Milton Vacation Packages
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Your Milton Vacation
Excellent adventures await when you reserve a Milton vacation package. Whether you're a foodie, art buff or just a traveler who appreciates new places, there's something for everyone in this vibrant city. There's lots to see during your trip to Milton, including Sunrise Lake and Marchs Pond. Whoever you're taking time off with and whatever the size of your budget, your dream Milton vacation is just clicks away with Expedia.
Top Milton Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Lakeside Inn
Price was CA $875, price is now CA $614 per person
CA $614
per person
May 7 - May 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
7.6/10 Good! (2,303 reviews)
The room I had was adequate for one night. It was in need of repair and a paint job to cover the many plaster patches on the walls. The front desk staff were friendly and welcoming.
Reviewed on Feb 4, 2026
Boston Harbor Hotel
North End
Price was CA $2,297, price is now CA $1,591 per person
CA $1,591
per person
Apr 2 - Apr 5
found 21 hours ago
Roundtrip flight included
Halifax (YHZ) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Outstanding. Definitely the best hotel I have ever stayed at and I've been all over the world. The hotel room was perfect but what shined was the impeccable service. The Boston Harbor Hotel had an amazing staff who were personable, always available and willing to assist in any way. Truly a gem.
Reviewed on Jan 25, 2026
Milton Hotel Deals
Garrison Hotel & Suites Dover-Portsmouth, an Ascend Collection Hotel
200 Sterling Way Dover NH
Fully refundable
The price is CA $135 per night from Mar 15 to Mar 16
CA $135
CA $146 total
Mar 15 - Mar 16
includes taxes & fees
9/10 Wonderful! (1,002 reviews)
Very clean, plenty of options for breakfast. Bed was great, first hotel bed I’ve slept in comfortably since I stayed at the Four Seasons.
Reviewed on Feb 8, 2026
Homewood Suites by Hilton Dover
21 Members Way Dover NH
Fully refundableReserve now, pay when you stay
The price is CA $151 per night from Feb 22 to Feb 23
CA $151
CA $164 total
Feb 22 - Feb 23
includes taxes & fees
9/10 Wonderful! (762 reviews)
Staff were very friendly and helpful. Rooms were spacious, beds we’re super comfortable.
Reviewed on Feb 7, 2026
Gunstock Inn & Suites
580 Cherry Valley Road Gilford NH
The price is CA $156 per night from Mar 5 to Mar 6
CA $156
CA $193 total
Mar 5 - Mar 6
includes taxes & fees
9/10 Wonderful! (425 reviews)
Great place
Reviewed on Jan 11, 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.
