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Chatham flight + hotel packages

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Mandarin Oriental, Boston

Mandarin Oriental, Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Jul. 12 - Jul. 15
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
Stay at this 5-star luxury hotel in Boston. Enjoy a full-service spa, breakfast (surcharge), and 24-hour room service. Our guests praise the room service in our reviews. Popular attractions Copley Square and Fenway Park are located nearby.
YOTEL Boston

YOTEL Boston

4 out of 5
Seaport District
Save 100% on your flight
per person
Aug. 5 - Aug. 9
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
Stay at this 4-star hotel in Boston. Enjoy free WiFi, 2 bars/lounges, and a rooftop terrace. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions New England Aquarium and Faneuil Hall Marketplace are located nearby.
Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Aug. 5 - Aug. 9
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
Stay at this 5-star luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and 2 restaurants. Popular attractions Copley Square and Boston Common are located nearby.
The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
per person
Aug. 5 - Aug. 9
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
Stay at this 4-star hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Boston Common and TD Garden are located nearby.
Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
Save 100% on your flight
per person
Aug. 5 - Aug. 9
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
Book a stay at this eco-certified hotel in Boston. Enjoy a rooftop terrace, breakfast (surcharge), and room service. Our guests praise the restaurant and the bar in our reviews. Popular attractions Copley Square and Boston Common are located nearby.

Top Chatham hotels deals

Chatham Bars Inn

Chatham Bars Inn

5 out of 5
297 Shore Rd, Chatham, MA
The price is CA $511 per night
CA $511
per night
May 12 - May 13
Book a stay at this luxury resort in Chatham. Enjoy free WiFi, an outdoor pool, and a full-service spa. Our guests praise the property condition in our reviews. Popular attractions Chatham Seaside Links and Chatham Fish Pier are located nearby.
Spa
Breakfast available
Chatham Wayside Inn

Chatham Wayside Inn

3.5 out of 5
512 Main St, Chatham, MA
The price is CA $299 per night
CA $299
per night
May 12 - May 13
Stay at this 3.5-star golf hotel in Chatham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Mayo House and Gallery Antonia are located nearby.
Breakfast included
Pool
Chatham Seafarer Inn

Chatham Seafarer Inn

3.5 out of 5
2079 Main St, Chatham, MA
The price is CA $234 per night
CA $234
per night
May 12 - May 13
Stay at this hotel in Chatham. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Cockle Cove Beach and Ridgevale Beach are located nearby.
Bayside Resort Hotel

Bayside Resort Hotel

3 out of 5
225 Route 28, West Yarmouth, MA
Free cancellation
Reserve now, pay when you stay
The price is CA $191 per night
CA $191
per night
May 12 - May 13
Stay at this 3-star beach hotel in West Yarmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Cape Cod Inflatable Park and Hyannis Harbor are located nearby.
Hot tub
Breakfast included
Fairfield Inn & Suites by Marriott Cape Cod Hyannis

Fairfield Inn & Suites by Marriott Cape Cod Hyannis

2.5 out of 5
867 Iyannough Road, Hyannis, MA
Free cancellation
Reserve now, pay when you stay
The price is CA $201 per night
CA $201
per night
May 27 - May 28
Book a stay at this business-friendly hotel in Hyannis. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Cape Codder Water Park and Cape Cod Melody Tent are located nearby.
Breakfast included
Pool
Cape Sands Inn

Cape Sands Inn

2.5 out of 5
149 Main St - RT 28, West Yarmouth, MA
Free cancellation
Reserve now, pay when you stay
The price is CA $106 per night
CA $106
per night
May 15 - May 16
Book a stay at this family-friendly motel in West Yarmouth. Enjoy free parking, an outdoor pool, and a sauna. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Hyannis Harbor and Cape Cod Inflatable Park are located nearby.
Hot tub
Pool
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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.

Popular places to visit

Image for Chatham Lighthouse

Chatham Lighthouse

Learn about the local history of Chatham when you spend time at Chatham Lighthouse. Wander the beautiful beaches and seaside in this trendy area.

Chatham Lighthouse
Image for Chatham Fish Pier

Chatham Fish Pier

Explore the waterfront in Chatham with a trip to Chatham Fish Pier. Wander the beautiful beaches and seaside in the area.

Chatham Fish Pier
Image for Chatham Windmill

Chatham Windmill

You can learn about the history of Chatham with a visit to Chatham Windmill. Stroll along the beautiful beaches in this trendy area, or check out its seafood restaurants.

Chatham Windmill

Chatham Vacations

If you're vacationing in Chatham and you don't know a lot about it, there's no need to stress — we can give you a hand!

To help get you oriented, Chatham is 75 miles (121 kilometers) to the southeast of the well-known city of Boston.

This part of Cape Cod boasts a population of around 1,000 people, some of whom will surely be willing to offer you some exciting travel tips.

Places to visit in Chatham

For many years, Chatham Lighthouse has reliably shown lost vessels the way through the storm. Head over to this proud tower and learn its stories. Want some more options? Kite flying by the seaside is something the whole family can get involved in. If it's a windy day, why not try to launch one at Cockle Cove Beach? And that's not all. Drop by Hardings Lighthouse, an endearing tower whose beam has led vessels through howling winds and crashing waves for years on end.

Where do you fly into for Chatham?

Get ready for some unforgettable experiences in Chatham. Once you've wandered out of Barnstable Municipal Airport (HYA), the center of town will be 17 miles (27 kilometers) away.

Frequently asked questions

How much are vacation packages to Chatham?
You can land an awesome flight + hotel bundle for a mere CA $1,227. With one of our Travelocity vacation packages, a visit to Chatham has never looked more irresistible! Save both time and money and then start packing that suitcase.
How long should my Chatham vacation be?
Generally, 2 nights is what most travelers book for their Chatham trip. That’s a great guide, but there’s plenty more to discover if you give yourself a few extra days.
Where can I get the best vacation package deals for Chatham?
No matter what you enjoy doing, Travelocity can help you score an unbeatable Chatham package deal. All you have to do is select a combination from our 400 partner airlines and 665,000 worldwide properties.
Why should I book my Chatham vacation bundle with Travelocity?
Whether you’re in search of the ultimate unplugged vacation or you crave the hustle and bustle of the big city, booking everything with Travelocity saves you time, hassle and money. No need to scour through hundreds of different websites for the best deal — our Price Match Guarantee ensures you’ll never be out of pocket, and our team of customer service experts are available 24/7 should you need them.
Can I save on my Chatham car rental if I book it with my hotel or flight?
With a Chatham vacation package, you can bundle your hotel, flight and car bookings and save a nice amount. If you’re in the mood to uncover the best of this wonderful location, why not make tracks to Fenway Park? This must-see sight is 121 kilometersfrom Chatham. With a rental car, you’ll be there in a flash.
What is the best time of year to go to Chatham?
Go on vacation in and spend more of your money on experiences, not your hotel. This is the most affordable month to arrange your stay. Prices are at their most expensive in , so avoid this time if you’re eager to save. are the busiest months in Chatham. You’ll need to book well in advance and be prepared to pay more. are when things are at their quietest.
Which airport is best for Chatham?
Nantucket, MA (ACK-Nantucket Memorial) is one of the top airports for Chatham. You’ll find it 50 kilometerssouth of the bustling downtown area. Other options available to you are Vineyard Haven, MA (MVY-Martha’s Vineyard) (64 kilometersaway from central Chatham) and Hyannis, MA (HYA-Barnstable Municipal) (26 kilometersaway from central Chatham).
What is there to do in Chatham?
Chatham Lighthouse Beach is one of the awesome sights that make Chatham such a tourist hot spot. But give yourself enough time to roam its lesser-known attractions too. This is often where the best memories are created.
Where should I stay when visiting Chatham?
Experience a world of luxury when you stay at the Chatham Bars Inn (4.0 stars) or the Queen Anne Inn (4.0 stars). Regular visitors to Chatham recommend these quality options.
Can I go on vacation to Chatham at this time?
Get all the info you should know about quarantine policies and travel restrictions ahead of your journey to Chatham. Our Covid-19 Travel Advisor is full of useful advice to help make your vacation smooth and hassle-free.