South Chatham Vacation Packages 2026 from $519

South Chatham flight + hotel vacation packages

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

Boston Lodge and Suites

Dorchester

Save 100% on your flight

$519

per person

Feb 25 - Feb 28

found 1 day ago

Roundtrip non-stop flight included

Minneapolis (MSP) to Boston (BOS)

Free WiFi in public areas, a terrace, and a garden are available at this hotel. Families will appreciate the playground, onsite laundry facilities, and in-room childcare. A hair salon, a picnic area, and express check-out are also on offer.

The Inn at Hastings Park, Relais & Chateaux - Boston

Save 100% on your flight

$885

per person

Mar 13 - Mar 18

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Boston (BOS)

A restaurant and a bar/lounge are featured at this hotel. A terrace, limo/town car service, and a snack bar/deli are also on offer.

Raffles Boston

Back Bay

Save 100% on your flight

$1,253

per person

Mar 13 - Mar 18

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Boston (BOS)

A full-service spa, 3 restaurants, and an indoor pool are all featured at this luxury hotel. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. You'll appreciate the 24-hour gym, bar/lounge, and rooftop terrace.

Fairmont Copley Plaza, Boston

Back Bay

Save 100% on your flight

$997

per person

Mar 13 - Mar 18

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Boston (BOS)

This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. There's a rooftop terrace on site, and laundry facilities and concierge services are also offered.

Hotel AKA Back Bay

Back Bay

Save 100% on your flight

$938

per person

Mar 13 - Mar 18

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Boston (BOS)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A grocery/convenience store, a lobby fireplace, and express check-out are also on offer.

Top South Chatham hotels deals

Chatham Tides

394 Pleasant St South Chatham MA

Get rates

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a picnic area, and a computer station are also on offer.

Parking included

Free WiFi

Fairfield Inn & Suites by Marriott Cape Cod Hyannis

867 Iyannough Road Hyannis MA

$116 nightly

$133 total

Jan 28 - Jan 29

Total with taxes and fees

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the free continental breakfast each morning.

Pool

Breakfast included

Margaritaville Resort Cape Cod

1225 Iyannough Rd Hyannis MA

Free Cancellation

Reserve now, pay when you stay

$177 nightly

$202 total

Feb 1 - Feb 2

Total with taxes and fees

This smoke-free resort features a full-service spa, a water park, and 2 restaurants. There's fun for all ages with a lazy river and a children's pool, and families will appreciate the onsite laundry facilities. Enjoy the outdoor pool and perks like free self parking and free WiFi.

Pool

Hot Tub

Chatham Bars Inn

297 Shore Rd Chatham MA

$364 nightly

$417 total

Jan 14 - Jan 15

Total with taxes and fees

A private beach, a full-service spa, and 3 outdoor tennis courts are all featured at this luxury resort. Relax with beach cabanas and sun loungers, and cool off with a drink at the beachside bar. Enjoy the gym and perks like free valet parking and a free beach shuttle.

On private beach

Pool

Bayside Resort Hotel

225 Route 28 West Yarmouth MA

Free Cancellation

Reserve now, pay when you stay

$109 nightly

$125 total

Jan 13 - Jan 14

Total with taxes and fees

This hotel features 2 poolside bars, 2 bars/lounges, and an indoor pool. Enjoy the gym and free perks like buffet breakfast and free self parking. There's a seasonal outdoor pool on site, and a 24-hour front desk and a terrace are also provided.

Pool

Hot Tub

The Corsair & Cross Rip Oceanfront Resort

41 Chase Ave Dennis Port MA

Get rates

This hotel's private beach, 2 outdoor pools, and 2 hot tubs are some of the highlights. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. Enjoy the indoor pool and perks like free self parking and free WiFi.

On private beach

Pool

Don't see what you're looking for?

See all available properties in South Chatham

View all properties

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

Forest Beach

Why not spend a lazy afternoon at Forest Beach during your trip to South Chatham? While you're in the area, stroll along the beaches.

Chatham Chamber of Commerce

After visiting Chatham Chamber of Commerce, make a plan to see the other sights and activities in South Chatham. Wander the beautiful beaches and seaside in this family-friendly area.

Frequently asked questions

How much are vacation packages to South Chatham?

Adventure calls in South Chatham, with Travelocity vacation packages from as low as $519. Providing both flights and hotels, these terrific deals are an easy way to explore more of our wonderful planet.

Where can I get the best vacation package deals for South Chatham?

Travelocity has everything you need to score an awesome South Chatham package deal. Choose from as many as 400 air carriers and 1,000,000 properties worldwide and put together a vacation package that suits your style. With almost endless choice, it's easy to plan your next big adventure.

Why should I purchase my South Chatham vacation package via Travelocity?

Travel is all about making cherished memories and leaving all your troubles behind — which is why we have a professional team of customer service experts available round-the-clock should you need them. On top of that, our Price Match Guarantee ensures you'll always get the best deal available on our huge range of destinations. So what are you waiting for? There's no time like the present to secure the vacation you've always dreamed of.

Can I save money on my South Chatham car rental if I book it with a hotel or flight?

Most definitely — and booking one of our South Chatham vacation packages is the simplest way to go about this. Bundle any combination of a hotel, flight, car and tour and enjoy terrific discounts. The more you book, the more you save. There are loads of famous sights around South Chatham that are worth a road trip, including Fenway Park (70 mi from South Chatham). Nothing beats exploring places like this with the freedom of your own set of wheels.

What is there to do in South Chatham?

As you're ambling around South Chatham, be sure to drop by Forest Beach and Chatham Chamber of Commerce. Don't worry, you won't be bored here!