Chatham Vacations from $469

Book a Hotel + Flight or Car together to unlock savings

Photo by Robbie Martin

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

Stonybrook Motel & Lodge

2 out of 5
Save 100% on your flight
Price was $887, price is now $469 per person
$469
per person
Jan 15 - Jan 20
found 7 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Burlington (BTV)
7.6/10 Good! (1,000 reviews)
Perfectly fine for a quick stay and great price. WiFi didn’t work in room, otherwise, clean, hot shower, comfortable bed and pillows. Dining options within 15 minutes

Reviewed on Nov 11, 2025

The Chandler Inn Bethlehem - Littleton, an Ascend Collection Hotel

The Chandler Inn Bethlehem - Littleton, an Ascend Collection Hotel

3 out of 5
Price was $754, price is now $558 per person
$558
per person
Jan 15 - Jan 20
found 7 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Burlington (BTV)
8.4/10 Very Good! (689 reviews)
Hotel was decent, clean and friendly staff.

Reviewed on Nov 29, 2025

Old Stagecoach Inn

Old Stagecoach Inn

3 out of 5
Price was $1,140, price is now $865 per person
$865
per person
Jan 27 - Feb 1
found 15 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Burlington (BTV)
9.4/10 Exceptional! (365 reviews)
I adored my stay!! The Inn is so incredibly charming, the owner is lovely, and the food is beyond amazing. I don’t foresee myself staying anywhere else when I visit Vermont again, this is just a perfect place

Reviewed on Nov 4, 2025

Club Wyndham Smugglers’ Notch Vermont

Club Wyndham Smugglers’ Notch Vermont

3.5 out of 5
Price was $944, price is now $724 per person
$724
per person
Jan 7 - Jan 11
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Burlington (BTV)
8.4/10 Very Good! (219 reviews)
We had a great stay. The rooms and overall space were huge. It's located in a beautiful area and it's close enough to other fun locations to explore. I would recommend staying here and hope to come back someday.

Reviewed on Oct 29, 2025

Omni Bretton Arms Inn at Mount Washington

Omni Bretton Arms Inn at Mount Washington

4 out of 5
Save 100% on your flight
Price was $1,342, price is now $1,042 per person
$1,042
per person
Jan 15 - Jan 20
found 7 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Burlington (BTV)
9/10 Wonderful! (483 reviews)
Great Staff. Continental breakfast included with room was excellent. Shuttle to main hotel building was quick and easy. Large room included a microwave, fridge, and coffee machine. Daily self parking charge was annoying.

Reviewed on Oct 31, 2025

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Discover the most popular places to visit in Chatham

Sherman Farm

You can learn about the history of Center Conway with a trip to Sherman Farm. Make time for the shops and ski slopes in this romantic area.

Sherman Farm

Chatham Hotel Deals

Omni Mount Washington Resort & Spa

Omni Mount Washington Resort & Spa

4 out of 5
310 Mt Washington Hotel Rd Bretton Woods NH
Fully refundableReserve now, pay when you stay
$244 nightly
The price is $265 total per night from Dec 11 to Dec 12
$265 total
Dec 11 - Dec 12
Total with taxes and fees
8.6/10 Excellent! (1,008 reviews)
yes

Reviewed on Dec 1, 2025

Omni Mount Washington Resort & Spa
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
$142 nightly
The price is $155 total per night from Dec 15 to Dec 16
$155 total
Dec 15 - Dec 16
Total with taxes and fees
8.4/10 Very Good! (1,030 reviews)
Nice location to stay with children with short drive to Storyland.

Reviewed on Dec 2, 2025

North Conway Grand Hotel
Grand Summit Hotel at Attitash

Grand Summit Hotel at Attitash

3 out of 5
104 Grand Summit Road Bartlett NH
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $106 total per night from Dec 24 to Dec 25
$106 total
Dec 24 - Dec 25
Total with taxes and fees
8.4/10 Very Good! (1,000 reviews)
The room was clean and the staff was very nice. The beds were a little hard and uncomfortable but overall a nice place to stay.

Reviewed on Dec 1, 2025

Grand Summit Hotel at Attitash
See all 2,845 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.

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 $469 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.