Chatham Vacations from $568

Book a Hotel + Flight or Car together to unlock savings

Photo by Robbie Martin

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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.
Cranmore Mountain Lodge Bed & Breakfast

Cranmore Mountain Lodge Bed & Breakfast

3 out of 5
Kearsarge
Price was $671, price is now $568 per person
$568
per person
Jun 12 - Jun 14
found 22 hours ago
Roundtrip flight included
Houston (HOU) to Manchester (MHT)
8.8/10 Excellent! (249 reviews)
This was such a cute little getaway spot. The property was pretty, and the food was delicious.

Reviewed on Apr 20, 2026

The Inn at Thorn Hill & Spa

The Inn at Thorn Hill & Spa

4 out of 5
Price was $841, price is now $682 per person
$682
per person
Jun 12 - Jun 14
found 22 hours ago
Roundtrip flight included
Houston (HOU) to Manchester (MHT)
9.8/10 Exceptional! (1,004 reviews)
We always enjoy our stay here. Every room has a fireplace & jacuzzi tub. A wonderful breakfast is included. We had dinner at the bar & we had nice conversation with, James, the bartender. All the staff is very friendly. We always enjoy sitting on the wrap around porch, relaxing & looking at the mountains. The inn is within walking distance to Jackson Village.

Reviewed on Apr 28, 2026

Mountain View Grand Resort & Spa

Mountain View Grand Resort & Spa

4 out of 5
Price was $744, price is now $606 per person
$606
per person
Jun 12 - Jun 14
found 22 hours ago
Roundtrip flight included
Houston (HOU) to Manchester (MHT)
8.8/10 Excellent! (1,002 reviews)
Beautiful historic hotel staff is great. Everything is as it should be.

Reviewed on Apr 22, 2026

Residence Inn by Marriott Colchester

Residence Inn by Marriott Colchester

3 out of 5
Price was $841, price is now $688 per person
$688
per person
Jun 28 - Jul 4
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Burlington (BTV)
9.4/10 Exceptional! (664 reviews)
clean room, quiet building, nice breakfast

Reviewed on Apr 19, 2026

The Inn at Round Barn Farm

The Inn at Round Barn Farm

3.5 out of 5
Price was $943, price is now $787 per person
$787
per person
Jul 2 - Jul 6
found 1 day ago
Roundtrip flight included
Houston (HOU) to Burlington (BTV)
9.4/10 Exceptional! (193 reviews)
This place was amazing, it felt so calming and nice. The area was super beautiful, the breakfast was delicious and I definitely wnjoyed playing pool with my partner in the lounge area

Reviewed on Apr 4, 2026

Don't see what you're looking for?
See all available trips from Columbus to Chatham
View all trips

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

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
$117 nightly
The price is $127 total per night from May 31 to Jun 1
$127 total
May 31 - Jun 1
Total with taxes and fees
8.4/10 Very Good! (1,054 reviews)
Children friendly

Reviewed on May 4, 2026

North Conway Grand Hotel
Hampton Inn & Suites North Conway

Hampton Inn & Suites North Conway

2.5 out of 5
1788 White Mountain Hwy North Conway NH
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $97 total per night from May 14 to May 15
$97 total
May 14 - May 15
Total with taxes and fees
8.6/10 Excellent! (1,009 reviews)
Breakfast was excellent, the staff were outstanding and the facility was super clean!

Reviewed on May 7, 2026

Hampton Inn & Suites North Conway
Omni Mount Washington Resort & Spa

Omni Mount Washington Resort & Spa

4 out of 5
310 Mt Washington Hotel Rd Bretton Woods NH
$234 nightly
The price is $254 total per night from May 14 to May 15
$254 total
May 14 - May 15
Total with taxes and fees
8.8/10 Excellent! (1,001 reviews)
Even during renovations, this is one of my and my wife's favorite places to stay. We've been there multiple times going back over the past 20 years. The hotel is beautiful inside and out. Due to the renovations we were given a room upgrade that was beautiful. Staff were very helpful and responsive. ...

Reviewed on May 4, 2026

Omni Mount Washington Resort & Spa
See all 2,951 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

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Chatham vacation package cost?
Offering excellent value package deals from $568 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.