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

‹

›

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

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

Amenities

Main Street Lounge

Outdoor Heated Pool

Exercise Room

Wild Goose Tavern

Amenities

Main Street Lounge

Outdoor Heated Pool

Exercise Room

Wild Goose Tavern

Guests are happy with our service

Check us out on Instagram!

CONTACT

GIFT CERTIFICATES

STAY UPDATED