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Gilmanton IW Vacation Packages

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Top Gilmanton IW vacation deals

Price found within the past 48 hours. Click for updated prices.
  • Coffee/tea maker, full-size fridge, microwave, oven
    Sept 7 - Sept 9

    Boston Lodge and Suites + Flight

    Dorchester
    2 nights
    4.0 star property
    8.4/10 - Very good (190 reviews)
    "Parking was not easy. It was advertised as free parming and the explanation made it seem simple enough but finding free street parking in the area is not easy and you co stantly have to move your vehicles."
    Reviewed May 19, 2026
    Roundtrip • Toronto (YYZ) - Boston (BOS)
    YYZ - BOS • Nonstop BOS - YYZ • Nonstop
    CA $1,218
    CA $665
    per traveller
    found 1 day ago
    Boston Lodge and Suites
  • Indoor pool
    Sept 6 - Sept 12

    Pier 7 Condominiums + Flight

    Bass River
    6 nights
    2.0 star property
    8.6/10 - Excellent (17 reviews)
    "I loved this place so much! The place was extremely clean and I felt very comfortable during my stay. The air conditioning ran super cold, the kitchen provided most things needed to make a quick meal, and the pool was very comfortable. They also have games and ping pong available."
    Reviewed August 6, 2026
    Roundtrip • Montreal (YUL) - Boston (BOS)
    YUL - BOS • Nonstop BOS - YUL • 1 stop
    CA $1,307
    CA $855
    per traveller
    found 1 day ago
    Pier 7 Condominiums
  • Breakfast meal
    Oct 26 - Oct 29

    By the Sea Guests Bed & Breakfast & Suites + Flight

    Dennis Port
    3 nights
    3.5 star property
    9.4/10 - Exceptional (208 reviews)
    "Gorgeous location, room and common areas with lots of historic charm mixed with thoughtful touches throughout. Lovely to have the well-kept private beach all set up and ready to enjoy. Room was bright and cheerful and breakfast was delicious as well. If you’re looking for peaceful and quiet, this is a great choice."
    Reviewed August 7, 2026
    Roundtrip • Toronto (YTO) - Boston (BOS)
    YTZ - BOS • Nonstop BOS - YTZ • Nonstop
    CA $1,064
    CA $700
    per traveller
    found 11 hours ago
    By the Sea Guests Bed & Breakfast & Suites
  • Terrace/patio
    Sept 16 - Sept 20

    Sesuit Harbor House + Flight

    Dennis
    4 nights
    3.0 star property
    9.6/10 - Exceptional (200 reviews)
    "The Sesuit Harbor House is awesome. Has a very Cape Cod feel, the owners are excellent very attentive and have done an awesome job with this property. There is a beautiful fire pit, pool, nice outside areas to eat and relax and they also have goats! I highly recommend, close to dining and beaches as well."
    Reviewed August 1, 2026
    Roundtrip • Toronto (YTO) - Boston (BOS)
    YTZ - BOS • Nonstop BOS - YTZ • Nonstop
    CA $1,480
    CA $987
    per traveller
    found 14 hours ago
    Sesuit Harbor House
  • Property entrance
    Sept 16 - Sept 20

    The Mansion at Ocean Edge + Flight

    Brewster
    4 nights
    4.0 star property
    8.2/10 - Very good (1,000 reviews)
    "Hotel and Expedia canceled my booking last minute and I had to spend 3 hours on call to get alternate booking. I paid same high price for something that was much less than my original booking. Last minute cancelation of hotel bookings is extremely disappointing, especially if it's in middle of vacation. There should be binding cancelation policy for hotels as well."
    Reviewed July 30, 2026
    Roundtrip • Toronto (YTO) - Boston (BOS)
    YTZ - BOS • Nonstop BOS - YTZ • Nonstop
    CA $4,448
    CA $2,980
    per traveller
    found 14 hours ago
    The Mansion at Ocean Edge

Discover the most popular places to visit in Gilmanton IW

Crystal Lake Park

Explore the great outdoors at Crystal Lake Park, a lovely green space in Gilmanton IW.

Gilmanton IW Hotel Deals

Sundeck

Winnisquam Lake Inn

Winnisquam Lake Inn
3.0 star property
17.8 km from Gilmanton IW
6.6 out of 10, (929 reviews)
"AC was not turned on before we arrived. Room in attic was hot and smelly. Noticed that the curtains were covered in mold when going to turn the AC on. Bathroom floor was dirty and skylight was moist and letting in water from the rain. We left and did not return. Took 3 hours for someone from management to call us back and offered us a different room. No thank you, oh well, get what you pay for."
The price is CA $125
CA $135 total
includes taxes & fees
Aug 9 - Aug 10
Winnisquam Lake Inn
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.
See all properties in Gilmanton IW

Frequently Asked Questions

How much does a Gilmanton IW vacation package cost?

You can pick up a vacation package to this top destination from CA $665 on Expedia. However, how much your vacation to Gilmanton IW costs will depend on your hotel choice, season and length of stay.

What are the cheapest months to go to Gilmanton IW?

Plan your getaway for the low season and you're likely to score cheap Gilmanton IW vacation packages. Bear in mind that public holidays and major festivals and events can have an impact on prices, so do some research before booking.

How many days is enough for Gilmanton IW?

Generally, a few days is great for a Gilmanton IW vacation. With a carefully crafted itinerary, you can visit all the popular sights like Sunset Lake, as well as explore some hidden gems along the way.

How to find the best Gilmanton IW package deals?

Use Expedia's handy filters to help you find some great Gilmanton IW package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your break for midweek, or browse for Gilmanton IW package deals in the off-season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package well in advance.

Is it cheaper to book a Gilmanton IW vacation as a package?

You can enjoy significant savings on your next Gilmanton IW break by booking a personalized vacation package. Click on the "Package" heading, then enter your destination and travel dates to view some great airfares and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may land a better deal.

When to book a vacation package to Gilmanton IW?

If you're planning an impromptu Gilmanton IW adventure, check out our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can find terrific deals on your flights and hotels by booking ahead.

How to plan a trip to Gilmanton IW?

  1. Choose your dates: The things you plan to do in Gilmanton IW and your favourite season can help you decide when to get away.
  2. Budget wisely: As well as the cost of your stay, you'll need to consider other expenses too. These include transportation, food and flights. Also, put aside a little extra for unexpected costs that could arise during your trip to Gilmanton IW.
  3. Set the duration of your trip: Start by listing all the activities and sights you want to experience in Gilmanton IW. Then, estimate how long you'll need for each, including any travel time.
  4. Bundle your airfare and accommodations: After you've nailed down your trip dates and duration, lock in the ideal Gilmanton IW vacation package for you.