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Hotels and Inns Chatham, Cape Cod, MA | Wayside Inn
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    • 391 Main Street
    • 393 Main Street
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Stay Shop Bike ride Dine Relax Have fun right in Historic Downtown Chatham

Room Options

Specials

Chatham

Weekend at the Wayside

Call us and let us help you plan your stay: 1-800-CHATHAM

Book Now!

Amenities

Main Street Lounge

A place for light fare and drinks open after hours

Outdoor Heated Pool

Soak it all in

Exercise Room

You don’t have to skip out on your routine at the Wayside

Wild Goose Tavern

Delicious food located on-site at The Wayside Inn

Amenities

Main Street Lounge

A place for light fare and drinks open after hours

Outdoor Heated Pool

Soak it all in

Exercise Room

You don’t have to skip out on your routine at the Wayside

Wild Goose Tavern

Delicious food located on-site at The Wayside Inn

Guests are happy with our service

Very nice dining experience on Cape Cod. And an institution, having been here for years.
Sam Lambert
22:58 14 Sep 18
Great location for walking around Chatham. Clean, nicely updated
Jay Wentworth
00:26 29 Oct 18
Perfect location for wedding highly recommended
erik maltby
11:47 17 Oct 18
Expensive but an excellent hotel and the suite we stayed in was spacious, very clean and an absolutely charming place to stay. It even had a small private garden
Paul Sherwood
10:30 20 Aug 18
My stay at the Wayside was AWESOME! My girlfriend and I rented bikes at a spot down the street, biked to the beach, had a delicious meal at the Wild Goose Tavern, and then grabbed drinks at the Chatham Squire right across the street. I was able to spend a full weekend in Chatham without ever needed to pull my car out of the parking lot!
Dylan Steven
17:36 06 May 19
The Wayside Inn is great! Right on main street Chatham where you can walk to nightlife, shops, and a short jaunt to the beach. Rooms were very clean and staff is professional. There is also a really great restaurant inside the Wayside Inn with awesome fish tacos and mixed drinks. Would recommend to anyone looking to stay in Chatham.
Meredith Flynn
17:28 06 May 19
Clean and comfortable!!! Cozy spot in the heart of Chatham.
Torrey Browne
18:36 21 May 19
The atmosphere and service was like nothing else on Cape Cod. Everyone from the front desk to the restaurant and bar were fabulous. They answered many questions, gave wonderful background and recommended some great things to see in Chatham. We will be back soon.
Karen Crockett
20:49 21 May 19
The atmosphere and service were like nothing else on Cape Cod. The service was impeccable as was the cleanliness of all locations, rooms, restaurant and lounge. The staff took great pride in answering questions and sharing things to do in Chatham. We will be back soon.
Karen Crockett
20:56 21 May 19
I've worked with them and stayed with them, and found their location and rooms incredible. Can't beat it.
Manxer Magyar
22:04 21 May 19
Our getaways at the Wayside Inn are always amazing and memorable! The Inn is right downtown so easy walking to all the wonderful shops and restaurants. The rooms were recently renovated and are tastefully decorated and spacious. The staff are always attentive and friendly. The adjoining restaurant The Wild Goose is delicious with great dish options- there’s plenty of local seafood, but also a variety of dishes for those that might be a bit more picky. Find yourself a seat on the deck (heat lamps are there if needed!). Always a pleasant stay at the Wayside Inn, highly recommend!
Sarah McHugh
23:07 23 May 19
Absolutely decadent place to stay with spacious rooms decorated tastefully Cape Cod. The inn sits in the center of the action smack in the middle of picturesque downtown Chatham. It is an inn that has been modernized and the junior suites on the main inn third floor are heaven with huge rooms with a small deck overlooking the park and in a quiet location. The lobby is quaint and includes the Wild Goose tavern restaurant which is an upscale establishment downstairs. The staff is friendly and welcoming and the prices well, let’s just say it’s Chatham, the fancy part of the Cape and you better bring your wallet. Highly recommend this spot if you want a luxury resort feel in the best town on Cape Cod.
Matthew Liptak
00:21 26 May 19
I love this hotel. I haven't had the privilege yet to stay in one of their rooms but from what I have seen and engaging with the staff and managers, this is the place to be if visiting Chatham. I also had the privilege of tasting something from their restaurant menu and I was hooked. Great place. Great people. Great food.
Cleveland McLeish
15:39 04 Jul 19
Best place on main street to hang out and watch people. Menu terrific. Loved my mussels app. Frozen coconut colada. Everyone agreed terrific.
Judy Jamieson
21:48 19 Aug 19
Great drinks at the bar! Unique and refreshing. The bartender was great. We loved being able to sit outside on the porch and chat as we shared a drink.
Jessi Cottrill
00:44 30 Aug 19
Great hotel. This is the place to go if you are visiting Chatham. I love the staff and the different amenities.
Cleveland McLeish
12:34 28 Nov 19
Christmas at the Wayside Inn, Chathamhas been a truly wondrous experience.My fiancé and I flew up from our home in Ft Lauderdale to announce our engagement to her family in person, in addition to spending the Christmas Holidays with them. We made arrangements to stay at the Wayside Inn for our stay.The Hotel/Inn is lovely and quant. We received a complimentary room upgrade upon our arrival and the staff was exceptional in so many ways. As many travelers know, the holidays can be a difficult time for folks in the hospitality and service industry as well as for the guest.Additionally, many hotel services that one would generally expect to receive can be a tad limited during the holiday season as management tries to balance their service staffs time between their families and their job. Suffice to say that the hotel and staff did an excellent job at providing superior and exceptional services to their guest during this holiday period. We were especially surprised to find some lovely gifts wrapped up outside of our room as we opened the door on Christmas morning. What a wonderful surprise! I have stayed at some of the finest 5 star hotels and resorts throughout the world but have never experienced the genuine warmth and feelings of belonging that we experienced by all of the service staff at the Wayside Inn during this holiday period.It truly exceeded our expectations in so many ways.As my fiancé’s family is from the general area, going forward, we will continue to book our stays at this lovely Inn/hotel. Ken and Ann
ken eberhardt
13:24 26 Dec 19
It's charming with an understated elegance and the location perfect to see and do everything in Chatham. The staff is warm, welcoming and has answers to all questions.
Tracey Goldman
22:36 17 Mar 20
Google says 3 star hotel, but it definitely deserves more than that. Staff was welcoming and inviting, Great service at their restaurant (Wild Goose Tavern), perfect location and the place was very clean. I felt very comfortable staying at the Wayside during COVID, and can't wait to go back.(I stayed back in September, 2020)
Layla Edwards
05:54 24 Feb 21
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Call us and let us help you plan your stay: 1-800-CHATHAM

BOOK NOW

Check us out on Instagram!

chathamwayside

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Mar 5

Open
Happy Employee Appreciation Day to our spectacular staff! We are so lucky to have such a great team here at the Wayside and we are looking forward to another year together!

Happy Employee Appreciation Day to our spectacular staff! We are so lucky to have such a great team here at the Wayside and we are looking forward to another year together! ...

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chathamwayside

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Mar 1

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It’s #planasolovacationday ! 
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One of our favorite things about staying in Chatham is that there really is SO much to do, no matter what kind of trip you’re taking. Whether you’re planning a family trip, a honeymoon or just a weekend (or a whole week) away for some R&R.
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Between beautiful beaches, a quaint and charming Main Street, bike shops, and amazing restaurants, Chatham has you covered. 
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So start thinking about that #solotrip this Spring and consider staying at the Chatham Wayside Inn, right in the heart of Main Street, Chatham! 
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Photo cred goes to @fullofsips and @yourwellnessbestie when they enjoyed their Chatham vacation this past Fall!

It’s #planasolovacationday !
.
One of our favorite things about staying in Chatham is that there really is SO much to do, no matter what kind of trip you’re taking. Whether you’re planning a family trip, a honeymoon or just a weekend (or a whole week) away for some R&R.
.
Between beautiful beaches, a quaint and charming Main Street, bike shops, and amazing restaurants, Chatham has you covered.
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So start thinking about that #solotrip this Spring and consider staying at the Chatham Wayside Inn, right in the heart of Main Street, Chatham!
.
Photo cred goes to @fullofsips and @yourwellnessbestie when they enjoyed their Chatham vacation this past Fall!
...

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chathamwayside

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Feb 25

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We’re happy to see the snow is melting but this view is pretty perfect even in the winter...

We’re happy to see the snow is melting but this view is pretty perfect even in the winter... ...

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chathamwayside

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Feb 23

Open
This month’s staff spotlight goes to Mark! 
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Mark has been working at the Chatham Wayside Inn for nearly 19 years. He’s there most evenings with a smile and a story and we could not ask for a more pleasant coworker.
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Mark’s favorite time of year on the Cape is the fall 🍂 and he recommends his favorite suite, room 214, for your weekends away!

This month’s staff spotlight goes to Mark!
.
Mark has been working at the Chatham Wayside Inn for nearly 19 years. He’s there most evenings with a smile and a story and we could not ask for a more pleasant coworker.
.
Mark’s favorite time of year on the Cape is the fall 🍂 and he recommends his favorite suite, room 214, for your weekends away!
...

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chathamwayside

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Feb 19

Open
There are fewer things more charming than a snowy day in Chatham...

There are fewer things more charming than a snowy day in Chatham... ...

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chathamwayside

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Feb 17

Open
One of the amazing perks of a Chatham vacation is how close we are to so many of Cape Cod’s wonders, including the National Seashore. 
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Whether you’re driving, walking, or biking 🚲 there are so many ways to enjoy and explore these natural wonders. Make yourself a list of lighthouses to see and set off and explore! 
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Here we have the Highland Lighthouse, the oldest and tallest lighthouse on Cape Cod with a beautiful viewing deck right behind it!

One of the amazing perks of a Chatham vacation is how close we are to so many of Cape Cod’s wonders, including the National Seashore.
.
Whether you’re driving, walking, or biking 🚲 there are so many ways to enjoy and explore these natural wonders. Make yourself a list of lighthouses to see and set off and explore!
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Here we have the Highland Lighthouse, the oldest and tallest lighthouse on Cape Cod with a beautiful viewing deck right behind it!
...

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chathamwayside

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Feb 14

Open
Happy Valentine’s Day! 
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The inn may be closed for the winter but we’re working hard getting ready for the upcoming season, including some romance packages for those weekend getaways 💕
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Some of our personal favorites include @chathamcandymanor chocolates with Champagne 🥂! 
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What are some of your favorite treats for a weekend trip?

Happy Valentine’s Day!
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The inn may be closed for the winter but we’re working hard getting ready for the upcoming season, including some romance packages for those weekend getaways 💕
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Some of our personal favorites include @chathamcandymanor chocolates with Champagne 🥂!
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What are some of your favorite treats for a weekend trip?
...

74 4

chathamwayside

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Feb 11

Open
Did you know that the Chatham Wayside Inn has two cottages located right on Main Street? 
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Just a short walk down the street from our hotel we have a two bedroom and a three bedroom cottage. Not only do you get the privacy and coziness of your own home when you visit Chatham, but you get all of the amenities of the inn, including access to the pool, the fitness center, and our delicious breakfast. 
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Call and ask about availability today!

Did you know that the Chatham Wayside Inn has two cottages located right on Main Street?
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Just a short walk down the street from our hotel we have a two bedroom and a three bedroom cottage. Not only do you get the privacy and coziness of your own home when you visit Chatham, but you get all of the amenities of the inn, including access to the pool, the fitness center, and our delicious breakfast.
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Call and ask about availability today!
...

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chathamwayside

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Feb 8

Open
Beautiful day in Chatham...

Beautiful day in Chatham... ...

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chathamwayside

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Feb 4

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Loving those Chatham sunsets out on the water 🌊

Loving those Chatham sunsets out on the water 🌊 ...

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chathamwayside

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Feb 1

Open
When looking for a romantic Cape Cod wedding location, look no further than the Wayside...

When looking for a romantic Cape Cod wedding location, look no further than the Wayside... ...

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chathamwayside

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Jan 30

Open
There’s no time like the present to book your summer vacation! Click the link in the bio!

There’s no time like the present to book your summer vacation! Click the link in the bio! ...

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chathamwayside

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Jan 27

Open
Wish you were here!

Wish you were here! ...

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chathamwayside

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Jan 23

Open
Chatham sunsets deliver all year long.

Chatham sunsets deliver all year long. ...

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chathamwayside

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Jan 20

Open
Winter is here and we are loving it!

Winter is here and we are loving it! ...

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chathamwayside

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Jan 18

Open
"Darkness cannot drive out darkness; only light can do that. Hate cannot drive out hate; only love can do that."- Martin Luther King Jr.

"Darkness cannot drive out darkness; only light can do that. Hate cannot drive out hate; only love can do that."- Martin Luther King Jr. ...

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chathamwayside

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Jan 16

Open
We may be closed but we never stop working! We’re always working on projects to update our property.

We may be closed but we never stop working! We’re always working on projects to update our property. ...

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chathamwayside

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Jan 14

Open
Enjoying our project days at the Wayside with some B-side coffee from @hangarbcapecod !

Enjoying our project days at the Wayside with some B-side coffee from @hangarbcapecod ! ...

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chathamwayside

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Jan 13

Open
Beauty all year long!

Beauty all year long! ...

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chathamwayside

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Jan 10

Open
Have you booked your summer vacation with us? Click the link in the bio to make it happen!

Have you booked your summer vacation with us? Click the link in the bio to make it happen! ...

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CONTACT

1-800-CHATHAM


512 Main Street, Chatham,
Cape Cod, MA 02633

GIFT CERTIFICATES

Gift certificates are available to purchase by phone. Call us at 1-800-CHATHAM

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Thank You to Our Guests for a Successful 2020 Season

We look forward to having you back in the Spring of 2021. Chatham Wayside Inn and Wild Goose Tavern will be closed until Spring.

Our reservation line is open Monday through Saturday between normal business hours, please call 1-800-CHATHAM or book here at any time.