Chatham Vacations from $373

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The Latest Chatham vacation packages

Price found within the past 48 hours. Click for updated prices.
Unscripted Durham, Part of JDV by Hyatt

Unscripted Durham, Part of JDV by Hyatt

3.5 out of 5
Downtown Durham
Save 100% on your flight
Price was $616, price is now $373 per person
$373
per person
Feb 6 - Feb 13
found 7 hours ago
Roundtrip flight included
Boston (BOS) to Raleigh (RDU)
16.4/10 Exceptional! (1,002 reviews)
The staff was courteous though the chicken progress was fairly long as they were distracted by some issues with another guests room. Our room was extremely small, much smaller than the other three rooms people in our group had but it was adequate. It could have been cleaner, there was still trash on the floor from the previous guests but overall it was comfortable. Love the location, lots of things within walking distance

Reviewed on Nov 23, 2025

Homewood Suites by Hilton Raleigh/Cary

Homewood Suites by Hilton Raleigh/Cary

3 out of 5
Save 100% on your flight
Price was $782, price is now $433 per person
$433
per person
Feb 6 - Feb 13
found 7 hours ago
Roundtrip flight included
Boston (BOS) to Raleigh (RDU)
17.2/10 Exceptional! (934 reviews)
All of the above and the desk clerk, Mel, went above and beyond to help! I appreciate the welcoming atmosphere as well.

Reviewed on Nov 24, 2025

Sheraton Imperial Hotel Raleigh-Durham Airport/RTP

Sheraton Imperial Hotel Raleigh-Durham Airport/RTP

3.5 out of 5
Save 100% on your flight
Price was $790, price is now $482 per person
$482
per person
Feb 6 - Feb 13
found 7 hours ago
Roundtrip flight included
Boston (BOS) to Raleigh (RDU)
17.2/10 Exceptional! (853 reviews)
We had a little trouble when we arrived bc they were over booked but they went above and beyond to fix the issue for my family. I really appreciate how they handled the situation. The male manager on site was very kind

Reviewed on Nov 9, 2025

Aloft Durham Downtown

Aloft Durham Downtown

3 out of 5
Downtown Durham
Save 100% on your flight
Price was $1,036, price is now $661 per person
$661
per person
Feb 6 - Feb 13
found 7 hours ago
Roundtrip flight included
Boston (BOS) to Raleigh (RDU)
18/10 Exceptional! (724 reviews)
Courteous staff, easy parking, very clean room and facilities!

Reviewed on Nov 21, 2025

Hilton Garden Inn Raleigh /Crabtree Valley

Hilton Garden Inn Raleigh /Crabtree Valley

3.5 out of 5
North Hills
Save 100% on your flight
Price was $833, price is now $534 per person
$534
per person
Feb 6 - Feb 13
found 7 hours ago
Roundtrip flight included
Boston (BOS) to Raleigh (RDU)
18.4/10 Exceptional! (1,001 reviews)
perfect stay whether you’re passing through or staying a few days

Reviewed on Nov 9, 2025

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Discover the most popular places to visit in Chatham

Tomahawk Mill Vineyard and Winery

You can enjoy a tasting or tour at Tomahawk Mill Vineyard and Winery during your travels to Chatham. Stroll along the lakeside or discover the mountain views in this relaxing area.

Tomahawk Mill Vineyard and Winery

Chatham Hotel Deals

The Holbrook Hotel

The Holbrook Hotel

2.5 out of 5
990 Main St Danville VA
Fully refundableReserve now, pay when you stay
$125 nightly
The price is $146 total per night from Dec 7 to Dec 8
$146 total
Dec 7 - Dec 8
Total with taxes and fees
9.6/10 Exceptional! (302 reviews)
Everything was great with only one suggestion, to have hand helded shower heads in all rooms and rethink the shower enclosure. I think all hotels should have hand helded shower heads because you are not always able to get a handicap accessible room. Staff was friendly and very helpful. Room was clean, ...

Reviewed on Nov 18, 2025

The Holbrook Hotel
Comfort Inn & Suites near Danville Mall

Comfort Inn & Suites near Danville Mall

2.5 out of 5
100 Tower Dr Danville VA
Fully refundableReserve now, pay when you stay
$133 nightly
The price is $155 total per night from Nov 30 to Dec 1
$155 total
Nov 30 - Dec 1
Total with taxes and fees
8.6/10 Excellent! (595 reviews)
Staff was excellent, went above and beyond to fix my screw up…Thanks!

Reviewed on Nov 19, 2025

Comfort Inn & Suites near Danville Mall
Days Inn by Wyndham Altavista

Days Inn by Wyndham Altavista

2.5 out of 5
1557 Main St Altavista VA
Fully refundableReserve now, pay when you stay
$90 nightly
The price is $100 total per night from Nov 25 to Nov 26
$100 total
Nov 25 - Nov 26
Total with taxes and fees
7.6/10 Good! (892 reviews)
Good clean room. Good value for price

Reviewed on Nov 16, 2025

Days Inn by Wyndham Altavista
See all 900 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
Population
1,500
Max Temp Winter
45ºF
Max Temp Summer
90ºF

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Frequently asked questions

How much does a Chatham vacation package cost?
You'll find cheap prices from $373 on Expedia for your Chatham escape. However, a range of factors like your choice of hotel, the season and length of stay will influence how much your vacation to Chatham costs.
What are the cheapest months to go to Chatham?
If you're looking to score a cheap Chatham vacation package, consider visiting in November, December and January. You'll generally find better rates on hotels and airfares during these months — perfect for a budget-friendly getaway.
How many days is enough for Chatham?
The ideal length of your Chatham vacation depends on what you'd like to see and do. Generally, a handful of days to a week will give you enough time to visit all the leading attractions and discover some hidden treasures along the way.
How to find the best Chatham package deals?
Start 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 tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect Chatham package deal straight away, simply change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Chatham adventure off to a flying start.
Is it cheaper to book a Chatham vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking flights and hotels separately. Better still, you can customize your Chatham escape to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Chatham?
Score fantastic discounts by booking your flights ahead of time with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for an impromptu Chatham trip.
Does Expedia offer Book Now, Pay Later Chatham vacation packages?
Jet off on your perfect escape to Chatham with our Book Now, Pay Later vacations. There's no need to scrimp and save or hold off until the next payday — we've partnered with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans let you spread the total cost over 3, 6 or 12 months. With no hidden or late payment fees, it's easy to stick to your budget and snap up bargains before they sell out.

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