Chatham Vacation Packages

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Your Chatham Vacation

Planning your next big adventure is a breeze with a Chatham vacation package. The neighborhood of Lovell, which is great for walking, makes a terrific base to uncover the delights of this lively city. Like some inspiration on what to see or do first during your trip to Chatham? Head for major attractions like Baldface Range. A couple of clicks is all it takes to build the ultimate Chatham vacation on Expedia.

Top Chatham Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Stoweflake Mountain Resort & Spa

Stoweflake Mountain Resort & Spa

3.5 out of 5
Price was CA $1,385, price is now CA $1,054 per person
CA $1,054
per person
Oct 17 - Oct 20
found 6 hours ago
Roundtrip flight included
Toronto (YTO) to Burlington (BTV)
8/10 Very Good! (1,004 reviews)
This was a last minute stay and the staff were amazing. The place is beautiful. Lots of renovations being made but that didn’t stop the beauty of the resort from being seen. Although I didn’t bring my children this time, I will in the future. We loved our stay and will stay again.

Reviewed on Aug. 24, 2025

Outbound Stowe

Outbound Stowe

3.5 out of 5
Price was CA $4,487, price is now CA $3,102 per person
CA $3,102
per person
Oct 13 - Oct 20
found 21 hours ago
Roundtrip flight included
St. John's (YYT) to Burlington (BTV)
9/10 Wonderful! (187 reviews)
Pool area was unkept with towels and clothing strewn about. Food was great! Beds were comfy. Shower pressure was less than optimal

Reviewed on Aug. 24, 2025

AWOL Stowe

AWOL Stowe

3.5 out of 5
Price was CA $4,350, price is now CA $3,289 per person
CA $3,289
per person
Oct 13 - Oct 20
found 21 hours ago
Roundtrip flight included
St. John's (YYT) to Burlington (BTV)
9.2/10 Wonderful! (169 reviews)
The breakfast was delicious. Location is great. The cabins are worth it. You have your own little tiny house with a view and access to all the amenities like the fire pit and jacuzzi.

Reviewed on Aug. 22, 2025

Club Wyndham Smugglers’ Notch Vermont

Club Wyndham Smugglers’ Notch Vermont

3.5 out of 5
Price was CA $3,220, price is now CA $2,436 per person
CA $2,436
per person
Oct 13 - Oct 20
found 21 hours ago
Roundtrip flight included
St. John's (YYT) to Burlington (BTV)
8.4/10 Very Good! (190 reviews)
Great room. Nice walking trails.

Reviewed on Aug. 21, 2025

Smart Suites on the Hill

Smart Suites on the Hill

2.5 out of 5
Price was CA $2,809, price is now CA $2,197 per person
CA $2,197
per person
Oct 13 - Oct 20
found 21 hours ago
Roundtrip flight included
St. John's (YYT) to Burlington (BTV)
6.8/10 (65 reviews)
Nothing much to complain about ... only here one night . Lobby carpet needs to be changed People live in the hotel so the cooking smell was omg ....

Reviewed on Aug. 9, 2025

Ready to book your vacation to Chatham?

 

Choose your dates

Chatham Hotel Deals

Green Granite Inn, Ascend Hotel Collection

Green Granite Inn, Ascend Hotel Collection

2.5 out of 5
1515 White Mountain Hwy, North Conway, NH
Fully refundableReserve now, pay when you stay
The price is CA $102 per night from Sep 2 to Sep 3
CA $102
CA $110 total
Sep 2 - Sep 3
includes taxes & fees
6.8/10 (1,216 reviews)
"Second time staying. Hotel is very nice, and the outdoor pool was nice. Room could have used a swiffer duster real good, and the vent in the bathroom didn’t work, but it was nice overall."

Reviewed on Aug. 23, 2025

Green Granite Inn, Ascend Hotel Collection
North Conway Grand Hotel

North Conway Grand Hotel

4 out of 5
72 Common Court, North Conway, NH
Fully refundableReserve now, pay when you stay
The price is CA $208 per night from Sep 4 to Sep 5
CA $208
CA $259 total
Sep 4 - Sep 5
includes taxes & fees
8.2/10 Very Good! (1,001 reviews)
"Easy check in. Comfortable beds and nice bathrooms."

Reviewed on Aug. 22, 2025

North Conway Grand Hotel
North Conway Mountain Inn

North Conway Mountain Inn

2.5 out of 5
2114 White Mountain Highway, North Conway, NH
Fully refundableReserve now, pay when you stay
The price is CA $137 per night from Aug 25 to Aug 26
CA $137
CA $149 total
Aug 25 - Aug 26
includes taxes & fees
8.6/10 Excellent! (1,098 reviews)
Two thumbs up for the Mountain Inn
"My wife and I were very happy with our stay at the North Conway Mountain Inn. The room was clean and comfortable and the front desk person, Annie, was very friendly and helpful. I would definitely stay there again and would recommend it"

Reviewed on Aug. 22, 2025

North Conway Mountain Inn
See all 2,828 properties in Chatham
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.
All Inclusive Vacations
All Inclusive Vacations
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Frequently asked questions

How much does a Chatham vacation package cost?
You'll find cheap prices from CA $1,054 on Expedia for your Chatham getaway. However, a range of factors like the hotel choice, length of stay and season will influence how much your vacation to Chatham costs.
What are the cheapest months to go to Chatham?
You can generally find lower prices and greater availability in January, February and March. Browse our cheap Chatham vacation packages and you could score some great off-season deals.
How many days is enough for Chatham?
Typically, a handful of days is enough to explore the main attractions during your Chatham vacation. However, if you want to have time to relax or go on day trips, consider extending your itinerary.
How to find the best Chatham package deals?
Begin your search for a Chatham package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply some filters, like "Property type" and "Guest rating," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the perfect Chatham package deal straight away, just play around with your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Chatham getaway off to a flying start.
Is it cheaper to book a Chatham vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging flights and stays individually. Better still, you can personalize your Chatham escape to match your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Chatham?
Enjoy incredible bargains by booking your flights ahead of time with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for an impromptu Chatham getaway.
How to plan a trip to Chatham?

  1. Choose the ideal time to travel: Your schedule, favourite season and the type of weather you enjoy can all impact your decision on when to go to Chatham.
  2. Budget wisely: On top of the price of your stay, you should factor in other expenses too. These include food, transportation and flights. Also, set aside a little extra for unexpected costs that may come up during your trip to Chatham.
  3. Decide how long to go for: Now that you know more about Chatham, you can work out the right length of your break. Pull together a rough plan and give yourself enough time to cover everything you want to see.
  4. Combine your airfare and accommodations: Once you've nailed down your dates and duration, lock in the perfect Chatham vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.