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Litchfield Vacation Packages

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Litchfield Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Pier 7 Condominiums

Pier 7 Condominiums

2 out of 5
Price was $703, price is now $483 per person
$483
per person
Oct 19 - Oct 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Stay at this hotel in South Yarmouth. Enjoy free WiFi, free parking, and a picnic area. Popular attractions Cape Cod Inflatable Park and West Dennis Beach are located nearby.
The room was clean, I loved the kitchenette! The area was nice!

Reviewed on Jul 13, 2026

Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Price was $1,416, price is now $604 per person
$604
per person
Oct 16 - Oct 20
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this family-friendly hotel in Boston. Enjoy free WiFi, a garden, and dry cleaning or laundry services. Our guests praise the property condition in our reviews. Popular attractions Copley Square and Boston Common are located nearby.
Parking was not easy. It was advertised as free parming and the explanation made it seem simple enough but finding free street parking in the area is not easy and you co stantly have to move your vehicles.

Reviewed on May 19, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
Save 100% on your flight
Price was $2,178, price is now $1,314 per person
$1,314
per person
Sep 4 - Sep 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.

Sesuit Harbor House

Sesuit Harbor House

3 out of 5
Save 100% on your flight
Price was $1,004, price is now $658 per person
$658
per person
Oct 19 - Oct 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Stay at this hotel in Dennis. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Mayflower Beach and Ocean Edge Golf Club are located nearby.
Had a pleasant stay! Owner is very helpful!

Reviewed on Jul 25, 2026

The Cove at Yarmouth by Westgate Resorts

The Cove at Yarmouth by Westgate Resorts

3 out of 5
Save 100% on your flight
Price was $854, price is now $574 per person
$574
per person
Oct 19 - Oct 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this spa aparthotel in West Yarmouth. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Hyannis Harbor and Cape Cod Inflatable Park are located nearby.
P Indoor pool and hot tub loved and the outdoor Shack was great

Reviewed on Jun 8, 2026

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

3 out of 5
Save 100% on your flight
Price was $6,428, price is now $4,384 per person
$4,384
per person
Aug 26 - Sep 1
found 19 hours ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
Book a stay at this beach guesthouse in East Wareham. Enjoy free WiFi, a private beach, and free bicycles on site. Popular attractions Water Wizz and Onset Bay Center - Buzzards Bay Coalition are located nearby.
It was an amazing relaxing place. Very family friendly

Reviewed on Jul 12, 2026

The Village of Loon Mountain Fixed Rooms

The Village of Loon Mountain Fixed Rooms

2 out of 5
Save 100% on your flight
Price was $1,150, price is now $794 per person
$794
per person
Oct 15 - Oct 19
found 2 hours ago
Roundtrip non-stop flight included
Kansas City (MCI) to Manchester (MHT)
Stay at this aparthotel in Lincoln. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Loon Mountain Resort and Loon Mountain are located nearby.
There was not adequate parking. The indoor and outdoor pools were freezing with the exception of one, but that one was loaded with children. The paint was peeling everywhere. There were much needed repairs visible in the room, as well as in the pool area. The hotel only allowed one pool towel. The room had a fireplace that did not work and a toaster that also did not work. We would never recommend this place.

Reviewed on Jul 22, 2026

The Charles Hotel

The Charles Hotel

5 out of 5
Save 100% on your flight
Price was $2,814, price is now $1,943 per person
$1,943
per person
Sep 12 - Sep 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this luxury hotel in Cambridge. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Harvard Square and Fenway Park are located nearby.

Litchfield Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was $1,416, price is now $604 per person
$604
per person
Oct 16 - Oct 20
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $2,178, price is now $1,314 per person
$1,314
per person
Sep 4 - Sep 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
The Cove at Yarmouth by Westgate Resorts

The Cove at Yarmouth by Westgate Resorts

3 out of 5
Save 100% on your flight
Price was $1,025, price is now $671 per person
$671
per person
Oct 3 - Oct 7
found 2 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Four Seasons Hotel Boston

Four Seasons Hotel Boston

5 out of 5
Bay Village
Save 100% on your flight
Price was $2,000, price is now $1,354 per person
$1,354
per person
Sep 3 - Sep 6
found 24 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)

Litchfield Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Cove at Yarmouth by Westgate Resorts

The Cove at Yarmouth by Westgate Resorts

3 out of 5
Save 100% on your flight
Price was $854, price is now $574 per person
$574
per person
Oct 19 - Oct 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was $1,855, price is now $1,197 per person
$1,197
per person
Aug 30 - Sep 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $4,140, price is now $2,699 per person
$2,699
per person
Oct 16 - Oct 22
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Sesuit Harbor House

Sesuit Harbor House

3 out of 5
Save 100% on your flight
Price was $1,004, price is now $658 per person
$658
per person
Oct 19 - Oct 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

American Airlines
Mon, Aug 17 - Wed, Aug 26
DCA
Ronald Reagan Washington National
MHT
Manchester-Boston Regional
$178 Roundtrip, found 13 hours ago
$178
Roundtrip
found 13 hours ago
Select American Airlines flight, departing Mon, Aug 17 from Ronald Reagan Washington National to Manchester-Boston Regional, returning Wed, Aug 26, priced at $178 found 13 hours ago
Breeze Airways
Sun, Aug 30 - Thu, Sep 17
RDU
Raleigh - Durham Intl.
MHT
Manchester-Boston Regional
$227 Roundtrip, found 17 hours ago
$227
Roundtrip
found 17 hours ago
Select Breeze Airways flight, departing Sun, Aug 30 from Raleigh - Durham Intl. to Manchester-Boston Regional, returning Thu, Sep 17, priced at $227 found 17 hours ago
Bargain Flight
Tue, Nov 10 - Tue, Nov 17
ATL
Hartsfield-Jackson Atlanta Intl.
MHT
Manchester-Boston Regional
$252 Roundtrip, found 18 hours ago
$252
Roundtrip
found 18 hours ago
Select Bargain Flight flight, departing Tue, Nov 10 from Hartsfield-Jackson Atlanta Intl. to Manchester-Boston Regional, returning Tue, Nov 17, priced at $252 found 18 hours ago
Breeze Airways
Thu, Oct 1 - Tue, Oct 6
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$267 Roundtrip, found 2 days ago
$267
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Thu, Oct 1 from Orlando Intl. to Manchester-Boston Regional, returning Tue, Oct 6, priced at $267 found 2 days ago