom was great for letting the older kids stay up later! The kids enjoyed the pool!"
Reviewed on May 28, 2026
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.
