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.
The Inn at Round Barn Farm
CA $1,248
per person
Nov 25 - Nov 30
found 2 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Burlington (BTV)
9.4/10 Exceptional! (196 reviews)
Everyone was so helpful. We are seniors and Tim carried our luggage upstairs. They had someone to load our luggage morning we left also. Yummy breakfast both mornings. Loved our B&B!
Reviewed on Oct 15, 2026
Ready to book your vacation to Chatham?
Chatham Hotel Deals
North Conway Grand Hotel
72 Common Court North Conway NH
Fully refundableReserve now, pay when you stay
CA $134
CA $180 total
Nov 1 - Nov 2
includes taxes & fees
Omni Mount Washington Resort & Spa
310 Mt Washington Hotel Rd Bretton Woods NH
Fully refundableReserve now, pay when you stay
CA $295
CA $389 total
Nov 9 - Nov 10
includes taxes & fees
9/10 Wonderful! (1,002 reviews)
"We loved it here!!! Itching to go back"
Reviewed on Oct 15, 2026
Grand Summit Hotel at Attitash
104 Grand Summit Road Bartlett NH
Fully refundableReserve now, pay when you stay
CA $143
CA $186 total
Nov 2 - Nov 3
includes taxes & fees
8.2/10 Very good! (1,002 reviews)
"The room is okay."
Reviewed on Oct 15, 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.
Stay near popular Chatham attractions
Baldface Range
7.4/10 (3 reviews)
Enjoy a trip to Baldface Range and popular activities like hiking in Chatham. Discover the mountain views in this quaint area, or enjoy its ski slopes.
Spruce Knoll
Commune with nature and explore the great outdoors at Spruce Knoll during your travels in Chatham.
Frequently asked questions
How much does a Chatham vacation package cost?
You'll find cheap prices from CA $1,248 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?
- 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.
- 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.
- 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.
- 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.
