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Chatham Wayside Inn

Property class: 4

Photo gallery for Chatham Wayside Inn

A large house with a patio area featuring outdoor furniture and a well-lit garden.
Property video
A living room with wicker furniture, a fireplace, and a staircase.
A sandy beach path with a wooden fence leading to the ocean, under a partly cloudy sky.
A garden with a pergola structure, a pathway, and a seating area.

Reviews

9.2 out of 10
Wonderful

Popular amenities

  • Pool
  • Free Wi-Fi
  • Air-conditioning
The current price is AU$339
includes taxes & fees
2 Nov - 3 Nov

Explore the area

View map
512 Main St, Chatham, MA, 02633
  • Place, Chatham Windmill
    ‪10 min walk‬
  • Place, Cape Cod Beaches
    ‪13 min walk‬
  • Place, Chatham Lighthouse Beach
    ‪16 min walk‬
  • Airport, Hyannis, MA (HYA-Barnstable Municipal)
    ‪37 min drive‬

Room options

View all photos for King

A hotel room with a large bed, a chair, a nightstand with a lamp, and a framed picture on the wall.

King

9.0 out of 10
Wonderful
(44 reviews)
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed

View all photos for Junior Suite, 1 King Bed

A spacious bedroom with a large bed, two bedside tables with lamps, a dresser, and a wardrobe.

Junior Suite, 1 King Bed

9.8 out of 10
Exceptional
(6 reviews)
  • 1 bedroom
  • Sleeps 3
  • 1 King Bed

View all photos for Queen

A hotel room with a bed, two armchairs, a dresser, and two framed pictures on the walls.

Queen

8.0 out of 10
Very good
(3 reviews)
  • 1 bedroom
  • Sleeps 2
  • 1 Queen Bed

View all photos for Deluxe Room, 1 King Bed

A bedroom with a large bed, a chair, a small table, and a green cabinet.

Deluxe Room, 1 King Bed

8.0 out of 10
Very good
(13 reviews)
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed

View all photos for Standard Room, 2 Queen Beds

A hotel room with two beds, a desk, and a television.

Standard Room, 2 Queen Beds

9.2 out of 10
Wonderful
(22 reviews)
  • 1 bedroom
  • Sleeps 4
  • 2 Queen Beds

View all photos for King Suite

A hotel room with a bed, a desk, a chair, a sofa, and a television.

King Suite

  • 1 bedroom
  • Sleeps 3
  • 1 King Bed

View all photos for Room (Hotel Choice)

A hotel room with a bed, two armchairs, a dresser, and two framed pictures on the walls.

Room (Hotel Choice)

9.2 out of 10
Wonderful
(17 reviews)
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed OR 1 Queen Bed

View all photos for Standard Room, 1 Queen Bed, Accessible (Roll-in shower)

A hotel room with a bed, two armchairs, a dresser, and two framed pictures on the walls.

Standard Room, 1 Queen Bed, Accessible (Roll-in shower)

  • 1 bedroom
  • Sleeps 2
  • 1 Queen Bed

View all photos for Standard Room, 1 King Bed, Accessible (Roll-in shower)

A neatly made bed with a patterned bedspread, two bedside lamps, and a nightstand with a phone and a lamp.

Standard Room, 1 King Bed, Accessible (Roll-in shower)

10.0 out of 10
Exceptional
(5 reviews)
  • 1 bedroom
  • Sleeps 3
  • 1 King Bed

About the area

Chatham

Chatham Wayside Inn places you steps from Mayo House and within a 10-minute stroll of Chatham Windmill. Highlights at this hotel include free continental breakfast, a restaurant and free self-parking. .The restaurant, Wild Goose Tavern, serves American cuisine and is open for breakfast, brunch, lunch and dinner. Wild Goose Bar is the hotel's own bar, serving drinks along with brunch and lunch. Enjoy the gym, seasonal outdoor swimming pool and pool loungers as well as access to free bike hire. Added amenities include free Wi-Fi in public areas and coffee/tea in a common area. Each morning free breakfast is served. .Within a 30-minute drive of this 4-property class Chatham hotel, attractions include Cape Cod Beaches and Cape Cod National Seashore.

What's nearby

  • Chatham Windmill - 10 min walk - 0.8 km
  • Chatham Seaside Links - 13 min walk - 1.1 km
  • Cape Cod Beaches - 13 min walk - 1.1 km
  • Chatham Lighthouse Beach - 16 min walk - 1.4 km
  • Chatham Fish Pier - 2 min drive - 1.5 km

Getting around

  • Hyannis Transportation Center - 28 min drive
  • Hyannis, MA (HYA-Barnstable Municipal) - 41 min drive

Restaurants

  • ‪Chatham Bars Inn - ‬12 min walk
  • ‪Cumberland Farms - ‬6 min walk
  • ‪Chatham Squire - ‬2 min walk
  • ‪Snowy Owl Coffee Espresso Bar - ‬2 min walk
  • ‪Three Fins Coffee House & Cacao Factory - ‬2 min drive

About this property

Chatham Wayside Inn

Chatham Wayside Inn offers its guests a seasonal outdoor pool, a fitness centre, and complimentary bicycles. There's a restaurant on site. You can enjoy a drink at the bar/lounge. Free breakfast is served daily. A computer station is on site, and both WiFi and wired Internet are free in public spaces.

A business centre and meeting rooms are available. A terrace, a vending machine, and multilingual staff are also featured at Chatham Wayside Inn. Self parking is free. A complete renovation of Chatham Wayside Inn was completed in January 2022.

This 4-star Chatham hotel is smoke free.

  • 56 guestrooms or units
  • 3 levels
  • 2 buildings
  • Conference rooms
  • Continental breakfast (free)
  • Poolside lounge chairs
  • Umbrellas for the pool
  • Business facilities
  • Coffee in lobby
  • Front desk (24 hours)
  • Staff members are multilingual
  • Storage area for luggage
  • Front desk safe
  • Concierge
  • Terrace
  • Garden
  • Fireplace in lobby
  • Television in lobby
  • Bellhop
  • Lift
  • No smoking on site
  • Water dispenser
  • Bar or lounge
  • Dining venue
Chatham Wayside Inn offers 56 accommodations with a safe and complimentary bottles of water. Pillowtop beds feature premium bedding. Flat-screen televisions come with cable channels. Bathrooms include baths or showers, bathrobes, designer toiletries and complimentary toiletries.

Guests can surf the web using complimentary wireless Internet access. Business-friendly amenities include telephones along with free local calls (restrictions may apply). Additionally, rooms include coffee/tea makers and a hairdryer. Hypo-allergenic bedding, change of towels and change of bedsheets can be requested. Housekeeping is provided on a daily basis.

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A pathway leading to a beach with boats in the background and a building with a tower.
Chatham Bars Inn
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  • On private beach
  • Pool
  • Spa
  • Parking included
4.6 out of 5, Wonderful, 873 reviews
The price is AU$629
includes taxes & fees
2 Nov - 3 Nov
Chatham Bars Inn

Property amenities

Internet

  • Available in all rooms: Free WiFi
  • Available in some public areas: Free WiFi and wired internet

Parking and transport

  • Free self parking on site
  • Limited on-site self parking
  • Wheelchair-accessible parking and van parking available

Food and drink

  • Free continental breakfast available daily 7:30 AM to 10:30 AM
  • A bar/lounge
  • A restaurant
  • Coffee and tea in common areas

Restaurants on site

  • Wild Goose Bar
  • Wild Goose Tavern

Things to do

  • 9-hole adjacent golf course
  • Free bicycle rentals
  • Games
  • Gym
  • Seasonal outdoor pool
  • TV in common areas

Family friendly

  • Children's games
  • Mini-fridge
  • Seasonal outdoor pool
  • Soundproofed rooms

Conveniences

  • 24-hour front desk
  • Guidebooks
  • Luggage storage
  • Safe at front desk
  • Vending machine
  • Water dispenser

Guest services

  • Change of bedsheets (on request)
  • Change of towels on request
  • Concierge services
  • Housekeeping (daily)
  • Multilingual staff
  • Porter/bellhop

Business services

  • Business centre
  • Computer station
  • Meeting rooms

Outdoors

  • Garden
  • Outdoor furniture
  • Pool loungers
  • Pool umbrellas
  • Terrace

Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • 2 accessible parking spaces
  • Braille/raised signage
  • Front entrance ramp
  • Grab bar near toilet (84 centimetre high)
  • Handrails in stairways (91 centimetre high)
  • Lever door handles
  • Lift (102 centimetre wide door)
  • Raised toilet seat (46 centimetre high)
  • Visual alarms in hallways
  • Well-lit path to entrance
  • Wheelchair accessible (may have limitations)
  • Wheelchair-accessible bathroom vanity (76 centimetre high)
  • Wheelchair-accessible gym
  • Wheelchair-accessible lounge
  • Wheelchair-accessible parking
  • Wheelchair-accessible path of travel
  • Wheelchair-accessible path to lift
  • Wheelchair-accessible pool
  • Wheelchair-accessible public bathroom
  • Wheelchair-accessible registration desk (81 centimetre high)
  • Wheelchair-accessible restaurant
  • Wheelchair-accessible van parking
  • Wheelchairs on site

More

  • 2 buildings
  • 3 floors
  • Banquet hall
  • Fireplace in lobby
  • Renovated entire property - January 2022
  • Smoking not allowed

Room amenities

Bedroom

  • Hypo-allergenic bedding
  • Pillowtop mattress
  • Premium bedding

Bathroom

  • Bathtub or shower
  • Designer toiletries
  • Dressing gowns
  • Hair dryer
  • Private bathroom
  • Toothbrush and toothpaste (on request)
  • Towels provided

Entertainment

  • Flat-screen TV with cable channels

Food and drink

  • Champagne service
  • Coffee/tea maker
  • Free bottled water
  • Limited room service
  • Mini-fridge

More

  • Air conditioning (climate-controlled)
  • Free local calls
  • Heating (climate-controlled)
  • Iron/ironing board
  • Phone
  • Safe
  • Soundproofed rooms

Policies

Check-in

Check-in start time: 4:00 PM; check-in end time: anytime
Minimum check-in age - 18

Check-out

Check-out before 11 AM

Special check-in instructions

Front desk staff will greet guests on arrival at the property
Information provided by the property may be translated using automated translation tools

Renovations and closures

The following facilities are closed seasonally each year. They will be closed from 13 October to 17 May:
  • Swimming pool

Access methods

Staffed front desk

Pets

  • No pets allowed, but service animals are welcome

Children and extra beds

  • Children are welcome.
  • Kids stay free! One child aged 12 years old or younger stays free per registered adult when using existing bedding.
  • Rollaway/extra beds are available for USD 40.0 per night.
  • Cots (infant beds) are available for USD 25.0 per night.

Payment types

  • American Express
  • Discover
  • Mastercard
  • Visa

Important information

Fees

Guests will be asked to pay the following charges at the property:

  • Destination fee: USD 43.49 per accommodation, per night.

We've listed all charges provided to us by the property.

Optional extras

The fees and deposits listed below will be charged at the time of service, check-in, or check-out.

  • Crib (infant bed) fee: USD 25.0 per night
  • Rollaway bed fee: USD 40.0 per night

This may not be a comprehensive list. Fees and deposits are subject to change and might not include tax.

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Tax ID - C0007600550
This property accepts credit cards, debit cards and cash
Cashless transactions are available
Safety features at this property include a carbon monoxide detector, a fire extinguisher and a smoke detector
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. The tax ID number is C0007600550. This property accepts Visa, Mastercard, American Express, Discover, debit cards and cash. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher and a smoke detector in all accommodation. Cashless payment methods are available for all transactions.

We should mention

  • The seasonal pool will open in June and close in September.
  • Pool access available from 8 AM to 8 PM
  • One child aged 12 years old or younger stays free per registered adult in the same room as the parent or guardian when using existing bedding.
  • Registered guests are the only ones allowed to be in guestrooms.

Property is also known as

Wayside Inn
Chatham Wayside
Chatham Wayside Inn Hotel
Chatham Wayside Inn Chatham
Chatham Wayside Inn Hotel Chatham

Frequently asked questions

Is parking available at Chatham Wayside Inn?

Yep, Chatham Wayside Inn has a free self car park.

How much does it cost to stay at Chatham Wayside Inn?

As of 26 Oct 2026, prices found for a 1-night stay for 2 adults at Chatham Wayside Inn on 2 Nov 2026 start from AU$339, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Are there any beaches close to Chatham Wayside Inn?

Yep, Chatham Wayside Inn is a short 11-minute walk from Cape Cod Beaches. Fun beach activities include fishing.

Does Chatham Wayside Inn have a pool?

Chatham Wayside Inn has a seasonal outdoor pool. Grab your bathers and lounge poolside while enjoying under the shade of an umbrella. The pool is open 8 AM to 8 PM (Seasonal outdoor pool open from June to September).

What makes Chatham Wayside Inn a romantic place to stay?

Al fresco dining and a champagne service, as well as pillowtop beds in the guestrooms, all help set the scene for a romantic weekend at Chatham Wayside Inn.

Is Chatham Wayside Inn family-friendly?

You bet! With amenities such as children's meals and free bike rentals, it's no surprise that Chatham Wayside Inn is a hit with families.

Does Chatham Wayside Inn serve breakfast?

Sure does, complimentary continental brekkie is served daily between 7:30 AM and 10:30 AM.

Is there a free airport shuttle available at Chatham Wayside Inn?

No, Chatham Wayside Inn does not offer an airport shuttle service.

Is there a bar or restaurant at Chatham Wayside Inn?

Yep, they've got a lounge bar and an onsite restaurant that serves American cuisine. Pre dinner cocktails anyone?

What time are check-in & check-out at Chatham Wayside Inn?

Check-in begins at 4:00 PM. Check-out time is 11 AM.

Are pets allowed at Chatham Wayside Inn?

No, only service animals are allowed.

Is there a golf course on site at Chatham Wayside Inn?

There is a golf course next to Chatham Wayside Inn.

Chatham Wayside Inn Reviews

Reviews

9.2

Wonderful

Rating 10 - Excellent. 567 out of 758 reviews
Rating 8 - Good. 121 out of 758 reviews
Rating 6 - Okay. 35 out of 758 reviews
Rating 4 - Poor. 22 out of 758 reviews
Rating 2 - Terrible. 13 out of 758 reviews

9.8/10

Cleanliness

9.2/10

Staff & service

9.0/10

Amenities

9.4/10

Property conditions & facilities

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very nice well kept place right in the heart of Chatham.
Stayed 2 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, property conditions & facilities
Perfect location. Nice rooms.
Stayed 3 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great place to stay on Main St in Chatham, MA
Stayed 3 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
great place to stay
Stayed 4 nights in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We had a very pleasant stay at Chatham Wayside Inn! The location is perfect, right on Main Street where you can walk to all the shops and restaurants. My kids enjoyed the pool and the complementary cookies in the lobby. We ate at the wild goose Tavern for a nice dinner. A perfect location to stay in to explore Chatham!
Stayed 1 night in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Wonderful stay in the heart of Chatham! Beautiful, clean and quiet room and a delicious complementary breakfast ! Easy parking, in room fridge and coffee machine added to our comfort.
Stayed 3 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great place! We really enjoyed our stay. Breakfast was great, we appreciated the fresh fruit.
Stayed 3 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This property was adorable and in the perfect location. The staff were helpful and kind! Could not have asked for a better stay!
Stayed 2 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, property conditions & facilities
This was not our first stay and is our location of preference, Clean, friendly and great location!!!! Consistently great experience and nice complimentary breakfast!
Stayed 2 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, property conditions & facilities
A lovely place to stay in downtown Chatham
Stayed 1 night in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, property conditions & facilities
A lovely place to stay in downtown Chatham
Stayed 1 night in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Every summer we came to this hotel, Never disappointed. It is in the center of Chatham, with 40 minutes driving to the Provincetown. There are several nice restaurants nearby. Very convenient.
Stayed 3 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great location in the middle of the Cape. Walk to restaurants and shopping in Chatham from the front door. In house restaurant was great. The staff was welcoming and helpful. I highly recommend staying here!
Stayed 7 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great place to spend a winter weekend!
Stayed 2 nights in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, amenities, property conditions & facilities
Yes, lovely place to stay.
Stayed 1 night in Dec 2025
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Room was spacious and comfortable.
Stayed 2 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, property conditions & facilities
Very welcoming staff, clean space, terrific location.
Stayed 1 night in Mar 2026
Verified review

10/10 Excellent

We had a very relaxing stay. The breakfast was great and liked that it varied a little every day. The staff was very courteous. Everything from the room to the pool and fitness center were very clean!
Stayed 3 nights in May 2026
Verified review

8/10 Good

Liked: Cleanliness, amenities, property conditions & facilities
Clean place
Stayed 4 nights in Jun 2026
Verified review

8/10 Good

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Beautiful hotel with very convenient location on main street. Only downside was paying extra for a pack n play and the upgrade to a balcony was not worth it- no view. Wish the pool area was a little nicer. Otherwise would recommend for the spacious king room, restaurant, and location. Very accommodating staff!
Stayed 2 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Our stay at the Chatham Wayside Inn was a very pleasant 5-night stay. The staff was friendly and the king room we had was very clean and well appointed. They have a continental breakfast, which does include scrambled eggs and a nice variety of breads and muffins. The fresh fruit was also amazing! There is a beautiful bar within the main building, The Wild Goose. Overall, excellent service and very nice staff and the cleanliness who’s top-notch.
Stayed 5 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
My mother, daughter and I enjoyed staying here. Beautiful, centrally located property and extremely well maintained. We enjoyed strolling main street shops, snacking on the complimentary cookies in the lobby, and dining in the restaurant (including a delicious free breakfast). Would recommend.
Stayed 3 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Hotel was great from the room to Goose Tavern Restaurant! Room was spacious and comfortable with all conveniences. Daily continental breakfast was very good! Staff was very friendly and helpful! Pool was much smaller than expected. Location was perfect for walking in Chatham. Easy drive to Ferry to Martha’s Vineyard and Nantucket. Would definitely recommend and stay again!
Stayed 4 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Loved the onsite restaurant, the Wild Goose Tavern. Very helpful with our extra request. And the location can't be beat - thanks!
Stayed 2 nights in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Rooms cleaned every day ! Continental breakfast included. Nice restaurant and well stocked bar . Front desk very helpful
Stayed 3 nights in May 2026