The Best Hotels for First Time Visitors in Chatham

Where to Stay on Your First Trip to Chatham

Are you looking for a hotel for your first trip to Chatham, Massachusetts? With plenty of activities and sites, this is a great destination for first-time visitors. So if you're deciding where to stay on your first trip to Chatham, don't worry, we've got you covered. We've analyzed the hotels in Chatham to find out which are the best for first timers based on price, amenities, location, reviews, and guest ratings. In this guide, we'll be showcasing the best hotels for first-time visitors in Chatham, taking into consideration all of these important factors. Whether you're traveling solo, with family, or with friends, there's a hotel that caters to every traveler's needs to make the most of your first trip here. So, if you're visiting Chatham for the first time, the hotels below will be great options, as many of them have pools, breakfast, and plenty of comforts to help you relax. So, here they are, the best hotels in Chatham for first time visitors.

(Prices are listed in U.S. Dollars.)

Queen Anne Inn Chatham

4-star Hotel with prices starting at $419 (before taxes) - See All Prices
Great Hotel for First Time Visitors
  • Great Value: the price is lower than average for 4-star hotels.
  • Family-Friendly
  • Heated pool

Located at 70 Queen Anne Road, Queen Anne Inn Chatham has great rooms from $419 (before taxes). It offers an outdoor pool, room service, a restaurant, a fitness center, and a bar. It has a terrific 8.60 rating out of 10 from previous guests who have stayed here. Only 0.4 miles from the city center, first time visitors will especially love breakfast, golf, a free breakfast, a hot tub, and free parking at this relaxing hotel. We love the convenience of room service, and it's really nice here.

First Time Trip Hotel Amenities
  • Outdoor pool
  • Room service
  • Breakfast included
  • Free breakfast
  • Family-Friendly
More Great Amenities
  • Restaurant
  • Fitness center
  • Bar/Lounge
  • Hot tub
  • Free parking
  • Bicycle rental
  • Heated pool
  • Refrigerator


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Chatham Bars Inn

4-star Resort with prices starting at $715 (before taxes) - See All Prices
Perfect for Your First Visit to Chatham
  • High Quality: guest ratings are higher than average.
  • Beach
  • Pool

A great place to stay is Chatham Bars Inn which has nice rooms starting at $715. Offering a pool, room service, a restaurant, a fitness center, and a bar, it also has a great guest rating of 9.40 out of 10 from many previous guests. It's located at 297 Shore Road. This convenient hotel is also nice because it offers parking, child care, laundry services, a spa, and laundry facilities which visitors will enjoy. Also, it's just 0.5 miles from the city center. The restaurant serves delicious food, too.

First Time Trip Hotel Amenities
  • Pool
  • Room service
  • Parking
  • Spa
  • Beach
More Great Amenities
  • Restaurant
  • Fitness center
  • Bar/Lounge
  • Babysitting / Child Care
  • Laundry service
  • Tennis
  • Coffee shop
  • Refrigerator


Pleasant Bay Village Resort

3-star Hotel with prices starting at $304 (before taxes) - See All Prices
A Good Stay for Your First Trip
  • Great Value: the price is lower than average for first time trip hotels.
  • Beach
  • Family-Friendly
  • Heated pool

We found Pleasant Bay Village Resort to be a great place to stay, and the price starts at $304. We loved that is has an outdoor pool, room service, a restaurant, rooms with kitchens, and rooms with kitchenettes, and it also has a terrific guest rating of 8.30 out of 10 from previous guests. It's located at 1191 Orleans Road. You'll also find child care, laundry services, golf, a hot tub, and a game room which travelers will love. And this fun hotel is just 2.4 miles from the center of town. The heated pool is comfortable, relaxing, and fun for everyone. It's a great value, too, because it's less than the average price for first time trip hotels.

First Time Trip Hotel Amenities
  • Outdoor pool
  • Room service
  • Kitchen
  • Beach
  • Family-Friendly
More Great Amenities
  • Restaurant
  • Kitchenette
  • Babysitting / Child Care
  • Laundry service
  • Hot tub
  • Game room
  • Free parking
  • Table tennis
  • Family rooms
  • Heated pool
  • Microwave
  • Refrigerator
  • Playground
  • Saltwater pool


Captain's House Inn

Bed & Breakfast with prices starting at $429 (before taxes) - See All Prices
Perfect for Your First Time in Chatham
  • Great Value: the price is lower than average for 4-star hotels.
  • High Quality: guest ratings are higher than average.
  • Beach

With terrific rooms from $429, Captain's House Inn, at 369 - 377 Old Harbor Rd. Provides room service, breakfast, golf, a free breakfast, and free parking. Its terrific guest rating is 9.40 out of 10 from previous guests staying here. New visitors will really like this amazing hotel which also offers laundry facilities, family rooms, a multi-lingual staff, air-conditioning, and a refrigerator. It's located just 0.7 miles from the city center, too.

First Time Trip Hotel Amenities
  • Room service
  • Breakfast included
  • Free breakfast
  • Beach
More Great Amenities
  • Free parking
  • Family rooms
  • Refrigerator
  • Breakfast in the room
  • Luxury


The Chatham Motel

Motel with prices starting at $250 (before taxes) - See All Prices
Perfect for First-Timers
  • Great Value: the price is lower than average for 2-star hotels.
  • High Quality: guest ratings are higher than average.

The Chatham Motel has a great guest rating of 9.00 out of 10, and offers an outdoor pool, rooms with kitchenettes, free parking, air-conditioning, and a microwave. The great rooms here start at $250 before taxes and depending on the season. It can be found at 1487 Main Street. Furthermore, it also offers a refrigerator, a playground, and picnic areas, which is nice for first time visitors. Just 1.5 miles from the city center, this fantastic hotel is a terrific choice. The swimming pool is fantastic and lots of fun, too. We found the price of this hotel to be a great value because the price is less than average for first time trip hotels.

First Time Trip Hotel Amenities
  • Outdoor pool
More Great Amenities
  • Kitchenette
  • Free parking
  • Microwave
  • Refrigerator
  • Playground


Chatham Seafarer Inn

3-star Hotel with prices starting at $291 (before taxes) - See All Prices
Among the Best Places to Stay for a First Visit to Chatham
  • Great Value: the price is lower than average for 3-star hotels.

The great guest rating of Chatham Seafarer Inn is 8.50 out of 10. This place has an outdoor pool, rooms with kitchenettes, free parking, family rooms, and air-conditioning. Prices for the terrific rooms are from $291, and it's located at 2079 Main Street. We also love the a microwave, a refrigerator, and picnic areas which are great for visitors. And since it's just 2.5 miles from the center of the town, the location is great, too. It's always nice to have a kitchenette to cook some basic meals or have an easy breakfast. The price of this hotel is less than average for first time trip hotels, which makes it a great value.

First Time Trip Hotel Amenities
  • Outdoor pool
More Great Amenities
  • Kitchenette
  • Free parking
  • Family rooms
  • Microwave
  • Refrigerator


The Hawthorne

2-star Hotel with prices starting at $328 (before taxes) - See All Prices
Perfect Hotel to Make the Most of Your First Visit
  • Great Value: the price is lower than average for 2-star hotels.
  • Beach

A cool place is The Hawthorne because it has great rooms that start at $328. It has rooms with kitchens, rooms with kitchenettes, golf, free parking, and air-conditioning, it also earned a great guest rating of 8.83 out of 10 from people who have stayed here before. It's found at 196 Shore Road. Only 0.5 miles from the city center, travelers will especially love a microwave, a refrigerator, outdoor dining areas, and picnic areas at this convenient hotel. Don't forget that there's a kitchen in the room to cook your meals, too. It's also less than the average price for first time trip hotels, so it's a great value.

First Time Trip Hotel Amenities
  • Kitchen
  • Beach
More Great Amenities
  • Kitchenette
  • Free parking
  • Microwave
  • Refrigerator


Chatham Tides

Motel with prices starting at $421 (before taxes) - See All Prices
Great Hotel for First Time Visitors
  • Beach

Chatham Tides offers rooms with kitchenettes, free parking, air-conditioning, a refrigerator, and balconies which we really like. The terrific rooms here start at $421 (before taxes). It's located at 394 Pleasant Street and has earned a guest rating of 8.80/10. This fun hotel is also nice because it offers private parking, eco tourism, and picnic areas which new visitors will enjoy. Also, it's just 3.9 miles from the city center.

First Time Trip Hotel Amenities
  • Beach
More Great Amenities
  • Kitchenette
  • Free parking
  • Refrigerator


Also, take a look at the first time trip hotels in nearby destinations: Provincetown, Nantucket, Dennis Port, South Yarmouth, and Falmouth.

For more terrific hotel ideas in Nantucket, make sure you also see Best Family-Friendly Hotels in Nantucket, Best Beach Hotels in Nantucket, Best Hotels for First Time Visitors in Nantucket, Best Hotels for a Weekend Getaway in Nantucket, Best Hotels for One Week in Nantucket, Best Hotels for One Night in Nantucket, or Best Business Hotels in Nantucket.


How much do hotels for first-time visitors cost in Chatham?

Chatham Average First Time Trip Hotel Price
$395

Travelers to Chatham, Massachusetts will have a large number of terrific first time trip accommodation options with a variety of great prices. The price of first time trip hotels here can vary by amenities, dates, and the neighborhood. Based on thorough data from 8 first time trip hotels, their average price is a very reasonable $395. If you're interested in more information about hotels here, see our guide to hotel prices in Chatham.

The average prices of our suggested first time trip hotels by star rating:

  • 4-star hotels: $521
  • 3-star hotels: $298
  • 2-star hotels: $333


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