West Chatham Vacation Packages 2026 from $686

West Chatham flight + hotel vacation packages

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

DoubleTree by Hilton Hotel Boston - Westborough

Save 100% on your flight

$686

per person

Jun 24 - Jun 30

found 11 hours ago

Roundtrip flight included

St. Petersburg (PIE) to Boston (BOS)

This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy perks like free self parking.

Nantucket Inn

$2,022

per person

Jul 22 - Jul 28

found 1 hour ago

Roundtrip non-stop flight included

Denver (DEN) to Boston (BOS)

2 outdoor tennis courts, 2 hot tubs, and an indoor pool are all featured at this smoke-free resort. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. Enjoy a meal from the restaurant and perks like free self parking and a free beach shuttle.

By the Sea Guests Bed & Breakfast & Suites

$1,253

per person

Jul 22 - Jul 28

found 1 hour ago

Roundtrip non-stop flight included

Denver (DEN) to Boston (BOS)

This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a lobby fireplace are also on offer.

Summer House Hotel

$2,326

per person

Jul 22 - Jul 28

found 1 hour ago

Roundtrip non-stop flight included

Denver (DEN) to Boston (BOS)

This hotel features a private beach and 2 restaurants. Unwind with a drink at one of the 2 bars/lounges and enjoy free perks like continental breakfast and WiFi in public areas. Enjoy the seasonal outdoor pool and unwind at the beach bar and poolside bar.

Encore Boston Harbor

Save 100% on your flight

$1,369

per person

Jun 18 - Jun 21

found 11 hours ago

Roundtrip flight included

Denver (DEN) to Boston (BOS)

This luxury hotel features a casino, a full-service spa, and a nightclub. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. Free self parking is free for guests, and you can enjoy a meal in one of the 15 restaurants.

Top West Chatham hotels deals

Margaritaville Resort Cape Cod

1225 Iyannough Rd Hyannis MA

Free Cancellation

Reserve now, pay when you stay

$219 nightly

$251 total

May 20 - May 21

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

Fairfield Inn & Suites by Marriott Cape Cod Hyannis

867 Iyannough Road Hyannis MA

Free Cancellation

Reserve now, pay when you stay

$107 nightly

$123 total

May 26 - May 27

Total with taxes and fees

This hotel features an indoor pool and a 24-hour 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

Bayside Resort Hotel

225 Route 28 West Yarmouth MA

Free Cancellation

Reserve now, pay when you stay

$143 nightly

$163 total

May 18 - May 19

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

Hyannis Travel Inn

18 North St Hyannis MA

Free Cancellation

Reserve now, pay when you stay

$90 nightly

$103 total

May 18 - May 19

Total with taxes and fees

This hotel features an outdoor pool and an indoor pool. Enjoy the hot tub and free perks like continental breakfast and free self parking. Free WiFi in public areas, a terrace, and express check-out are also on offer.

Pool

Hot Tub

Cape Sands Inn

149 Main St - RT 28 West Yarmouth MA

Free Cancellation

Reserve now, pay when you stay

$72 nightly

$82 total

May 18 - May 19

Total with taxes and fees

This motel features an indoor pool and a seasonal outdoor pool. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the picnic area. Enjoy the hot tub and perks like free self parking and free WiFi.

Pool

Hot Tub

Chatham Bars Inn

297 Shore Rd Chatham MA

$476 nightly

$545 total

May 20 - May 21

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

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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

Hardings Beach

Why not spend a carefree afternoon at Hardings Beach during your travels in West Chatham? You can enjoy the seafood restaurants while in the area.

Hardings Lighthouse

Learn about the local history of West Chatham when you take a trip to Hardings Lighthouse. Stroll along the beautiful beaches in this family-friendly area, or check out its seafood restaurants.

Frequently asked questions

How much are vacation packages to West Chatham?

Spoil yourself with a fulfilling travel experience in West Chatham with a vacation package starting at just $686. Reserving your flights, tours and hotels through Travelocity has never been so easy. What's more, our packages will leave you with extra money for loads of fun activities.

How long should my West Chatham vacation be?

Around 5 nights is the average time frame visitors spend in West Chatham. But the ideal trip length depends on how many treasured memories you want to make. Why not stay a couple of extra days and discover some off-the-beaten-path gems?

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

You'll discover an excellent range of West Chatham package deals on Travelocity. With as many as 400 air carriers and 1,000,000 worldwide properties, piecing together a dream getaway will be easy.

Why should I book my West Chatham vacation package via Travelocity?

Because we believe in crafting unforgettable vacation experiences. From flights and hotels to car rentals and activities, we put everything at your fingertips. Our customer support team is on hand 24/7 to ensure you'll never roam alone. We also offer a Price Match Guarantee, so you can lock in your getaway knowing you've landed the best deal around. If you find a lower price, we'll match it!

Can I save on my West Chatham car rental if I bundle it with hotels and flights?

Combining your hotel, flight and car into a West Chatham vacation package is a great way to score an incredible deal. Plus, having your own rental car gives you freedom to find your way to all the landmarks you can't wait to see. Sitting 75 mi away from West Chatham, Fenway Park is one attraction that should be on your itinerary. Fill up the tank and make a day trip of it.

Which airport is best for West Chatham?

Martha's Vineyard Airport (MVY) is 40 mi from downtown and is the starting point for many exciting adventures. Alternatively, Nantucket Memorial Airport (ACK) is 30 mi away from central West Chatham and Provincetown Municipal Airport (PVC) is 30 mi away from central West Chatham.

Where should I stay when visiting West Chatham?

If you're looking for somewhere to base yourself, check out the 4 Minutes to the Beach! Newly Renovated, Dog Friendly Chatham Cape Cottage. It's the top pick for many travelers.