West Chatham Vacations

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West Chatham Flight + Hotel packages

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

Arcadian Hotel

Coolidge Corner
$853
per person
Nov 4 - Nov 8
found 1 day ago
Roundtrip flight included
St. Louis (STL) to Boston (BOS)
Stay at this hotel in Brookline. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Fenway Park and Harvard Square are located nearby.
It would be even better if a wider variety of breakfast options were available.

Reviewed on Sep 22, 2026

Boston Harbor Hotel

Boston Harbor Hotel

North End
Save 100% on your flight
$1,620
per person
Nov 4 - Nov 8
found 1 day ago
Roundtrip flight included
St. Louis (STL) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a marina, and breakfast (surcharge). Our guests praise the helpful staff and the room service in our reviews. Popular attractions New England Aquarium and Faneuil Hall Marketplace are located nearby.
Great hotel at a terrific site. The North End restaurants and Faneuil Hall are both at walkable distances. Everywhere we were in the Hotel there was always a staff member asking if we needed help. We loved out stay at the Boston Harbor Hotel.

Reviewed on Sep 22, 2026

Raffles Boston

Raffles Boston

Back Bay
Save 100% on your flight
$1,571
per person
Nov 4 - Nov 8
found 1 day ago
Roundtrip flight included
St. Louis (STL) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Copley Square and Boston Common are located nearby.
The room is beautiful, minimalist, luxurious, and extremely comfortable. In my opinion, it’s perfect for a solo traveler or, especially, for a couple. Since the room is on the smaller side, I personally wouldn’t consider it ideal for families traveling with children. For a romantic getaway, however, it was absolutely perfect. One of the highlights is having an incredible and highly sought-after restaurant right inside the building. The dining experience was exceptional — the food was impeccable, the atmosphere was beautiful, and it truly added another level to our stay. I highly recommend making the restaurant part of the experience. To make our stay even more special, I hired a local company, Our Love Box (@ourlovebox on Instagram), to create a romantic surprise in the room. I ordered a gorgeous bouquet of 100 roses along with a full romantic room setup, and the result was absolutely stunning. What impressed me even more was how seamless everything was. They handled the entire setup and came back the following day to remove all of the decorations. Once they were finished, you couldn’t even tell there had been a setup in the room — everything was left exactly as it was before. Overall, the entire experience was incredible. Between the luxurious and comfortable room, the exceptional dining experience, and the romantic setup, it was truly memorable. I highly recommend this experience for couples celebrating an anniversary, birthday, proposal, or simply looking for a special

Reviewed on Sep 21, 2026

The Colonnade Hotel Back Bay

The Colonnade Hotel Back Bay

Back Bay
Save 100% on your flight
$1,429
per person
Nov 4 - Nov 8
found 1 day ago
Roundtrip flight included
St. Louis (STL) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the pool and the restaurant in our reviews. Popular attractions Copley Square and Fenway Park are located nearby.
Encore Boston Harbor

Encore Boston Harbor

$1,195
per person
Nov 4 - Nov 8
found 1 day ago
Roundtrip flight included
St. Louis (STL) to Boston (BOS)
Book a stay at this luxury hotel in Everett. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Encore Boston Harbor and TD Garden are located nearby.
Great

Reviewed on Sep 23, 2026

YOTEL Boston

YOTEL Boston

Seaport District
$1,435
per person
Nov 4 - Nov 8
found 1 day ago
Roundtrip flight included
St. Louis (STL) to Boston (BOS)
Stay at this hotel in Boston. Enjoy free WiFi, 2 bars/lounges, and a rooftop terrace. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions New England Aquarium and Faneuil Hall Marketplace are located nearby.
If you stay with them you cannot bring beer to your room. You will have to drink it in the street or save it until you check in. If they find out you bring outside alcoholic drink they will search your belongings. Besides that property is clean. Room are extremely small.

Reviewed on Sep 23, 2026

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West Chatham Vacation Packages

Hoping to save some money and some time on your upcoming holiday to West Chatham? The AARP Travel Center Powered by Expedia® can help you do both. We're here to book everything you'll need to make your West Chatham trip one to remember. Our Travel Center is a one-stop shop where you can put together the best West Chatham vacation package for you. We have an amazing selection of flights and lodgings, and local activities to pull from.

Hotels in West Chatham

With 4975 hotels and resorts in West Chatham to choose from, you are bound to find one that meets your needs.

From West Chatham hotels with swimming pools and on-site restaurants, to boutique accommodations that add all the thoughtful amenities, you'll get a hotel here that will make your trip one to remember. With AARP Travel Center's West Chatham hotel packages, you not only get a great rate on your flight, but also a wonderful place to stay.

Things to do in West Chatham

West Chatham is the ideal spot when you have to a break from it all. With only around 1,352 people here, this small town is good for a quite vacation. Many travelers come to enjoy West Chatham's pleasant summers and the coast a short drive away.

Looking for more? Then Check out AARP Travel Center's "Things to Do" Page.

Package Your West Chatham Vacation and Save

With so much going on in West Chatham, you'll be wanting to plan your itinerary, not spending time to finding the cheapest hotel. The AARP Travel Center Powered by Expedia® allows you to easily reserve all you need, and save a little money at the same time. You can coordinate your whole holiday, including things to do in West Chatham from just one place. So what are you waiting for? Bundle today and save!

Top Hotel Deals

Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

1225 Iyannough Rd Hyannis MA
26.54 km from city center
Book a stay at this spa resort in Hyannis. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the clean rooms in our reviews. Popular attractions ...
Bayside Resort Hotel

Bayside Resort Hotel

225 Route 28 West Yarmouth MA
22.2 km from city center
Book a stay at this beach hotel in West Yarmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection

135 Route 28 West Yarmouth MA
22.64 km from city center
Book a stay at this beach hotel in West Yarmouth. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the restaurant in our reviews. ...
Holiday Inn Express Hyannis Cape Cod by IHG

Holiday Inn Express Hyannis Cape Cod by IHG

1470 Iyannough Road Hyannis MA
27.01 km from city center
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 pool in our ...
Lighthouse Inn

Lighthouse Inn

1 Lighthouse Inn Rd West Dennis MA
15.16 km from city center
Book a stay at this beach hotel in West Dennis. Enjoy free WiFi, free parking, and private plunge pools. Our guests praise the helpful staff in our reviews. ...
The Villages at Ocean Edge

The Villages at Ocean Edge

One Villages Drive Brewster MA
11.03 km from city center
Book a stay at this beach resort in Brewster. Enjoy 3 outdoor pools, a full-service spa, and 3 restaurants. Our guests praise the helpful staff in our reviews. ...
Holiday Hill Inn & Suites

Holiday Hill Inn & Suites

352 Main Street Dennis Port MA
12.04 km from city center
Book a stay at this family-friendly motel in Dennis Port. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean ...
Chatham Bars Inn

Chatham Bars Inn

297 Shore Rd Chatham MA
3.31 km from city center
Book a stay at this luxury resort in Chatham. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the property condition ...
Hyannis Harbor Hotel

Hyannis Harbor Hotel

213 Ocean St Hyannis MA
24.29 km from city center
Book a stay at this business-friendly hotel in Hyannis. Enjoy free WiFi, an outdoor pool, and parking (surcharge). Our guests praise the helpful staff in our ...
Hyannis Travel Inn

Hyannis Travel Inn

18 North St Hyannis MA
24.51 km from city center
Stay at this hotel in Hyannis. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
Sunbird Cape Cod Resort

Sunbird Cape Cod Resort

216 Main St West Yarmouth MA
22.17 km from city center
Stay at this hotel in West Yarmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
Freebird Motor Lodge by Reverie Boutique Collection

Freebird Motor Lodge by Reverie Boutique Collection

553 Main Street West Yarmouth MA
20.38 km from city center
Book a stay at this business-friendly motel in West Yarmouth. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the helpful ...
Riviera Beach Resort

Riviera Beach Resort

327 South Shore Drive South Yarmouth MA
17.98 km from city center
Book a stay at this beach hotel in South Yarmouth. Enjoy free WiFi, an outdoor pool, and a private beach. Our guests praise the helpful staff and the clean rooms ...
The Mariner Resort Cape Cod by The Red Collection

The Mariner Resort Cape Cod by The Red Collection

573 Main Street (Route 28) West Yarmouth MA
20.32 km from city center
Book a stay at this family-friendly hotel in West Yarmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Cape Sands Inn

Cape Sands Inn

149 Main St - RT 28 West Yarmouth MA
22.54 km from city center
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 ...
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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.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

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