Chatham Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    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.

Top Chatham Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Green Mountain Inn

Green Mountain Inn

3.5 out of 5
per person
Jun. 13 - Jun. 16
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Burlington (BTV)
9.4/10 Exceptional! (1,003 reviews)
This is a nice spot in the town of Stowe - convenient for walking to restaurants and the Stowe path. The people are nice and the bar/restaurant quite decent.

Reviewed on Mar. 26, 2025

Holiday Inn Express Durham by IHG

Holiday Inn Express Durham by IHG

2.5 out of 5
per person
May 3 - May 10
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Manchester (MHT)
8.6/10 Excellent! (831 reviews)
Great location for visiting UNH. Room was clean, bed was comfortable, check in and out was quick and easy.

Reviewed on Mar. 31, 2025

Hollow Inn and Motel

Hollow Inn and Motel

2 out of 5
per person
Jun. 13 - Jun. 16
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Burlington (BTV)
7.4/10 Good! (887 reviews)
Looks like this place is undergoing some upgrades which is good, it needs it. Loved that is was old fashioned, the room was quite clean but could use some cosmetic upgrades. Area was very quiet and so was the inn. WiFi was pretty bad, kept going in and out which made it hard to look up things around the area. I would not visit this town again as it was not what I was expecting. It looked like it was stuck in the late 80s to early 90s. Very expensive town. The Inn itself I can’t complain too much about. The room doors were hard to open and I couldn’t find the fitness center they advertised.

Reviewed on Mar. 21, 2025

Outbound Stowe

Outbound Stowe

3.5 out of 5
per person
Jun. 13 - Jun. 16
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Burlington (BTV)
9/10 Wonderful! (111 reviews)
Beautiful facility with high quality furnitures and friendly staff. Free EV charger

Reviewed on Mar. 31, 2025

Club Wyndham Smugglers’ Notch Vermont

Club Wyndham Smugglers’ Notch Vermont

3.5 out of 5
per person
Jun. 13 - Jun. 16
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Burlington (BTV)
8.4/10 Very Good! (167 reviews)
Check in was super easy, and open late (which was convenient for us). Staff was excellent, and that goes for everyone we encountered at the resort. Our condo was very clean, comfortable, and stocked with everything we needed. We will definitely be coming back...!!!

Reviewed on Mar. 28, 2025

Ready to book your vacation to Chatham?

 

Choose your dates

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
The price is CA $253 per night from Apr. 14 to Apr. 15
CA $253
CA $344 total
includes taxes & fees
Apr 14 - Apr 15
8.4/10 Very Good! (1,000 reviews)
"The hotel was absolutely beautiful. Clean and comfortable. Staff was very polite and friendly. The only issue I had was the food. It was very expensive and just very disappointing. They could do so much better. I will definitely be back, but I will travel off site and eat elsewhere."

Reviewed on Mar. 20, 2025

Omni Mount Washington Resort & Spa
Green Granite Inn, Ascend Hotel Collection
Green Granite Inn, Ascend Hotel Collection
2.5 out of 5
1515 White Mountain Hwy, North Conway, NH
Fully refundableReserve now, pay when you stay
The price is CA $66 per night from Apr. 9 to Apr. 10
CA $66
CA $72 total
includes taxes & fees
Apr 9 - Apr 10
7/10 Good! (1,195 reviews)
"Nice place , quiet and clean... Affordable and a decent breakfast."

Reviewed on Mar. 31, 2025

Green Granite Inn, Ascend Hotel Collection
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
The price is CA $175 per night from Apr. 13 to Apr. 14
CA $175
CA $224 total
includes taxes & fees
Apr 13 - Apr 14
8.2/10 Very Good! (1,000 reviews)
"friendly staff, great deal"

Reviewed on Mar. 27, 2025

North Conway Grand Hotel
See all 2,775 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Chatham vacation package cost?
Offering excellent value package deals from CA $1,139 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?
You can typically find lower rates and greater availability in January, February and March. Check out our cheap Chatham vacation packages and you could score some excellent off-season deals.
How many days is enough for Chatham?
The ideal duration for your Chatham vacation depends on what you’d like to see and do. Generally, a few days to a week will give you enough time to check out all the main attractions and explore some hidden gems along the way.
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.
How to plan a trip to Chatham?

  1. Pick the right time to travel: Your schedule, favorite season and the type of weather you enjoy can all influence your decision on when to visit Chatham.
  2. Plan your budget wisely: In addition to the price of your stay, you should factor in other expenses. These include transportation, food and flights. Also, set aside a little extra for unexpected costs that could arise during your trip to Chatham.
  3. Decide how long to go for: Now that you’re up to speed on Chatham, you can work out the perfect length of your vacation. Create a rough plan and allocate enough time to cover everything you want to do.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. Now all that’s left is to choose a Chatham vacation package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.