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.
Hotel Ivy Boston Common
Bay Village
Price was CA $1,462, price is now CA $960 per person
CA $960
per person
Jul 3 - Jul 6
found 17 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
8.4/10 Very Good! (1,441 reviews)
The area is very good for walking and getting the sense of Boston. The rooms are clean and most importantly the staff is excellent.
Reviewed on May 8, 2026
By the Sea Guests Bed & Breakfast & Suites
Price was CA $2,966, price is now CA $1,944 per person
CA $1,944
per person
Jul 25 - Aug 1
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Boston (BOS)
9.2/10 Wonderful! (185 reviews)
Our room had an wonderful Ocean View. The room was excellent and meals were awesome. Staff were very helpful. We will be going back next year!
Reviewed on Sep 20, 2025
Nantucket Inn
Price was CA $2,846, price is now CA $1,925 per person
CA $1,925
per person
Jul 27 - Jul 31
found 22 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9/10 Wonderful! (670 reviews)
Room was clean upon arrival, but there was no "service" daily .... No bed making, no clean towels, no kleenex, etc. We've stayed at Nantucket Inn several time and always like it. We were very disappointed with the daily service this time.
Reviewed on May 8, 2026
The Ritz-Carlton, Boston
Downtown Boston
Price was CA $5,169, price is now CA $3,563 per person
CA $3,563
per person
Jun 16 - Jun 21
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
9/10 Wonderful! (453 reviews)
Top notch. Every member of the staff was a credit to his or her profession.
Reviewed on May 3, 2026
Middleton Hotel Deals
Homewood Suites by Hilton Dover
21 Members Way Dover NH
Fully refundableReserve now, pay when you stay
The price is CA $218 per night from May 31 to Jun 1
CA $218
CA $236 total
May 31 - Jun 1
includes taxes & fees
9/10 Wonderful! (802 reviews)
Room was ok, the fridge had a cracked door and one of the beds had stained sheets. breakfast was plentiful. Most annoying thing is we booked this hotel because it had a pool and hot tub but it was under renovation and at no point in time did we get any heads up that it was not going to be open during ...
Reviewed on May 8, 2026
Holiday Inn Express Hotel & Suites Rochester by IHG
77 Farmington Rd Rochester NH
Fully refundable
The price is CA $144 per night from May 31 to Jun 1
CA $144
CA $156 total
May 31 - Jun 1
includes taxes & fees
8.8/10 Excellent! (1,003 reviews)
Stay here often when traveling since it's local to some friends. Staff is great, rooms are clean and never have any issues at all!
Reviewed on May 4, 2026
Best Western Plus Landmark Inn
480 Main Street Laconia NH
Fully refundableReserve now, pay when you stay
The price is CA $157 per night from Jun 1 to Jun 2
CA $157
CA $170 total
Jun 1 - Jun 2
includes taxes & fees
7.8/10 Good! (1,004 reviews)
It was all good
Reviewed on May 2, 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.
