Chatham Vacations from $507
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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.
The Latest Chatham vacation packages
Price found within the past 48 hours. Click for updated prices.
Stonybrook Motel & Lodge
$667
per person
Nov 6 - Nov 11
found 1 day ago
Roundtrip flight included
Tampa (TPA) to Manchester (MHT)
7.6/10 Good! (1,002 reviews)
I had decent stay. Everything was working okay. Forget about breakfast. No indoor pool. There is No breakfast No pool period. Nobody in the office in the morning. There is no phone in the room to call the office either.
But it's better than camping I think.
It was lot cheaper than other greedy hotels around.
Reviewed on Aug 24, 2026
The Inn at Round Barn Farm
$836
per person
Nov 1 - Nov 8
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Burlington (BTV)
9.4/10 Exceptional! (196 reviews)
We had a comfortable and amazing stay. The innkeeper was extremely knowledgeable and made wonderful suggestions to make our stay exactly what we wanted .
Breakfast was delicious and varied each day and included fresh local ingredients.
The grounds were stunning and well cared for. And we were lucky to see the bittern one morning !!
We highly recommend a stay at this beautiful B and B !
Reviewed on Jul 30, 2026
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 family-friendly area, or enjoy its ski slopes.
Spruce Knoll
Commune with nature and explore the great outdoors at Spruce Knoll during your travels in Chatham.
Chatham Hotel Deals
North Conway Grand Hotel
72 Common Court North Conway NH
Fully refundableReserve now, pay when you stay
$143 nightly
$155 total
Aug 31 - Sep 1
Total with taxes and fees
Omni Mount Washington Resort & Spa
310 Mt Washington Hotel Rd Bretton Woods NH
Fully refundableReserve now, pay when you stay
$300 nightly
$326 total
Sep 13 - Sep 14
Total with taxes and fees
North Conway Mountain Inn
2114 White Mountain Highway North Conway NH
Fully refundableReserve now, pay when you stay
$89 nightly
$97 total
Aug 30 - Aug 31
Total with taxes and fees
8.8/10 Excellent! (1,265 reviews)
"Very clean and comfortable. Super helpful staff. Perfect location for a North Conway stay. Would definitely recommend."
Reviewed on Aug 29, 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.
Find the Best Chatham Vacation Packages
Chatham Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Top Sights | Baldface Range and Sherman Farm |
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Frequently asked questions
How much does a Chatham vacation package cost?
Offering excellent value package deals from $507 on Expedia, you'll be pleasantly surprised at how much a vacation to Chatham costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Chatham?
October, November and December are great times to search for cheap Chatham vacation packages. Traveling in less busy periods means you can generally find reduced prices on accommodations and flights.
How many days is enough for Chatham?
With a well-planned schedule, you can easily hit the most popular Chatham attractions in a few days. But if you'd like to discover hidden gems or go on day tours, think about booking your Chatham vacation for longer.
How to find the best Chatham package deals?
Bagging a cheap Chatham package deal is a breeze with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your budget, add a few filters and see what's available. You can tailor your search by "Amenities," "Property type," "Traveler experience" and more. Sort the results by "Price: low to high" to view the most pocket-friendly Chatham package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Chatham vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll typically get a better deal than booking each component separately. And you'll still enjoy the freedom to create a personalized Chatham vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Chatham?
Score incredible bargains by booking your flights ahead of time with Expedia. If being spontaneous is more your thing, take advantage of our last-minute deals for an impromptu Chatham vacation.
Does Expedia offer Book Now, Pay Later Chatham vacation packages?
Your Chatham break is meant to be an escape from your daily routine, not a reason for money-related stress. So to give you extra flexibility, we've joined up with online lender Affirm to bring you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and break down the total cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
