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.
AWOL Stowe
Price was CA $1,244, price is now CA $1,101 per person
CA $1,101
per person
Apr 17 - Apr 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Burlington (BTV)
9/10 Wonderful! (204 reviews)
Hotel was lovely. We were really please with our room and overall service we were well looked after.
Sarah was very helpful with when having questions around transport, ski hire etc which was certainly appreciated.
Would definitely look to stop again
Reviewed on Feb 9, 2026
Smugglers' Notch Resort Private Suites
Price was CA $1,492, price is now CA $1,331 per person
CA $1,331
per person
Apr 17 - Apr 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Burlington (BTV)
7.8/10 Good! (21 reviews)
This multi level accommodation was great for our family, however, not suitable for those who have limited mobility. My 90 year old grandmother was limited to her basement room as the steep stairs to the mid level living room was too much for her. Great for a small young family.
Reviewed on Sep 28, 2025
Smugglers' Notch Resort
Price was CA $1,609, price is now CA $1,454 per person
CA $1,454
per person
Apr 17 - Apr 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Burlington (BTV)
7.8/10 Good! (134 reviews)
Everything with the room itself was great. It was clean and in a great location. My issue with this reservation was the amenities. They are not inlcluded. So even though the listing says they have pools and hot tubs, don't expect to be able to use them unless you pay more when you get there. This should be made clear to anyone that books at this resort.
Reviewed on Feb 6, 2026
Chatham Hotel Deals
North Conway Grand Hotel
72 Common Court North Conway NH
Fully refundableReserve now, pay when you stay
The price is CA $144 per night from Feb 23 to Feb 24
CA $144
CA $189 total
Feb 23 - Feb 24
includes taxes & fees
8.4/10 Very Good! (1,012 reviews)
The pool room was freezing so the pool wasn’t enjoyable at all. Hot tub was being serviced. Our room took a long time to heat up.
Reviewed on Feb 18, 2026
Town and Country Inn & Resort
20 State Route 2 Gorham NH
Fully refundableReserve now, pay when you stay
The price is CA $125 per night from Mar 11 to Mar 12
CA $125
CA $136 total
Mar 11 - Mar 12
includes taxes & fees
8.8/10 Excellent! (1,068 reviews)
Room was spotless everything was clean
Reviewed on Feb 20, 2026
Cambria Hotel North Conway
1858 White Mountain Highway North Conway NH
Fully refundable
The price is CA $138 per night from Mar 15 to Mar 16
CA $138
CA $150 total
Mar 15 - Mar 16
includes taxes & fees
9/10 Wonderful! (512 reviews)
Yes
Reviewed on Feb 20, 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.
